What is the best way to travel from New York to Chicago?
Looking for a trip? Compare all the available Flights and Buses 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 $27 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.
-
Spirit Airlines13h 54m08:45 PMLaGuardia AirportLaGuardia Airport9:39 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/21/2026 8:45:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/22/2026 9:39:00 AM. 50 Economy ticket for $81 per person are available. Travel duration is 13h 54m
-
Frontier Airlines24h 38m05:30 PMLaGuardia AirportLaGuardia Airport5:08 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/21/2026 5:30:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/22/2026 5:08:00 PM. 50 Economy ticket for $171 per person are available. Travel duration is 24h 38m
-
Spirit Airlines18h 11m08:45 PMLaGuardia AirportLaGuardia Airport1:56 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/21/2026 8:45:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/22/2026 1:56:00 PM. 50 Economy ticket for $238 per person are available. Travel duration is 18h 11m
-
Skyscanner2h 44m08:05 AMLaGuardia AirportLaGuardia Airport9:49 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/21/2026 8:05:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/21/2026 9:49:00 AM. 50 Economy ticket for $252 per person are available. Travel duration is 2h 44m
-
United Airlines2h 45m06:10 AMLaGuardia AirportLaGuardia Airport7:55 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/21/2026 6:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/21/2026 7:55:00 AM. 50 Economy ticket for $252 per person are available. Travel duration is 2h 45m
-
Frontier Airlines16h 34m05:59 AMNewark AirportNewark Airport9:33 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 2/21/2026 5:59:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/21/2026 9:33:00 PM. 50 Economy ticket for $282 per person are available. Travel duration is 16h 34m
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 2/21/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/22/2026 6:10:00 AM. 50 Economy ticket for $131 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 2/21/2026 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/22/2026 6:10:00 AM. 50 Economy ticket for $131 per person are available. Travel duration is 20h 25m
-
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 2/21/2026 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/22/2026 8:05:00 PM. 50 Economy ticket for $213 per person are available. Travel duration is 22h 15m
-
Greyhound US37h 0m08:00 PMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 2/21/2026 8:00:00 PM to Canal & Van Buren, Chicago (USA) arriving at 2/23/2026 8:00:00 AM. 50 Economy ticket for $214 per person are available. Travel duration is 37h 0m
Cheapest Flights Saturday
Cheapest Buses Saturday
-
Spirit Airlines13h 54m08:45 PMLaGuardia AirportLaGuardia Airport9:39 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/22/2026 8:45:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/23/2026 9:39:00 AM. 50 Economy ticket for $108 per person are available. Travel duration is 13h 54m
-
Allegiant Air13h 54m08:45 PMLaGuardia AirportLaGuardia Airport9:39 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Allegiant Air goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/22/2026 8:45:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/23/2026 9:39:00 AM. 50 Economy ticket for $109 per person are available. Travel duration is 13h 54m
-
Frontier Airlines3h 0m011:03 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 71:03 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 2/22/2026 11:03:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/22/2026 1:03:00 PM. 50 Economy ticket for $114 per person are available. Travel duration is 3h 0m
-
JetBlue Airways3h 1m09:25 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 711:26 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 2/22/2026 9:25:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/22/2026 11:26:00 PM. 50 Economy ticket for $247 per person are available. Travel duration is 3h 1m
-
Skyscanner2h 44m07:13 AMLaGuardia AirportLaGuardia Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/22/2026 7:13:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/22/2026 8:57:00 AM. 50 Economy ticket for $252 per person are available. Travel duration is 2h 44m
-
United Airlines2h 45m06:10 AMLaGuardia AirportLaGuardia Airport7:55 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/22/2026 6:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/22/2026 7:55:00 AM. 50 Economy ticket for $252 per person are available. Travel duration is 2h 45m
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 2/22/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/23/2026 6:10:00 AM. 50 Economy ticket for $135 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 2/22/2026 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/23/2026 6:10:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 20h 25m
-
Greyhound US23h 40m03:30 PMNew YorkPort Authority Bus Terminal2:10 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 2/22/2026 3:30:00 PM to Canal & Van Buren, Chicago (USA) arriving at 2/23/2026 2:10:00 PM. 50 Economy ticket for $153 per person are available. Travel duration is 23h 40m
-
Greyhound US25h 35m01:35 PMNew YorkG. Washington Bridge Bus Station2:10 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 2/22/2026 1:35:00 PM to Canal & Van Buren, Chicago (USA) arriving at 2/23/2026 2:10:00 PM. 50 Economy ticket for $154 per person are available. Travel duration is 25h 35m
Cheapest Flights Sunday
Cheapest Buses Sunday
-
Greyhound US23h 40m03:30 PMNew YorkPort Authority Bus Terminal2:10 PMChicagoUnion Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 2/23/2026 3:30:00 PM to Union Station, Chicago (USA) arriving at 2/24/2026 2:10:00 PM. 50 Economy ticket for $135 per person are available. Travel duration is 23h 40m
-
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 2/23/2026 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/24/2026 8:05:00 PM. 50 Economy ticket for $135 per person are available. Travel duration is 22h 15m
-
FlixBus35h 45m09:15 PMNew YorkChinatown8:00 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 2/23/2026 9:15:00 PM to Union Station, Chicago (USA) arriving at 2/25/2026 8:00:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 35h 45m
-
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 2/23/2026 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/24/2026 8:05:00 PM. 50 Economy ticket for $136 per person are available. Travel duration is 25h 5m
-
FlixBus25h 20m07:45 PMNew YorkChinatown8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 2/23/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/24/2026 8:05:00 PM. 50 Economy ticket for $136 per person are available. Travel duration is 25h 20m
Cheapest Buses Monday
-
FlixBus25h 20m07:45 PMNew YorkChinatown8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 2/24/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/25/2026 8:05:00 PM. 50 Economy ticket for $185 per person are available. Travel duration is 25h 20m
-
FlixBus26h 5m07:00 PMNew York11 Av/W 34 St Bus Stop8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 2/24/2026 7:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/25/2026 8:05:00 PM. 50 Economy ticket for $185 per person are available. Travel duration is 26h 5m
-
Greyhound US25h 35m01:35 PMNew YorkG. Washington Bridge Bus Station2:10 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 2/24/2026 1:35:00 PM to Canal & Van Buren, Chicago (USA) arriving at 2/25/2026 2:10:00 PM. 50 Economy ticket for $186 per person are available. Travel duration is 25h 35m
-
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 2/24/2026 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/25/2026 8:05:00 PM. 50 Economy ticket for $186 per person are available. Travel duration is 25h 5m
-
Greyhound US23h 40m03:30 PMNew YorkPort Authority Bus Terminal2:10 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 2/24/2026 3:30:00 PM to Canal & Van Buren, Chicago (USA) arriving at 2/25/2026 2:10:00 PM. 50 Economy ticket for $187 per person are available. Travel duration is 23h 40m
Cheapest Buses Tuesday
-
Spirit Airlines2h 42m07:40 AMLaGuardia AirportLaGuardia Airport9:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/25/2026 7:40:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/25/2026 9:22:00 AM. 50 Economy ticket for $59 per person are available. Travel duration is 2h 42m
-
Spirit Airlines2h 35m011:05 PMNewark AirportNewark Airport12:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 2/25/2026 11:05:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/26/2026 12:40:00 AM. 50 Economy ticket for $59 per person are available. Travel duration is 2h 35m
-
Frontier Airlines14h 2m06:05 AMJohn F. Kennedy AirportJohn F. Kennedy Airport7:07 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 2/25/2026 6:05:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/25/2026 7:07:00 PM. 50 Economy ticket for $93 per person are available. Travel duration is 14h 2m
-
Frontier Airlines7h 7m01:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport7:07 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 2/25/2026 1:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/25/2026 7:07:00 PM. 50 Economy ticket for $93 per person are available. Travel duration is 7h 7m
-
Frontier Airlines13h 47m06:20 AMLaGuardia AirportLaGuardia Airport7:07 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/25/2026 6:20:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/25/2026 7:07:00 PM. 50 Economy ticket for $93 per person are available. Travel duration is 13h 47m
-
Spirit Airlines14h 52m05:15 AMNewark AirportNewark Airport7:07 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 2/25/2026 5:15:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/25/2026 7:07:00 PM. 50 Economy ticket for $108 per person are available. Travel duration is 14h 52m
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 2/25/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/26/2026 6:10:00 AM. 50 Economy ticket for $106 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 2/25/2026 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/26/2026 6:10:00 AM. 50 Economy ticket for $106 per person are available. Travel duration is 20h 25m
-
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 2/25/2026 9:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/26/2026 6:10:00 AM. 50 Economy ticket for $189 per person are available. Travel duration is 21h 15m
-
Greyhound US25h 35m01:35 PMNew YorkG. Washington Bridge Bus Station2:10 PMChicagoUnion Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 2/25/2026 1:35:00 PM to Union Station, Chicago (USA) arriving at 2/26/2026 2:10:00 PM. 50 Economy ticket for $190 per person are available. Travel duration is 25h 35m
Cheapest Flights Wednesday
Cheapest Buses Wednesday
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 2/26/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/27/2026 6:10:00 AM. 50 Economy ticket for $105 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 2/26/2026 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/27/2026 6:10:00 AM. 50 Economy ticket for $105 per person are available. Travel duration is 20h 25m
-
Greyhound US25h 20m05:50 AMNew YorkG. Washington Bridge Bus Station6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 2/26/2026 5:50:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/27/2026 6:10:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 25h 20m
-
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 2/26/2026 5:50:00 AM to Canal & Van Buren, Chicago (USA) arriving at 2/27/2026 8:00:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 27h 10m
Cheapest Buses Thursday
-
Spirit Airlines2h 35m011:05 PMNewark AirportNewark Airport12:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 2/27/2026 11:05:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/28/2026 12:40:00 AM. 50 Economy ticket for $27 per person are available. Travel duration is 2h 35m
-
Frontier Airlines3h 0m011:03 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 71:03 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 2/27/2026 11:03:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/27/2026 1:03:00 PM. 50 Economy ticket for $28 per person are available. Travel duration is 3h 0m
-
Frontier Airlines17h 37m06:00 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:37 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 2/27/2026 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/27/2026 10:37:00 PM. 50 Economy ticket for $64 per person are available. Travel duration is 17h 37m
-
Frontier Airlines17h 37m06:00 AMLaGuardia AirportLaGuardia Airport10:37 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/27/2026 6:00:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/27/2026 10:37:00 PM. 50 Economy ticket for $64 per person are available. Travel duration is 17h 37m
-
Spirit Airlines24h 14m04:05 PMNewark AirportNewark Airport3:19 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 2/27/2026 4:05:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/28/2026 3:19:00 PM. 50 Economy ticket for $66 per person are available. Travel duration is 24h 14m
-
Spirit Airlines19h 20m08:59 PMLaGuardia AirportLaGuardia Airport3:19 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/27/2026 8:59:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/28/2026 3:19:00 PM. 50 Economy ticket for $68 per person are available. Travel duration is 19h 20m
-
FlixBus21h 10m010:00 AMNew YorkChinatown6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 2/27/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/28/2026 6:10:00 AM. 50 Economy ticket for $131 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 2/27/2026 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/28/2026 6:10:00 AM. 50 Economy ticket for $131 per person are available. Travel duration is 20h 25m
-
Greyhound US25h 35m01:35 PMNew YorkG. Washington Bridge Bus Station2:10 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 2/27/2026 1:35:00 PM to Canal & Van Buren, Chicago (USA) arriving at 2/28/2026 2:10:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 25h 35m
-
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 2/27/2026 1:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/28/2026 10:00:00 AM. 50 Economy ticket for $148 per person are available. Travel duration is 21h 25m
Cheapest Flights Friday
Cheapest Buses Friday
What are the fastest trips from New York to Chicago?
You can get to Chicago from New York in just 2h 35m 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.
-
Skyscanner2h 44m08:05 AMLaGuardia AirportLaGuardia Airport9:49 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/21/2026 8:05:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/21/2026 9:49:00 AM. 50 Economy ticket for $252 per person are available. Travel duration is 2h 44m
-
United Airlines2h 45m06:10 AMLaGuardia AirportLaGuardia Airport7:55 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/21/2026 6:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/21/2026 7:55:00 AM. 50 Economy ticket for $252 per person are available. Travel duration is 2h 45m
-
American Airlines6h 4m08:15 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 71:19 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from American Airlines goes from John F. Kennedy Airport - Terminal 7, John F. Kennedy Airport (USA) at 2/21/2026 8:15:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/21/2026 1:19:00 PM. 50 Economy ticket for $302 per person are available. Travel duration is 6h 4m
-
Spirit Airlines13h 54m08:45 PMLaGuardia AirportLaGuardia Airport9:39 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/21/2026 8:45:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/22/2026 9:39:00 AM. 50 Economy ticket for $81 per person are available. Travel duration is 13h 54m
-
Frontier Airlines16h 34m05:59 AMNewark AirportNewark Airport9:33 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 2/21/2026 5:59:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/21/2026 9:33:00 PM. 50 Economy ticket for $282 per person are available. Travel duration is 16h 34m
-
Frontier Airlines16h 56m010:00 PMLaGuardia AirportLaGuardia Airport1:56 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/21/2026 10:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/22/2026 1:56:00 PM. 50 Economy ticket for $311 per person are available. Travel duration is 16h 56m
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 2/21/2026 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/22/2026 6:10:00 AM. 50 Economy ticket for $131 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 2/21/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/22/2026 6:10:00 AM. 50 Economy ticket for $131 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 2/21/2026 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/22/2026 8:05:00 PM. 50 Economy ticket for $213 per person are available. Travel duration is 22h 15m
-
Greyhound US37h 0m08:00 PMNew YorkG. Washington Bridge Bus Station8:00 AMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 2/21/2026 8:00:00 PM to Canal & Van Buren, Chicago (USA) arriving at 2/23/2026 8:00:00 AM. 50 Economy ticket for $214 per person are available. Travel duration is 37h 0m
Fastest Flights Saturday
Fastest Buses Saturday
-
Skyscanner2h 44m07:13 AMLaGuardia AirportLaGuardia Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/22/2026 7:13:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/22/2026 8:57:00 AM. 50 Economy ticket for $252 per person are available. Travel duration is 2h 44m
-
United Airlines2h 45m06:10 AMLaGuardia AirportLaGuardia Airport7:55 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/22/2026 6:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/22/2026 7:55:00 AM. 50 Economy ticket for $252 per person are available. Travel duration is 2h 45m
-
Frontier Airlines3h 0m011:03 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 71:03 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 2/22/2026 11:03:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/22/2026 1:03:00 PM. 50 Economy ticket for $114 per person are available. Travel duration is 3h 0m
-
JetBlue Airways3h 1m09:25 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 711:26 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 2/22/2026 9:25:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/22/2026 11:26:00 PM. 50 Economy ticket for $247 per person are available. Travel duration is 3h 1m
-
CargoLogicAir4h 40m011:40 AMNewark AirportNewark Airport3:20 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from CargoLogicAir goes from Newark Airport, Newark Airport (USA) at 2/22/2026 11:40:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/22/2026 3:20:00 PM. 50 Economy ticket for $688 per person are available. Travel duration is 4h 40m
-
Porter Airlines7h 25m08:55 AMNewark AirportNewark Airport3:20 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Porter Airlines goes from Newark Airport, Newark Airport (USA) at 2/22/2026 8:55:00 AM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/22/2026 3:20:00 PM. 50 Economy ticket for $720 per person are available. Travel duration is 7h 25m
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 2/22/2026 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/23/2026 6:10:00 AM. 50 Economy ticket for $135 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 2/22/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/23/2026 6:10:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 21h 10m
-
Greyhound US23h 40m03:30 PMNew YorkPort Authority Bus Terminal2:10 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 2/22/2026 3:30:00 PM to Canal & Van Buren, Chicago (USA) arriving at 2/23/2026 2:10:00 PM. 50 Economy ticket for $153 per person are available. Travel duration is 23h 40m
-
Greyhound US25h 35m01:35 PMNew YorkG. Washington Bridge Bus Station2:10 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 2/22/2026 1:35:00 PM to Canal & Van Buren, Chicago (USA) arriving at 2/23/2026 2:10:00 PM. 50 Economy ticket for $154 per person are available. Travel duration is 25h 35m
Fastest Flights Sunday
Fastest Buses Sunday
-
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 2/23/2026 10:50:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/24/2026 8:05:00 PM. 50 Economy ticket for $135 per person are available. Travel duration is 22h 15m
-
Greyhound US23h 40m03:30 PMNew YorkPort Authority Bus Terminal2:10 PMChicagoUnion Station0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 2/23/2026 3:30:00 PM to Union Station, Chicago (USA) arriving at 2/24/2026 2:10:00 PM. 50 Economy ticket for $135 per person are available. Travel duration is 23h 40m
-
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 2/23/2026 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/24/2026 8:05:00 PM. 50 Economy ticket for $136 per person are available. Travel duration is 25h 5m
-
FlixBus25h 20m07:45 PMNew YorkChinatown8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 2/23/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/24/2026 8:05:00 PM. 50 Economy ticket for $136 per person are available. Travel duration is 25h 20m
-
FlixBus35h 45m09:15 PMNew YorkChinatown8:00 AMChicagoUnion Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 2/23/2026 9:15:00 PM to Union Station, Chicago (USA) arriving at 2/25/2026 8:00:00 AM. 50 Economy ticket for $135 per person are available. Travel duration is 35h 45m
Fastest Buses Monday
-
Greyhound US23h 40m03:30 PMNew YorkPort Authority Bus Terminal2:10 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from Port Authority Bus Terminal, New York (USA) at 2/24/2026 3:30:00 PM to Canal & Van Buren, Chicago (USA) arriving at 2/25/2026 2:10:00 PM. 50 Economy ticket for $187 per person are available. Travel duration is 23h 40m
-
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 2/24/2026 8:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/25/2026 8:05:00 PM. 50 Economy ticket for $186 per person are available. Travel duration is 25h 5m
-
FlixBus25h 20m07:45 PMNew YorkChinatown8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from Chinatown, New York (USA) at 2/24/2026 7:45:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/25/2026 8:05:00 PM. 50 Economy ticket for $185 per person are available. Travel duration is 25h 20m
-
Greyhound US25h 35m01:35 PMNew YorkG. Washington Bridge Bus Station2:10 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 2/24/2026 1:35:00 PM to Canal & Van Buren, Chicago (USA) arriving at 2/25/2026 2:10:00 PM. 50 Economy ticket for $186 per person are available. Travel duration is 25h 35m
-
FlixBus26h 5m07:00 PMNew York11 Av/W 34 St Bus Stop8:05 PMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 11 Av/W 34 St Bus Stop, New York (USA) at 2/24/2026 7:00:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/25/2026 8:05:00 PM. 50 Economy ticket for $185 per person are available. Travel duration is 26h 5m
Fastest Buses Tuesday
-
Spirit Airlines2h 35m011:05 PMNewark AirportNewark Airport12:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 2/25/2026 11:05:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/26/2026 12:40:00 AM. 50 Economy ticket for $59 per person are available. Travel duration is 2h 35m
-
Spirit Airlines2h 42m07:40 AMLaGuardia AirportLaGuardia Airport9:22 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/25/2026 7:40:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/25/2026 9:22:00 AM. 50 Economy ticket for $59 per person are available. Travel duration is 2h 42m
-
United Airlines2h 44m07:13 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 2/25/2026 7:13:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/25/2026 8:57:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 2h 44m
-
United Airlines2h 45m06:10 AMLaGuardia AirportLaGuardia Airport7:55 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/25/2026 6:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/25/2026 7:55:00 AM. 50 Economy ticket for $147 per person are available. Travel duration is 2h 45m
-
Frontier Airlines7h 7m01:00 PMJohn F. Kennedy AirportJohn F. Kennedy Airport7:07 PMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Frontier Airlines goes from John F. Kennedy Airport, John F. Kennedy Airport (USA) at 2/25/2026 1:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/25/2026 7:07:00 PM. 50 Economy ticket for $93 per person are available. Travel duration is 7h 7m
-
Frontier Airlines11h 53m05:59 AMNewark AirportNewark Airport4:52 PMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Frontier Airlines goes from Newark Airport, Newark Airport (USA) at 2/25/2026 5:59:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/25/2026 4:52:00 PM. 50 Economy ticket for $120 per person are available. Travel duration is 11h 53m
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 2/25/2026 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/26/2026 6:10:00 AM. 50 Economy ticket for $106 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 2/25/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/26/2026 6:10:00 AM. 50 Economy ticket for $106 per person are available. Travel duration is 21h 10m
-
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 2/25/2026 9:55:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/26/2026 6:10:00 AM. 50 Economy ticket for $189 per person are available. Travel duration is 21h 15m
-
Greyhound US25h 35m01:35 PMNew YorkG. Washington Bridge Bus Station2:10 PMChicagoUnion Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 2/25/2026 1:35:00 PM to Union Station, Chicago (USA) arriving at 2/26/2026 2:10:00 PM. 50 Economy ticket for $190 per person are available. Travel duration is 25h 35m
Fastest Flights Wednesday
Fastest Buses Wednesday
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 2/26/2026 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/27/2026 6:10:00 AM. 50 Economy ticket for $105 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 2/26/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/27/2026 6:10:00 AM. 50 Economy ticket for $105 per person are available. Travel duration is 21h 10m
-
Greyhound US25h 20m05:50 AMNew YorkG. Washington Bridge Bus Station6:10 AMChicagoDowntown Bus Station0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 2/26/2026 5:50:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/27/2026 6:10:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 25h 20m
-
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 2/26/2026 5:50:00 AM to Canal & Van Buren, Chicago (USA) arriving at 2/27/2026 8:00:00 AM. 50 Economy ticket for $133 per person are available. Travel duration is 27h 10m
Fastest Buses Thursday
-
Spirit Airlines2h 35m011:05 PMNewark AirportNewark Airport12:40 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Spirit Airlines goes from Newark Airport, Newark Airport (USA) at 2/27/2026 11:05:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/28/2026 12:40:00 AM. 50 Economy ticket for $27 per person are available. Travel duration is 2h 35m
-
Skyscanner2h 44m07:13 AMLaGuardia AirportLaGuardia Airport8:57 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from Skyscanner goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/27/2026 7:13:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/27/2026 8:57:00 AM. 50 Economy ticket for $68 per person are available. Travel duration is 2h 44m
-
United Airlines2h 45m06:10 AMLaGuardia AirportLaGuardia Airport7:55 AMChicago O'Hare AirportChicago O'Hare Airport - Bus/Shuttle Center0EconomyA Flight from United Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/27/2026 6:10:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/27/2026 7:55:00 AM. 50 Economy ticket for $68 per person are available. Travel duration is 2h 45m
-
Frontier Airlines3h 0m011:03 AMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 71:03 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 2/27/2026 11:03:00 AM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/27/2026 1:03:00 PM. 50 Economy ticket for $28 per person are available. Travel duration is 3h 0m
-
JetBlue Airways3h 0m08:59 PMJohn F. Kennedy AirportJohn F. Kennedy Airport - Terminal 710:59 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 2/27/2026 8:59:00 PM to Chicago O'Hare Airport - Bus/Shuttle Center, Chicago O'Hare Airport (USA) arriving at 2/27/2026 10:59:00 PM. 50 Economy ticket for $78 per person are available. Travel duration is 3h 0m
-
Porter Airlines15h 55m09:00 PMLaGuardia AirportLaGuardia Airport11:55 AMChicago Midway AirportChicago Midway Airport0EconomyA Flight from Porter Airlines goes from LaGuardia Airport, LaGuardia Airport (USA) at 2/27/2026 9:00:00 PM to Chicago Midway Airport, Chicago Midway Airport (USA) arriving at 2/28/2026 11:55:00 AM. 50 Economy ticket for $443 per person are available. Travel duration is 15h 55m
-
FlixBus20h 25m010:45 AMNew York31st & 8th Ave6:10 AMChicagoDowntown Bus Station0EconomyA Bus from FlixBus goes from 31st & 8th Ave, New York (USA) at 2/27/2026 10:45:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/28/2026 6:10:00 AM. 50 Economy ticket for $131 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 2/27/2026 10:00:00 AM to Downtown Bus Station, Chicago (USA) arriving at 2/28/2026 6:10:00 AM. 50 Economy ticket for $131 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 2/27/2026 1:35:00 PM to Downtown Bus Station, Chicago (USA) arriving at 2/28/2026 10:00:00 AM. 50 Economy ticket for $148 per person are available. Travel duration is 21h 25m
-
Greyhound US25h 35m01:35 PMNew YorkG. Washington Bridge Bus Station2:10 PMChicagoCanal & Van Buren0EconomyA Bus from Greyhound US goes from G. Washington Bridge Bus Station, New York (USA) at 2/27/2026 1:35:00 PM to Canal & Van Buren, Chicago (USA) arriving at 2/28/2026 2:10:00 PM. 50 Economy ticket for $148 per person are available. Travel duration is 25h 35m
Fastest Flights Friday
Fastest Buses Friday
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 10 connections between 2 Flight and Bus 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 $27 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 35m.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 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 Morristown 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 Spirit Airlines. Be sure to check their seat class offers and the amenities that they provide.
Bus companies: FlixBus and Greyhound US
Airlines: Spirit Airlines, Frontier Airlines, United Airlines and 6 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 10 connections between Flight and Bus, 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 $27 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 35m 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
- Chattanooga, TN to New York
- Chicago to New York
- Columbus, OH to New York
- Fairfax, VA to New York
- Fayetteville, NC to New York
- Fort Lauderdale, FL to New York
- Greensboro, NC to New York
- Jacksonville, FL to New York
- Manassas, VA to New York
- Mississauga, ON to New York
- Montreal to New York
- Norfolk, VA to New York
- North Charleston, SC to New York
- Orlando, FL to New York
- Pittsburgh to New York
- Raleigh, NC 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
- Bloomington, IN to Chicago
- Buffalo, NY to Chicago
- Cincinnati to Chicago
- Dallas to Chicago
- Durango, DG to Chicago
- El Paso, TX to Chicago
- Houston to Chicago
- Los Angeles to Chicago
- Louisville, KY to Chicago
- Memphis to Chicago
- Mississauga, ON to Chicago
- Nashville to Chicago
- Pearson Toronto Airport to Chicago
- Philadelphia to Chicago
- Phoenix, AZ to Chicago
- San Antonio, TX to Chicago
- St. Louis, MO to Chicago
- Toronto, ON to Chicago
- Tulsa to Chicago
