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 $128 by taking a Flight from Frontier Airlines, but you can find many more cheap offers: we have selected the best ones for next few days here for you.
-
Spirit Airlines8h 57m011:05 AMNewark AirportNewark Airport7:02 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/18/2025 11:05:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 7:02:00 PM. 50 Economy ticket for $153 per person are available. Travel duration is 8h 57m
-
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 12/18/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/18/2025 1:01:00 PM. 50 Economy ticket for $161 per person are available. Travel duration is 2h 31m
-
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 12/18/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 10:04:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 3h 4m
-
United Airlines2h 48m010:15 AMLaGuardia AirportLaGuardia Airport12:03 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/18/2025 10:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 12:03:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 2h 48m
-
Frontier Airlines10h 12m01:00 PMJohn 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 12/18/2025 1:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/18/2025 10:12:00 PM. 50 Economy ticket for $385 per person are available. Travel duration is 10h 12m
-
Frontier Airlines7h 3m012:30 PMLaGuardia AirportLaGuardia Airport6:33 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/18/2025 12:30:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 6:33:00 PM. 50 Economy ticket for $397 per person are available. Travel duration is 7h 3m
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/18/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 6:10:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 21h 10m
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/18/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 6:10:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 20h 25m
-
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 12/18/2025 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 8:05:00 PM. 50 Economy ticket for $185 per person are available. Travel duration is 25h 5m
-
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 12/18/2025 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 8:05:00 PM. 50 Economy ticket for $214 per person are available. Travel duration is 22h 15m
Cheapest Flights Thursday
Cheapest Buses Thursday
-
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 12/19/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 8:31:00 AM. 50 Economy ticket for $160 per person are available. Travel duration is 2h 36m
-
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 12/19/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 12:57:00 PM. 50 Economy ticket for $197 per person are available. Travel duration is 2h 57m
-
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 12/19/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 10:04:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 3h 4m
-
United Airlines2h 48m06:15 AMLaGuardia AirportLaGuardia Airport8:03 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/19/2025 6:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 8:03:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 2h 48m
-
Spirit Airlines24h 20m09:59 AMLaGuardia AirportLaGuardia Airport9:19 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/19/2025 9:59:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/20/2025 9:19:00 AM. 50 Economy ticket for $362 per person are available. Travel duration is 24h 20m
-
Frontier Airlines10h 58m012:00 PMLaGuardia AirportLaGuardia Airport9:58 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/19/2025 12:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/19/2025 9:58:00 PM. 50 Economy ticket for $429 per person are available. Travel duration is 10h 58m
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/19/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/20/2025 6:10:00 AM. 50 Economy ticket for $162 per person are available. Travel duration is 21h 10m
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/19/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/20/2025 6:10:00 AM. 50 Economy ticket for $162 per person are available. Travel duration is 20h 25m
-
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 12/19/2025 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 11:00:00 PM. 50 Economy ticket for $226 per person are available. Travel duration is 28h 0m
-
Greyhound US24h 50m05:50 AMNew YorkG. Washington Bridge Bus Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/19/2025 5:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 5:40:00 AM. 50 Economy ticket for $228 per person are available. Travel duration is 24h 50m
Cheapest Flights Friday
Cheapest Buses Friday
-
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 12/20/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 8:31:00 AM. 50 Economy ticket for $145 per person are available. Travel duration is 2h 36m
-
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 12/20/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 12:57:00 PM. 50 Economy ticket for $196 per person are available. Travel duration is 2h 57m
-
Frontier Airlines8h 1m06:20 AMLaGuardia AirportLaGuardia Airport1:21 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/20/2025 6:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/20/2025 1:21:00 PM. 50 Economy ticket for $211 per person are available. Travel duration is 8h 1m
-
United Airlines2h 55m07:59 AMNewark AirportNewark Airport9:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/20/2025 7:59:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 9:54:00 AM. 50 Economy ticket for $242 per person are available. Travel duration is 2h 55m
-
Frontier Airlines16h 52m06:20 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 12/20/2025 6:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/20/2025 10:12:00 PM. 50 Economy ticket for $254 per person are available. Travel duration is 16h 52m
-
Spirit Airlines25h 7m010:05 PMNewark AirportNewark Airport10:12 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/20/2025 10:05:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/21/2025 10:12:00 PM. 50 Economy ticket for $257 per person are available. Travel duration is 25h 7m
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/20/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/21/2025 6:10:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 21h 10m
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/20/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/21/2025 6:10:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 20h 25m
-
Greyhound US24h 50m01:35 PMNew YorkG. Washington Bridge Bus Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/20/2025 1:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/21/2025 1:25:00 PM. 50 Economy ticket for $206 per person are available. Travel duration is 24h 50m
Cheapest Flights Saturday
Cheapest Buses Saturday
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/21/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 6:10:00 AM. 50 Economy ticket for $177 per person are available. Travel duration is 21h 10m
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/21/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 6:10:00 AM. 50 Economy ticket for $177 per person are available. Travel duration is 20h 25m
-
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 12/21/2025 1:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 10:00:00 AM. 50 Economy ticket for $197 per person are available. Travel duration is 21h 25m
Cheapest Buses Sunday
-
Frontier Airlines2h 45m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:45 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 12/22/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 12:45:00 PM. 50 Economy ticket for $128 per person are available. Travel duration is 2h 45m
-
JetBlue Airways3h 3m08:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:03 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 12/22/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 10:03:00 PM. 50 Economy ticket for $188 per person are available. Travel duration is 3h 3m
-
United Airlines2h 49m06:09 PMNewark AirportNewark Airport7:58 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/22/2025 6:09:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 7:58:00 PM. 50 Economy ticket for $194 per person are available. Travel duration is 2h 49m
-
Frontier Airlines15h 5m09:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 711:05 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/22/2025 9:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/22/2025 11:05:00 PM. 50 Economy ticket for $208 per person are available. Travel duration is 15h 5m
-
Spirit Airlines2h 23m02:32 PMNewark AirportNewark Airport3:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/22/2025 2:32:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 3:55:00 PM. 50 Economy ticket for $214 per person are available. Travel duration is 2h 23m
-
Frontier Airlines31h 25m01:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 77:25 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/22/2025 1:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/23/2025 7:25:00 PM. 50 Economy ticket for $236 per person are available. Travel duration is 31h 25m
-
FlixBus23h 5m010:00 PMNew York31st & 8th Ave8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/22/2025 10:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/23/2025 8:05:00 PM. 50 Economy ticket for $163 per person are available. Travel duration is 23h 5m
-
FlixBus25h 30m07:30 AMNew YorkChinatown8:00 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/22/2025 7:30:00 AM to Union Station, Chicago (USA) arriving at 12/23/2025 8:00:00 AM. 50 Economy ticket for $191 per person are available. Travel duration is 25h 30m
-
Greyhound US21h 15m09:55 AMNew YorkPort Authority Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/22/2025 9:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/23/2025 6:10:00 AM. 50 Economy ticket for $195 per person are available. Travel duration is 21h 15m
Cheapest Flights Monday
Cheapest Buses Monday
-
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 12/23/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/23/2025 1:01:00 PM. 50 Economy ticket for $163 per person are available. Travel duration is 2h 31m
-
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 12/23/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 7:53:00 AM. 50 Economy ticket for $245 per person are available. Travel duration is 2h 53m
-
Spirit Airlines13h 48m05:51 AMNewark AirportNewark Airport6:39 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/23/2025 5:51:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 6:39:00 PM. 50 Economy ticket for $246 per person are available. Travel duration is 13h 48m
-
Frontier Airlines19h 7m08:30 PMLaGuardia AirportLaGuardia Airport2:37 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/23/2025 8:30:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/24/2025 2:37:00 PM. 50 Economy ticket for $259 per person are available. Travel duration is 19h 7m
-
Skyscanner2h 59m07:35 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 79:34 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/23/2025 7:35:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 9:34:00 PM. 50 Economy ticket for $346 per person are available. Travel duration is 2h 59m
-
American Airlines2h 54m07:02 AMNewark AirportNewark Airport8:56 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from Newark Airport, Newark Airport (USA) at 12/23/2025 7:02:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 8:56:00 AM. 50 Economy ticket for $365 per person are available. Travel duration is 2h 54m
-
FlixBus25h 20m07:45 PMNew YorkChinatown8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/23/2025 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/24/2025 8:05:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 25h 20m
-
FlixBus25h 20m07:45 PMNew YorkWest 34th Street8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from West 34th Street, New York (USA) at 12/23/2025 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/24/2025 8:05:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 25h 20m
-
Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoUnion Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/23/2025 5:50:00 AM to Union Station, Chicago (USA) arriving at 12/24/2025 8:00:00 AM. 50 Economy ticket for $192 per person are available. Travel duration is 27h 10m
-
Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/23/2025 5:50:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/24/2025 8:00:00 AM. 50 Economy ticket for $198 per person are available. Travel duration is 27h 10m
Cheapest Flights Tuesday
Cheapest Buses Tuesday
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/24/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/25/2025 6:10:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 21h 10m
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/24/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/25/2025 6:10:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 20h 25m
-
FlixBus20h 40m010:00 AMNew YorkChinatown5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/24/2025 10:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/25/2025 5:40:00 AM. 50 Economy ticket for $160 per person are available. Travel duration is 20h 40m
-
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 12/24/2025 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/25/2025 11:00:00 PM. 50 Economy ticket for $167 per person are available. Travel duration is 28h 0m
Cheapest Buses Wednesday
What are the fastest trips from New York to Chicago?
You can get to Chicago from New York in just 2h 23m 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.
-
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 12/18/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/18/2025 1:01:00 PM. 50 Economy ticket for $161 per person are available. Travel duration is 2h 31m
-
United Airlines2h 48m010:15 AMLaGuardia AirportLaGuardia Airport12:03 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/18/2025 10:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 12:03:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 2h 48m
-
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 12/18/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 10:04:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 3h 4m
-
Frontier Airlines7h 3m012:30 PMLaGuardia AirportLaGuardia Airport6:33 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/18/2025 12:30:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 6:33:00 PM. 50 Economy ticket for $397 per person are available. Travel duration is 7h 3m
-
Sun Country Airlines8h 14m011:54 AMNewark AirportNewark Airport7:08 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from Newark Airport, Newark Airport (USA) at 12/18/2025 11:54:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 7:08:00 PM. 50 Economy ticket for $402 per person are available. Travel duration is 8h 14m
-
Spirit Airlines8h 57m011:05 AMNewark AirportNewark Airport7:02 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/18/2025 11:05:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/18/2025 7:02:00 PM. 50 Economy ticket for $153 per person are available. Travel duration is 8h 57m
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/18/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 6:10:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 20h 25m
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/18/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 6:10:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 21h 10m
-
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 12/18/2025 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 8:05:00 PM. 50 Economy ticket for $214 per person are available. Travel duration is 22h 15m
-
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 12/18/2025 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/19/2025 8:05:00 PM. 50 Economy ticket for $185 per person are available. Travel duration is 25h 5m
Fastest Flights Thursday
Fastest Buses Thursday
-
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 12/19/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 8:31:00 AM. 50 Economy ticket for $160 per person are available. Travel duration is 2h 36m
-
United Airlines2h 48m06:15 AMLaGuardia AirportLaGuardia Airport8:03 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/19/2025 6:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 8:03:00 AM. 50 Economy ticket for $248 per person are available. Travel duration is 2h 48m
-
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 12/19/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 12:57:00 PM. 50 Economy ticket for $197 per person are available. Travel duration is 2h 57m
-
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 12/19/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 10:04:00 PM. 50 Economy ticket for $248 per person are available. Travel duration is 3h 4m
-
Frontier Airlines8h 31m05:50 AMNewark AirportNewark Airport1:21 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 12/19/2025 5:50:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/19/2025 1:21:00 PM. 50 Economy ticket for $473 per person are available. Travel duration is 8h 31m
-
Sun Country Airlines9h 2m010:36 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 76:38 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Sun Country Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/19/2025 10:36:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/19/2025 6:38:00 PM. 50 Economy ticket for $532 per person are available. Travel duration is 9h 2m
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/19/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/20/2025 6:10:00 AM. 50 Economy ticket for $162 per person are available. Travel duration is 20h 25m
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/19/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/20/2025 6:10:00 AM. 50 Economy ticket for $162 per person are available. Travel duration is 21h 10m
-
Greyhound US24h 50m05:50 AMNew YorkG. Washington Bridge Bus Station5:40 AMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/19/2025 5:50:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 5:40:00 AM. 50 Economy ticket for $228 per person are available. Travel duration is 24h 50m
-
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 12/19/2025 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/20/2025 11:00:00 PM. 50 Economy ticket for $226 per person are available. Travel duration is 28h 0m
Fastest Flights Friday
Fastest Buses Friday
-
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 12/20/2025 6:55:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 8:31:00 AM. 50 Economy ticket for $145 per person are available. Travel duration is 2h 36m
-
United Airlines2h 55m07:59 AMNewark AirportNewark Airport9:54 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/20/2025 7:59:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 9:54:00 AM. 50 Economy ticket for $242 per person are available. Travel duration is 2h 55m
-
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 12/20/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 12:57:00 PM. 50 Economy ticket for $196 per person are available. Travel duration is 2h 57m
-
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 12/20/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 12:57:00 PM. 50 Economy ticket for $270 per person are available. Travel duration is 2h 57m
-
JetBlue Airways7h 20m01:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 77:20 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 12/20/2025 1:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/20/2025 7:20:00 PM. 50 Economy ticket for $266 per person are available. Travel duration is 7h 20m
-
Frontier Airlines8h 1m06:20 AMLaGuardia AirportLaGuardia Airport1:21 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/20/2025 6:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/20/2025 1:21:00 PM. 50 Economy ticket for $211 per person are available. Travel duration is 8h 1m
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/20/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/21/2025 6:10:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 20h 25m
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/20/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/21/2025 6:10:00 AM. 50 Economy ticket for $171 per person are available. Travel duration is 21h 10m
-
Greyhound US24h 50m01:35 PMNew YorkG. Washington Bridge Bus Station1:25 PMChicago95th Red Line Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/20/2025 1:35:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/21/2025 1:25:00 PM. 50 Economy ticket for $206 per person are available. Travel duration is 24h 50m
Fastest Flights Saturday
Fastest Buses Saturday
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/21/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 6:10:00 AM. 50 Economy ticket for $177 per person are available. Travel duration is 20h 25m
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/21/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 6:10:00 AM. 50 Economy ticket for $177 per person are available. Travel duration is 21h 10m
-
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 12/21/2025 1:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/22/2025 10:00:00 AM. 50 Economy ticket for $197 per person are available. Travel duration is 21h 25m
Fastest Buses Sunday
-
Spirit Airlines2h 23m02:32 PMNewark AirportNewark Airport3:55 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 12/22/2025 2:32:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 3:55:00 PM. 50 Economy ticket for $214 per person are available. Travel duration is 2h 23m
-
Frontier Airlines2h 45m011:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 712:45 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 12/22/2025 11:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 12:45:00 PM. 50 Economy ticket for $128 per person are available. Travel duration is 2h 45m
-
United Airlines2h 49m06:09 PMNewark AirportNewark Airport7:58 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from Newark Airport, Newark Airport (USA) at 12/22/2025 6:09:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 7:58:00 PM. 50 Economy ticket for $194 per person are available. Travel duration is 2h 49m
-
JetBlue Airways3h 3m08:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:03 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 12/22/2025 8:00:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 10:03:00 PM. 50 Economy ticket for $188 per person are available. Travel duration is 3h 3m
-
Air Canada6h 14m07:47 AMNewark AirportNewark Airport1:01 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Air Canada goes from Newark Airport, Newark Airport (USA) at 12/22/2025 7:47:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/22/2025 1:01:00 PM. 50 Economy ticket for $444 per person are available. Travel duration is 6h 14m
-
Spirit Airlines8h 40m05:55 AMLaGuardia AirportLaGuardia Airport1:35 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 12/22/2025 5:55:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/22/2025 1:35:00 PM. 50 Economy ticket for $331 per person are available. Travel duration is 8h 40m
-
Greyhound US21h 15m09:55 AMNew YorkPort Authority Bus Terminal6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 12/22/2025 9:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/23/2025 6:10:00 AM. 50 Economy ticket for $195 per person are available. Travel duration is 21h 15m
-
FlixBus23h 5m010:00 PMNew York31st & 8th Ave8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/22/2025 10:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/23/2025 8:05:00 PM. 50 Economy ticket for $163 per person are available. Travel duration is 23h 5m
-
FlixBus25h 30m07:30 AMNew YorkChinatown8:00 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/22/2025 7:30:00 AM to Union Station, Chicago (USA) arriving at 12/23/2025 8:00:00 AM. 50 Economy ticket for $191 per person are available. Travel duration is 25h 30m
Fastest Flights Monday
Fastest Buses Monday
-
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 12/23/2025 11:30:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/23/2025 1:01:00 PM. 50 Economy ticket for $163 per person are available. Travel duration is 2h 31m
-
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 12/23/2025 6:00:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 7:53:00 AM. 50 Economy ticket for $245 per person are available. Travel duration is 2h 53m
-
American Airlines2h 54m07:02 AMNewark AirportNewark Airport8:56 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from Newark Airport, Newark Airport (USA) at 12/23/2025 7:02:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 8:56:00 AM. 50 Economy ticket for $365 per person are available. Travel duration is 2h 54m
-
Skyscanner2h 59m07:35 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 79:34 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 12/23/2025 7:35:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 9:34:00 PM. 50 Economy ticket for $346 per person are available. Travel duration is 2h 59m
-
CargoLogicAir4h 40m011:40 AMNewark AirportNewark Airport3:20 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Newark Airport, Newark Airport (USA) at 12/23/2025 11:40:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 12/23/2025 3:20:00 PM. 50 Economy ticket for $609 per person are available. Travel duration is 4h 40m
-
JetBlue Airways6h 17m01:29 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 76:46 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 12/23/2025 1:29:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 12/23/2025 6:46:00 PM. 50 Economy ticket for $403 per person are available. Travel duration is 6h 17m
-
FlixBus25h 20m07:45 PMNew YorkChinatown8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/23/2025 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/24/2025 8:05:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 25h 20m
-
FlixBus25h 20m07:45 PMNew YorkWest 34th Street8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from West 34th Street, New York (USA) at 12/23/2025 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 12/24/2025 8:05:00 PM. 50 Economy ticket for $172 per person are available. Travel duration is 25h 20m
-
Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoUnion Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/23/2025 5:50:00 AM to Union Station, Chicago (USA) arriving at 12/24/2025 8:00:00 AM. 50 Economy ticket for $192 per person are available. Travel duration is 27h 10m
-
Greyhound US27h 10m05:50 AMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 12/23/2025 5:50:00 AM to Canal & Van Buren, Chicago (USA) arriving at 12/24/2025 8:00:00 AM. 50 Economy ticket for $198 per person are available. Travel duration is 27h 10m
Fastest Flights Tuesday
Fastest Buses Tuesday
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 12/24/2025 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/25/2025 6:10:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 20h 25m
-
FlixBus20h 40m010:00 AMNew YorkChinatown5:40 AMChicago95th Red Line Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/24/2025 10:00:00 AM to 95th Red Line Station, Chicago (USA) arriving at 12/25/2025 5:40:00 AM. 50 Economy ticket for $160 per person are available. Travel duration is 20h 40m
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 12/24/2025 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 12/25/2025 6:10:00 AM. 50 Economy ticket for $144 per person are available. Travel duration is 21h 10m
-
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 12/24/2025 8:00:00 PM to 95th Red Line Station, Chicago (USA) arriving at 12/25/2025 11:00:00 PM. 50 Economy ticket for $167 per person are available. Travel duration is 28h 0m
Fastest Buses Wednesday
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 12 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 $128 with a Flight from Frontier 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 23m.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 FlixBus, Greyhound US and Frontier 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 FlixBus, Greyhound US and Frontier 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, JetBlue Airways 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 12 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 $128 by taking a Flight from Frontier 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 23m 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
- 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
- Pittsburgh to New York
- Raleigh, NC to New York
- San Antonio, TX to New York
- Tampa to New York
- Toronto, ON to New York
- Washington, DC to New York
- Trips to Chicago
- Aguascalientes to Chicago
- Atlanta, GA to Chicago
- Buffalo, NY 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
- Nuevo Laredo 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

