There are 11 ways to get from New York, NY to Chicago by subway, bus, plane, train (Amtrak), bus (Flixbus), car, train, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Line 4 subway, bus to Laguardia Airport, fly to Chicago Midway International Airport
best- Take the subway from Brooklyn Bridge-City Hall to 125th Streetsubway
- Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
5h 16m$208–666Train to Westchester County Airport, fly to Chicago O'Hare International Airport
cheapest- Take the train from Grand Central Terminal to White Plainstrain
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
7h 33m$127–676Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
20h 52m$503–853Bus (Flixbus)
- Take the bus from New York City Chinatown to Chicago Bus Stationbus FlixBus N2640
21h 10m$160–240Drive 788.8 mi
- Drive from New York, NY to Chicagocar 788.8 mi
13h 10m$135–195Line 4 subway, bus to Laguardia Airport, fly to Chicago O'Hare International Airport
- Take the subway from Brooklyn Bridge-City Hall to 125th Streetsubway
- Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
5h 33m$128–476Fly Newark Liberty International Airport to Chicago O'Hare International Airport
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
5h 32m$137–637Fly John F. Kennedy International Airport to Chicago O'Hare International Airport
- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane JFK - ORD
5h 47m$364–867Train to Philadelphia International Airport, fly to Chicago Midway International Airport
- Take the train from Ny Moynihan Train Hall At Penn Station to 30th Street Stationtrain
- Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane PHL - MDW
6h 28m$177–982Fly Laguardia Airport to General Mitchell International Airport, train
- Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)plane LGA - MKE
- Take the train from Milwaukee to Chicago Union Stationtrain
7h 49m$193–850Bus via Baltimore (Greyhound)
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus Greyhound US0670 / ...
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus Greyhound US0164
24h 40m$173–268
New York, NY to Chicago by foot, subway, and train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from New York, NY to Chicago is to drive which costs $130 - $200 and takes 13h 10m.
The fastest way to get from New York, NY to Chicago is to line 4 subway and bus and fly which takes 5h 16m and costs $200 - $700.
Yes, there is a direct bus departing from New York City Chinatown and arriving at Chicago Bus Station station. Services depart six times a week, and operate Monday, Wednesday, Thursday, Friday, Saturday and Sunday. The journey takes approximately 21h 10m.
No, there is no direct train from New York, NY to Chicago station. However, there are services departing from Grand St and arriving at Chicago Union Station via Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 20h 52m.
The distance between New York, NY and Chicago is 753 miles. The road distance is 793.4 miles.
The best way to get from New York, NY to Chicago without a car is to train which takes 20h 52m and costs $500 - $900.
It takes approximately 5h 16m to get from New York, NY to Chicago, including transfers.
New York, NY to Chicago bus services, operated by Flixbus USA, depart from New York City Chinatown station.
New York, NY to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from New York, NY to Chicago is to train which takes 20h 52m and costs $500 - $900. Alternatively, you can bus, which costs $160 - $240 and takes 21h 10m, you could also fly, which costs $130 - $650 and takes 5h 32m.
What companies run services between New York, NY, USA and Chicago, IL, USA?
Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $500–850 and the journey takes 19h 32m. Alternatively, Flixbus USA operates a bus from New York City Chinatown to Chicago Bus Station 6 times a week. Tickets cost $160–240 and the journey takes 21h 10m.
- Website
- aa.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $70–400
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $60–320
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 59m
- When
- Every day
- Estimated price
- $45–260
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 5h 19m
- When
- Every day
- Estimated price
- $45–260
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 6h 31m
- When
- Every day
- Estimated price
- $45–260
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 53m
- When
- Every day
- Estimated price
- $110–650
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 37m
- When
- Every day
- Estimated price
- $120–700
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 34m
- When
- Every day
- Estimated price
- $150–750
Flights from Laguardia Airport to General Mitchell International Airport via Reagan Washington
- Ave. Duration
- 4h 52m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–800
Flights from Laguardia Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h
- When
- Every day
- Estimated price
- $140–800
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 49m
- When
- Every day
- Estimated price
- $70–400
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $60–320
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 22m
- When
- Every day
- Estimated price
- $60–330
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 4h 32m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–330
Flights from Laguardia Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 1m
- When
- Every day
- Estimated price
- $140–800
- Website
- delta.com
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $100–600
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $70–400
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 28m
- When
- Every day
- Estimated price
- $60–320
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 58m
- When
- Every day
- Estimated price
- $45–260
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $45–260
Flights from Philadelphia International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $130–750
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $110–650
Flights from Laguardia Airport to General Mitchell International Airport
- Ave. Duration
- 2h 41m
- When
- Every day
- Estimated price
- $140–750
Flights from Laguardia Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $140–750
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 39m
- When
- Every day
- Estimated price
- $100–600
Flights from Philadelphia International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 14m
- When
- Every day
- Estimated price
- $130–750
Flights from Philadelphia International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 3h 50m
- When
- Monday to Friday
- Estimated price
- $130–750
Flights from Laguardia Airport to General Mitchell International Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 40m
- When
- Saturday
- Estimated price
- $140–800
- Phone
- 877-690-5116
- Website
- MTA Homepage
Subway from Brooklyn Bridge-City Hall to 125th Street
- Ave. Duration
- 20 min
- Frequency
- Every 5 minutes
- Estimated price
- $3
- Schedules at
- MTA Schedules
- Website
- MTA Homepage
- Website
- MTA: World Cup 2026
- Adult
- $3
Subway from Brooklyn Bridge-City Hall to 125th Street
- Ave. Duration
- 20 min
- Frequency
- Every 5 minutes
- Estimated price
- $3
- Schedules at
- MTA Schedules
- Website
- MTA Homepage
- Website
- MTA: World Cup 2026
- Adult
- $3
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station
- Ave. Duration
- 19h 32m
- Frequency
- Once daily
- Estimated price
- $500–850
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to 30th Street Station
- Ave. Duration
- 1h 21m
- Frequency
- Every 30 minutes
- Estimated price
- $45–80
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to 30th Street Station
- Ave. Duration
- 1h 9m
- Frequency
- Hourly
- Estimated price
- $20–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $20–460
- First Class
- $130–600
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from Grand Central Terminal to White Plains
- Ave. Duration
- 52 min
- Frequency
- Every 20 minutes
- Estimated price
- $9–15
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $9–11
- Peak
- $13–15
- Phone
- 877-690-5116
- Website
- MTA
Bus from E 125 St/Lexington Av to Laguardia Rd/94 St
- Ave. Duration
- 24 min
- Frequency
- Every 10 minutes
- Estimated price
- $3–8
- Website
- MTA
- Schedules at
- MTA scheduled
- Website
- MTA: World Cup 2026
- Standard Fare
- $3–8
Bus from E 125 St/Lexington Av to Laguardia Rd/94 St
- Ave. Duration
- 24 min
- Frequency
- Every 10 minutes
- Estimated price
- $3–8
- Website
- MTA
- Schedules at
- MTA scheduled
- Website
- MTA: World Cup 2026
- Standard Fare
- $3–8
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from New York City Chinatown to Chicago Bus Station
- Ave. Duration
- 21h 10m
- Frequency
- 6 times a week
- Estimated price
- $160–240
- Schedules at
- Flixbus USA
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 40m
- Frequency
- Every 3 hours
- Estimated price
- $40–65
- Website
- Greyhound
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $130–200
- Website
- Greyhound
Want to know more about travelling around United States
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Booking & Getting There
New York, NY to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind New York, NY. It is currently 7:19 PM in New York, NY and 6:19 PM in Chicago.
New York, NY to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between New York, NY to Chicago is 793 miles. It takes approximately 13h 10m to drive from New York, NY to Chicago.
Book your New York, NY to Chicago bus tickets online with Omio and FlixBus.
There are 1309+ hotels available in Chicago.



















