What is the best way to travel from New York to Chicago?
Looking for a trip? Compare all the available Buses and Flights for the journey to Chicago from New York. Check between different modes of transportation, look for the cheapest tickets, fastest rides and most popular stations, and see all 2 available companies to find your perfect trip!
What is the cheapest way to reach Chicago from New York?
You can get to Chicago with just $45 by taking a Flight from Spirit Airlines, but you can find many more cheap offers: we have selected the best ones for next few days here for you.
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/25/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/26/2025 11:00:00 PM. 50 Economy ticket for $168 per person are available. Travel duration is 25h 10m
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Greyhound US28h 0m08:00 PMNew YorkG. Washington Bridge Bus Station11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/25/2025 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/26/2025 11:00:00 PM. 50 Economy ticket for $168 per person are available. Travel duration is 28h 0m
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FlixBus24h 1m011:59 PMNew York31st & 8th Ave11:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/25/2025 11:59:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/26/2025 11:00:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 24h 1m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/25/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/26/2025 6:10:00 AM. 50 Economy ticket for $173 per person are available. Travel duration is 21h 10m
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Spirit Airlines2h 36m06:55 AMNewark AirportNewark Airport8:31 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/25/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/25/2025 8:31:00 AM. 50 Economy ticket for $207 per person are available. Travel duration is 2h 36m
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JetBlue Airways3h 4m08:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:04 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/25/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/25/2025 10:04:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 3h 4m
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United Airlines2h 48m011:15 AMLaGuardia AirportLaGuardia Airport1:03 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/25/2025 11:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/25/2025 1:03:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 2h 48m
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Frontier Airlines13h 24m010:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:24 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/25/2025 10:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/25/2025 10:24:00 PM. 50 Economy ticket for $412 per person are available. Travel duration is 13h 24m
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Frontier Airlines13h 12m010:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/25/2025 10:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/25/2025 10:12:00 PM. 50 Economy ticket for $413 per person are available. Travel duration is 13h 12m
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Frontier Airlines8h 38m010:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 75:38 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/25/2025 10:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/25/2025 5:38:00 PM. 50 Economy ticket for $418 per person are available. Travel duration is 8h 38m
Cheapest Buses Thursday
Cheapest Flights Thursday
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Spirit Airlines2h 30m08:37 PMLaGuardia AirportLaGuardia Airport10:07 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/26/2025 8:37:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/26/2025 10:07:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 2h 30m
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Frontier Airlines2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport12:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 12/26/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/26/2025 12:57:00 PM. 50 Economy ticket for $124 per person are available. Travel duration is 2h 57m
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Spirit Airlines2h 36m06:55 AMNewark AirportNewark Airport8:31 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/26/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/26/2025 8:31:00 AM. 50 Economy ticket for $159 per person are available. Travel duration is 2h 36m
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United Airlines2h 47m07:10 AMLaGuardia AirportLaGuardia Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/26/2025 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/26/2025 8:57:00 AM. 50 Economy ticket for $179 per person are available. Travel duration is 2h 47m
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United Airlines2h 47m08:05 AMLaGuardia AirportLaGuardia Airport9:52 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/26/2025 8:05:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/26/2025 9:52:00 AM. 50 Economy ticket for $179 per person are available. Travel duration is 2h 47m
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Frontier Airlines13h 12m010:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport10:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 12/26/2025 10:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/26/2025 10:12:00 PM. 50 Economy ticket for $293 per person are available. Travel duration is 13h 12m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/26/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/27/2025 6:10:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 21h 10m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/26/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/27/2025 6:10:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 20h 25m
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Greyhound US19h 20m03:40 PMNew YorkPort Authority Bus Terminal10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/26/2025 3:40:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/27/2025 10:00:00 AM. 50 Economy ticket for $170 per person are available. Travel duration is 19h 20m
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Greyhound US21h 25m01:35 PMNew YorkG. Washington Bridge Bus Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/26/2025 1:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/27/2025 10:00:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 21h 25m
Cheapest Flights Friday
Cheapest Buses Friday
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Frontier Airlines2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/27/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/27/2025 12:57:00 PM. 50 Economy ticket for $125 per person are available. Travel duration is 2h 57m
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Spirit Airlines2h 31m011:36 AMLaGuardia AirportLaGuardia Airport1:07 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/27/2025 11:36:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/27/2025 1:07:00 PM. 50 Economy ticket for $161 per person are available. Travel duration is 2h 31m
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Volaris2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Volaris goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/27/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/27/2025 12:57:00 PM. 50 Economy ticket for $164 per person are available. Travel duration is 2h 57m
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United Airlines2h 47m07:10 AMLaGuardia AirportLaGuardia Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/27/2025 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/27/2025 8:57:00 AM. 50 Economy ticket for $198 per person are available. Travel duration is 2h 47m
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Skyscanner2h 48m05:59 PMNewark AirportNewark Airport7:47 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Newark Airport, Newark Airport (USA) at 12/27/2025 5:59:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/27/2025 7:47:00 PM. 50 Economy ticket for $241 per person are available. Travel duration is 2h 48m
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Frontier Airlines8h 1m06:20 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 71:21 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/27/2025 6:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/27/2025 1:21:00 PM. 50 Economy ticket for $390 per person are available. Travel duration is 8h 1m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/27/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/28/2025 6:10:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 21h 10m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/27/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/28/2025 6:10:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 20h 25m
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Greyhound US20h 45m09:55 AMNew YorkPort Authority Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/27/2025 9:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/28/2025 5:40:00 AM. 50 Economy ticket for $162 per person are available. Travel duration is 20h 45m
Cheapest Flights Saturday
Cheapest Buses Saturday
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Spirit Airlines2h 36m06:55 AMNewark AirportNewark Airport8:31 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/28/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/28/2025 8:31:00 AM. 50 Economy ticket for $112 per person are available. Travel duration is 2h 36m
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Frontier Airlines2h 31m011:30 AMNewark AirportNewark Airport1:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 12/28/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/28/2025 1:01:00 PM. 50 Economy ticket for $131 per person are available. Travel duration is 2h 31m
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United Airlines2h 46m07:29 PMNewark AirportNewark Airport9:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/28/2025 7:29:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/28/2025 9:15:00 PM. 50 Economy ticket for $145 per person are available. Travel duration is 2h 46m
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United Airlines2h 53m06:00 AMNewark AirportNewark Airport7:53 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/28/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/28/2025 7:53:00 AM. 50 Economy ticket for $153 per person are available. Travel duration is 2h 53m
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Spirit Airlines2h 30m08:37 PMLaGuardia AirportLaGuardia Airport10:07 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/28/2025 8:37:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/28/2025 10:07:00 PM. 50 Economy ticket for $186 per person are available. Travel duration is 2h 30m
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Frontier Airlines25h 12m010:00 PMLaGuardia AirportLaGuardia Airport10:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/28/2025 10:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/29/2025 10:12:00 PM. 50 Economy ticket for $338 per person are available. Travel duration is 25h 12m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/28/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/29/2025 6:10:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 21h 10m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/28/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/29/2025 6:10:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 20h 25m
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Greyhound US22h 15m010:50 PMNew YorkPort Authority Bus Terminal8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/28/2025 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/29/2025 8:05:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 22h 15m
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Greyhound US25h 5m08:00 PMNew YorkG. Washington Bridge Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/28/2025 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/29/2025 8:05:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 25h 5m
Cheapest Flights Sunday
Cheapest Buses Sunday
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Frontier Airlines2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/29/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/29/2025 12:57:00 PM. 50 Economy ticket for $124 per person are available. Travel duration is 2h 57m
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Spirit Airlines8h 51m06:30 AMLaGuardia AirportLaGuardia Airport2:21 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/29/2025 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/29/2025 2:21:00 PM. 50 Economy ticket for $143 per person are available. Travel duration is 8h 51m
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Volaris2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Volaris goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/29/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/29/2025 12:57:00 PM. 50 Economy ticket for $162 per person are available. Travel duration is 2h 57m
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United Airlines2h 47m07:10 AMLaGuardia AirportLaGuardia Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/29/2025 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/29/2025 8:57:00 AM. 50 Economy ticket for $198 per person are available. Travel duration is 2h 47m
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American Airlines2h 47m07:00 AMLaGuardia AirportLaGuardia Airport8:47 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/29/2025 7:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/29/2025 8:47:00 AM. 50 Economy ticket for $209 per person are available. Travel duration is 2h 47m
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Frontier Airlines28h 26m04:29 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 77:55 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/29/2025 4:29:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/30/2025 7:55:00 PM. 50 Economy ticket for $232 per person are available. Travel duration is 28h 26m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/29/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/30/2025 6:10:00 AM. 50 Economy ticket for $148 per person are available. Travel duration is 21h 10m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/29/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/30/2025 6:10:00 AM. 50 Economy ticket for $148 per person are available. Travel duration is 20h 25m
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Greyhound US22h 15m010:50 PMNew YorkPort Authority Bus Terminal8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/29/2025 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/30/2025 8:05:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 22h 15m
Cheapest Flights Monday
Cheapest Buses Monday
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Frontier Airlines2h 31m011:30 AMNewark AirportNewark Airport1:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 12/30/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/30/2025 1:01:00 PM. 50 Economy ticket for $106 per person are available. Travel duration is 2h 31m
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Spirit Airlines2h 36m06:55 AMNewark AirportNewark Airport8:31 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/30/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/30/2025 8:31:00 AM. 50 Economy ticket for $106 per person are available. Travel duration is 2h 36m
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United Airlines2h 53m06:00 AMNewark AirportNewark Airport7:53 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/30/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/30/2025 7:53:00 AM. 50 Economy ticket for $145 per person are available. Travel duration is 2h 53m
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United Airlines2h 55m07:15 AMNewark AirportNewark Airport9:10 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/30/2025 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/30/2025 9:10:00 AM. 50 Economy ticket for $145 per person are available. Travel duration is 2h 55m
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Frontier Airlines25h 12m010:00 PMLaGuardia AirportLaGuardia Airport10:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/30/2025 10:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/31/2025 10:12:00 PM. 50 Economy ticket for $165 per person are available. Travel duration is 25h 12m
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Frontier Airlines25h 24m010:00 PMLaGuardia AirportLaGuardia Airport10:24 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/30/2025 10:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/31/2025 10:24:00 PM. 50 Economy ticket for $165 per person are available. Travel duration is 25h 24m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/30/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/31/2025 6:10:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 21h 10m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/30/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/31/2025 6:10:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 20h 25m
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/30/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/31/2025 11:00:00 PM. 50 Economy ticket for $151 per person are available. Travel duration is 25h 10m
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Greyhound US28h 0m08:00 PMNew YorkG. Washington Bridge Bus Station11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/30/2025 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/31/2025 11:00:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 28h 0m
Cheapest Flights Tuesday
Cheapest Buses Tuesday
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Spirit Airlines2h 30m08:37 PMLaGuardia AirportLaGuardia Airport10:07 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/31/2025 8:37:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/31/2025 10:07:00 PM. 50 Economy ticket for $45 per person are available. Travel duration is 2h 30m
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Frontier Airlines2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport12:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 12/31/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/31/2025 12:57:00 PM. 50 Economy ticket for $46 per person are available. Travel duration is 2h 57m
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JetBlue Airways3h 4m08:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:04 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/31/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/31/2025 10:04:00 PM. 50 Economy ticket for $67 per person are available. Travel duration is 3h 4m
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United Airlines2h 47m07:10 AMLaGuardia AirportLaGuardia Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/31/2025 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/31/2025 8:57:00 AM. 50 Economy ticket for $68 per person are available. Travel duration is 2h 47m
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Spirit Airlines15h 21m07:51 AMNewark AirportNewark Airport10:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/31/2025 7:51:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/31/2025 10:12:00 PM. 50 Economy ticket for $75 per person are available. Travel duration is 15h 21m
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Frontier Airlines17h 13m05:59 AMNewark AirportNewark Airport10:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 12/31/2025 5:59:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/31/2025 10:12:00 PM. 50 Economy ticket for $94 per person are available. Travel duration is 17h 13m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/31/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 1/1/2026 6:10:00 AM. 50 Economy ticket for $131 per person are available. Travel duration is 21h 10m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/31/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 1/1/2026 6:10:00 AM. 50 Economy ticket for $131 per person are available. Travel duration is 20h 25m
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Greyhound US22h 25m01:35 AMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/31/2025 1:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/31/2025 11:00:00 PM. 50 Economy ticket for $158 per person are available. Travel duration is 22h 25m
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Greyhound US20h 45m09:55 AMNew YorkPort Authority Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/31/2025 9:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 1/1/2026 5:40:00 AM. 50 Economy ticket for $158 per person are available. Travel duration is 20h 45m
Cheapest Flights Wednesday
Cheapest Buses Wednesday
What are the fastest trips from New York to Chicago?
You can get to Chicago from New York in just 2h 30m with a Flight from Spirit Airlines. This is not the only option, and you can click on any of the offers below to compare it with the other modes of transportations.
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Spirit Airlines2h 36m06:55 AMNewark AirportNewark Airport8:31 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/25/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/25/2025 8:31:00 AM. 50 Economy ticket for $207 per person are available. Travel duration is 2h 36m
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United Airlines2h 48m011:15 AMLaGuardia AirportLaGuardia Airport1:03 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/25/2025 11:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/25/2025 1:03:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 2h 48m
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JetBlue Airways3h 4m08:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:04 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/25/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/25/2025 10:04:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 3h 4m
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CargoLogicAir4h 40m011:40 AMNewark AirportNewark Airport3:20 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Newark Airport, Newark Airport (USA) at 12/25/2025 11:40:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/25/2025 3:20:00 PM. 50 Economy ticket for $968 per person are available. Travel duration is 4h 40m
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Frontier Airlines8h 38m010:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 75:38 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/25/2025 10:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/25/2025 5:38:00 PM. 50 Economy ticket for $418 per person are available. Travel duration is 8h 38m
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Frontier Airlines13h 12m010:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/25/2025 10:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/25/2025 10:12:00 PM. 50 Economy ticket for $413 per person are available. Travel duration is 13h 12m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/25/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/26/2025 6:10:00 AM. 50 Economy ticket for $173 per person are available. Travel duration is 21h 10m
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FlixBus24h 1m011:59 PMNew York31st & 8th Ave11:00 PMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/25/2025 11:59:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/26/2025 11:00:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 24h 1m
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/25/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/26/2025 11:00:00 PM. 50 Economy ticket for $168 per person are available. Travel duration is 25h 10m
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Greyhound US28h 0m08:00 PMNew YorkG. Washington Bridge Bus Station11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/25/2025 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/26/2025 11:00:00 PM. 50 Economy ticket for $168 per person are available. Travel duration is 28h 0m
Fastest Flights Thursday
Fastest Buses Thursday
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Spirit Airlines2h 30m08:37 PMLaGuardia AirportLaGuardia Airport10:07 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/26/2025 8:37:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/26/2025 10:07:00 PM. 50 Economy ticket for $101 per person are available. Travel duration is 2h 30m
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Spirit Airlines2h 36m06:55 AMNewark AirportNewark Airport8:31 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/26/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/26/2025 8:31:00 AM. 50 Economy ticket for $159 per person are available. Travel duration is 2h 36m
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United Airlines2h 47m07:10 AMLaGuardia AirportLaGuardia Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/26/2025 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/26/2025 8:57:00 AM. 50 Economy ticket for $179 per person are available. Travel duration is 2h 47m
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United Airlines2h 47m08:05 AMLaGuardia AirportLaGuardia Airport9:52 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/26/2025 8:05:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/26/2025 9:52:00 AM. 50 Economy ticket for $179 per person are available. Travel duration is 2h 47m
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Frontier Airlines2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport12:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 12/26/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/26/2025 12:57:00 PM. 50 Economy ticket for $124 per person are available. Travel duration is 2h 57m
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Spirit Airlines6h 30m07:51 AMNewark AirportNewark Airport1:21 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/26/2025 7:51:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/26/2025 1:21:00 PM. 50 Economy ticket for $361 per person are available. Travel duration is 6h 30m
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Greyhound US19h 20m03:40 PMNew YorkPort Authority Bus Terminal10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/26/2025 3:40:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/27/2025 10:00:00 AM. 50 Economy ticket for $170 per person are available. Travel duration is 19h 20m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/26/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/27/2025 6:10:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 20h 25m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/26/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/27/2025 6:10:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 21h 10m
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Greyhound US21h 25m01:35 PMNew YorkG. Washington Bridge Bus Station10:00 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/26/2025 1:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/27/2025 10:00:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 21h 25m
Fastest Flights Friday
Fastest Buses Friday
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Spirit Airlines2h 31m011:36 AMLaGuardia AirportLaGuardia Airport1:07 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/27/2025 11:36:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/27/2025 1:07:00 PM. 50 Economy ticket for $161 per person are available. Travel duration is 2h 31m
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United Airlines2h 47m07:10 AMLaGuardia AirportLaGuardia Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/27/2025 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/27/2025 8:57:00 AM. 50 Economy ticket for $198 per person are available. Travel duration is 2h 47m
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Skyscanner2h 48m05:59 PMNewark AirportNewark Airport7:47 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from Newark Airport, Newark Airport (USA) at 12/27/2025 5:59:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/27/2025 7:47:00 PM. 50 Economy ticket for $241 per person are available. Travel duration is 2h 48m
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Frontier Airlines2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/27/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/27/2025 12:57:00 PM. 50 Economy ticket for $125 per person are available. Travel duration is 2h 57m
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Volaris2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Volaris goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/27/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/27/2025 12:57:00 PM. 50 Economy ticket for $164 per person are available. Travel duration is 2h 57m
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Frontier Airlines8h 1m06:20 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 71:21 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/27/2025 6:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/27/2025 1:21:00 PM. 50 Economy ticket for $390 per person are available. Travel duration is 8h 1m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/27/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/28/2025 6:10:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 20h 25m
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Greyhound US20h 45m09:55 AMNew YorkPort Authority Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/27/2025 9:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/28/2025 5:40:00 AM. 50 Economy ticket for $162 per person are available. Travel duration is 20h 45m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/27/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/28/2025 6:10:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 21h 10m
Fastest Flights Saturday
Fastest Buses Saturday
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Spirit Airlines2h 30m08:37 PMLaGuardia AirportLaGuardia Airport10:07 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/28/2025 8:37:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/28/2025 10:07:00 PM. 50 Economy ticket for $186 per person are available. Travel duration is 2h 30m
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Frontier Airlines2h 31m011:30 AMNewark AirportNewark Airport1:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 12/28/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/28/2025 1:01:00 PM. 50 Economy ticket for $131 per person are available. Travel duration is 2h 31m
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Spirit Airlines2h 36m06:55 AMNewark AirportNewark Airport8:31 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/28/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/28/2025 8:31:00 AM. 50 Economy ticket for $112 per person are available. Travel duration is 2h 36m
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United Airlines2h 46m07:29 PMNewark AirportNewark Airport9:15 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/28/2025 7:29:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/28/2025 9:15:00 PM. 50 Economy ticket for $145 per person are available. Travel duration is 2h 46m
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United Airlines2h 53m06:00 AMNewark AirportNewark Airport7:53 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/28/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/28/2025 7:53:00 AM. 50 Economy ticket for $153 per person are available. Travel duration is 2h 53m
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Spirit Airlines16h 16m010:05 PMNewark AirportNewark Airport1:21 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/28/2025 10:05:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/29/2025 1:21:00 PM. 50 Economy ticket for $430 per person are available. Travel duration is 16h 16m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/28/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/29/2025 6:10:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 20h 25m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/28/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/29/2025 6:10:00 AM. 50 Economy ticket for $157 per person are available. Travel duration is 21h 10m
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Greyhound US22h 15m010:50 PMNew YorkPort Authority Bus Terminal8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/28/2025 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/29/2025 8:05:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 22h 15m
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Greyhound US25h 5m08:00 PMNew YorkG. Washington Bridge Bus Station8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/28/2025 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/29/2025 8:05:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 25h 5m
Fastest Flights Sunday
Fastest Buses Sunday
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United Airlines2h 47m07:10 AMLaGuardia AirportLaGuardia Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/29/2025 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/29/2025 8:57:00 AM. 50 Economy ticket for $198 per person are available. Travel duration is 2h 47m
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American Airlines2h 47m07:00 AMLaGuardia AirportLaGuardia Airport8:47 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/29/2025 7:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/29/2025 8:47:00 AM. 50 Economy ticket for $209 per person are available. Travel duration is 2h 47m
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Frontier Airlines2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/29/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/29/2025 12:57:00 PM. 50 Economy ticket for $124 per person are available. Travel duration is 2h 57m
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Volaris2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Volaris goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/29/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/29/2025 12:57:00 PM. 50 Economy ticket for $162 per person are available. Travel duration is 2h 57m
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Spirit Airlines8h 51m06:30 AMLaGuardia AirportLaGuardia Airport2:21 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/29/2025 6:30:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/29/2025 2:21:00 PM. 50 Economy ticket for $143 per person are available. Travel duration is 8h 51m
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JetBlue Airways10h 43m012:29 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/29/2025 12:29:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/29/2025 10:12:00 PM. 50 Economy ticket for $437 per person are available. Travel duration is 10h 43m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/29/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/30/2025 6:10:00 AM. 50 Economy ticket for $148 per person are available. Travel duration is 20h 25m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/29/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/30/2025 6:10:00 AM. 50 Economy ticket for $148 per person are available. Travel duration is 21h 10m
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Greyhound US22h 15m010:50 PMNew YorkPort Authority Bus Terminal8:05 PMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/29/2025 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/30/2025 8:05:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 22h 15m
Fastest Flights Monday
Fastest Buses Monday
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Frontier Airlines2h 31m011:30 AMNewark AirportNewark Airport1:01 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 12/30/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/30/2025 1:01:00 PM. 50 Economy ticket for $106 per person are available. Travel duration is 2h 31m
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Spirit Airlines2h 36m06:55 AMNewark AirportNewark Airport8:31 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/30/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/30/2025 8:31:00 AM. 50 Economy ticket for $106 per person are available. Travel duration is 2h 36m
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United Airlines2h 53m06:00 AMNewark AirportNewark Airport7:53 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/30/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/30/2025 7:53:00 AM. 50 Economy ticket for $145 per person are available. Travel duration is 2h 53m
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United Airlines2h 55m07:15 AMNewark AirportNewark Airport9:10 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/30/2025 7:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/30/2025 9:10:00 AM. 50 Economy ticket for $145 per person are available. Travel duration is 2h 55m
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Spirit Airlines13h 26m08:55 PMLaGuardia AirportLaGuardia Airport9:21 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/30/2025 8:55:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/31/2025 9:21:00 AM. 50 Economy ticket for $371 per person are available. Travel duration is 13h 26m
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Spirit Airlines16h 16m010:05 PMNewark AirportNewark Airport1:21 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/30/2025 10:05:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/31/2025 1:21:00 PM. 50 Economy ticket for $198 per person are available. Travel duration is 16h 16m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/30/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/31/2025 6:10:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 20h 25m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/30/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/31/2025 6:10:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 21h 10m
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Greyhound US25h 10m010:50 PMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/30/2025 10:50:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/31/2025 11:00:00 PM. 50 Economy ticket for $151 per person are available. Travel duration is 25h 10m
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Greyhound US28h 0m08:00 PMNew YorkG. Washington Bridge Bus Station11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/30/2025 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/31/2025 11:00:00 PM. 50 Economy ticket for $152 per person are available. Travel duration is 28h 0m
Fastest Flights Tuesday
Fastest Buses Tuesday
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Spirit Airlines2h 30m08:37 PMLaGuardia AirportLaGuardia Airport10:07 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/31/2025 8:37:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/31/2025 10:07:00 PM. 50 Economy ticket for $45 per person are available. Travel duration is 2h 30m
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United Airlines2h 47m07:10 AMLaGuardia AirportLaGuardia Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/31/2025 7:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/31/2025 8:57:00 AM. 50 Economy ticket for $68 per person are available. Travel duration is 2h 47m
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Frontier Airlines2h 57m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport12:57 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 12/31/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/31/2025 12:57:00 PM. 50 Economy ticket for $46 per person are available. Travel duration is 2h 57m
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JetBlue Airways3h 4m08:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:04 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/31/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/31/2025 10:04:00 PM. 50 Economy ticket for $67 per person are available. Travel duration is 3h 4m
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JetBlue Airways14h 13m08:59 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from JetBlue Airways goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/31/2025 8:59:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/31/2025 10:12:00 PM. 50 Economy ticket for $174 per person are available. Travel duration is 14h 13m
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Spirit Airlines15h 21m07:51 AMNewark AirportNewark Airport10:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/31/2025 7:51:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/31/2025 10:12:00 PM. 50 Economy ticket for $75 per person are available. Travel duration is 15h 21m
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FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/31/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 1/1/2026 6:10:00 AM. 50 Economy ticket for $131 per person are available. Travel duration is 20h 25m
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Greyhound US20h 45m09:55 AMNew YorkPort Authority Bus Terminal5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/31/2025 9:55:00 AM to 95th Red Line Station, Chicago (USA) arriving at 1/1/2026 5:40:00 AM. 50 Economy ticket for $158 per person are available. Travel duration is 20h 45m
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FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/31/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 1/1/2026 6:10:00 AM. 50 Economy ticket for $131 per person are available. Travel duration is 21h 10m
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Greyhound US22h 25m01:35 AMNew YorkPort Authority Bus Terminal11:00 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/31/2025 1:35:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/31/2025 11:00:00 PM. 50 Economy ticket for $158 per person are available. Travel duration is 22h 25m
Fastest Flights Wednesday
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Here you will find all operators and timetables for a
Bus from New York to Chicago
What are the most popular stations in New York and Chicago?
In New York, you will usually depart from 31st & 8th Ave, Port Authority Bus Terminal or East Broadway, while in Chicago you will be arriving at California & 35th Street Bus Stop, Downtown Bus Station or 95th Red Line Station, but there are many more stops to explore in both locations.
How do I decide? Some tips and tricks from our experience
Are you having trouble deciding on how to get to Chicago from New York? With 15 connections between 2 Bus and Flight operators, it can be difficult to find the one ride that will make you happy. But we have some tips that can help you make the best informed decision. First of all, the best trip is always the one that meets all your needs, so make a list of all the things that you want from this journey and look for something that will satisfy all of them. Here we will go through some of the factors mostly commonly taken into consideration.
Look for the lowest price
Ticket price is usually the main concern: even if you can afford to pay more, why do it if there are cheaper options? Saving on the trip means that you can spend more on the vacation itself! Between New York and Chicago, you can pay as low as $45 with a Flight from Spirit Airlines.Travel duration
Time is also an important factor. An earlier departure may allow you to see a beautiful sunset or relax before an important event. And remember, time is money, so paying more for a shorter trip may be well worth it. For longer distances, flights are without doubt the best options, but be mindful of airport times and possible delays: a high-speed train may end up cheaper and faster! Here the quicker option is definitely the Flight from Spirit Airlines: you will get to Chicago in just 2h 30m.Comfort makes all the difference
You should always take into account what your personal travelling preferences are. Is one hand luggage enough, or are you trasporting more? Would you like to have a snack during the journey? Can you relax in a busy compartment, or do you need space for yourself? Even among the same mode of transportation, different companies will offer you varying levels of comfort and amenities. The main operators connecting New York and Chicago are Frontier Airlines, FlixBus and Spirit Airlines, but be sure to check what they have to offer!Save money with deals, and always compare
One last tip? Even if you live in New York and Chicago is your only destination, it may be wise to check the offers from and to nearby cities or, if you are flyng, nearby airports. Check the trips from Jersey City or to Cicero, IL, and look at flights from John F. Kennedy Airport, and landing at Chicago Midway Airport. Comparing different routes may allow you to find deals or promotions you were not aware of. Consider also signing up to CheckMyBus to see even more exclusive promotions!Which companies offer a trip from New York to Chicago?
The most popular companies between New York and Chicago, are Frontier Airlines, FlixBus and Spirit Airlines. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: FlixBus and Greyhound US
Airlines: Frontier Airlines, Spirit Airlines, United Airlines and 9 more.
All you need to know when you travel from New York to Chicago
Check all information on comfort and services on all modes of transports from New York to Chicago. See which seat classes are available, and what amenities are other advantages offered by the operators on your journey.
FAQs about the trip from New York to Chicago
How can I reach Chicago from New York?
Every day, there are on average 15 connections between Bus and Flight, with which you can get to Chicago from New York.
How far is Chicago from New York?
The distance between New York and Chicago is 711.5 miles.
What is the most ecofriendly mode of transport between New York and Chicago?
Trains and buses are by far the greenest options, with trains surpassing buses on longer routes. Planes will always be the worst polluters, especially in shorter flights, were the emissions from the takeoff and landing are less offset by the distance.
On this particular route, a bus will emit, per person, a total of 31 kgs of CO2, a train 40 kgs, a car 195 kgs, and a flight 282 kgs.
What is the cheapest mode of transport from New York to Chicago?
You can get to Chicago with just $45 by taking a Flight from Spirit Airlines.
What is the fastest way to get from New York to Chicago?
While a plane is travelling fastest boarding and transfer to airport consumes a lot of time. Usually, high speed trains are better than flights if pure train travel time is below 4 hours. For this particular route, you can get to Chicago in just 2h 30m with a Flight from Spirit Airlines.
More routes to New York and to Chicago
Looking for more options? Here you can see the most popular routes to New York and to Chicago. Simply click on a connection, and you’ll find all the details about the route!
- Trips to New York
- Atlanta, GA to New York
- Boston, MA to New York
- Buffalo Airport to New York
- Buffalo, NY to New York
- Charlotte to New York
- Chicago to New York
- Cincinnati to New York
- Columbus, OH to New York
- Fairfax, VA to New York
- Fayetteville, NC to New York
- Greensboro, NC to New York
- Jacksonville, FL to New York
- Manassas, VA to New York
- Miami Airport to New York
- Montreal to New York
- Norfolk, VA to New York
- North Charleston, SC to New York
- Orlando, FL to New York
- Ottawa, ON to New York
- Phoenix, AZ to New York
- Pittsburgh to New York
- Raleigh, NC to New York
- Toronto, ON to New York
- Washington, DC to New York
- Trips to Chicago
- Aguascalientes to Chicago
- Atlanta, GA to Chicago
- Ciudad Juárez to Chicago
- Dallas to Chicago
- Durango, DG to Chicago
- El Paso, TX to Chicago
- Guadalajara, JC to Chicago
- Houston to Chicago
- Los Angeles to Chicago
- Louisville, KY to Chicago
- Memphis to Chicago
- Mexico City to Chicago
- Monterrey, NL to Chicago
- Nashville to Chicago
- Pearson Toronto Airport to Chicago
- Philadelphia to Chicago
- Phoenix, AZ to Chicago
- San Antonio, TX to Chicago
- San Luis Potosí to Chicago
- Santiago de Queretaro to Chicago
- St. Louis, MO to Chicago
- Toronto, ON to Chicago
- Tulsa to Chicago
