There are 10 ways to get from Harlem to Chicago by 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.
Fly Laguardia Airport to Chicago O'Hare International Airport
best- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)LGA - ORD
4h 48m$60–272Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union StationLake Shore Limited / ...
20h 47m$123–553Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus StationFlixBus N2640
22h 24m$98–237Drive 794.1 mi
- Drive from Harlem to Chicago794.1 mi
13h 2m$145–210Fly Laguardia Airport to Chicago Midway International Airport
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)LGA - MDW
4h 38m$85–432Fly Newark Liberty International Airport to Chicago O'Hare International Airport
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)EWR - ORD
5h 20m$85–316Fly 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)JFK - ORD
5h 25m$818–1,027Fly Newark Liberty International Airport to Chicago Midway International Airport
- Fly from Newark Liberty International Airport (EWR) to Chicago Midway International Airport (MDW)EWR - MDW
5h 9m$90–396Train to Westchester County Airport, fly to Chicago O'Hare International Airport
- Take the train from 125th Street - Harlem to White Plains
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)HPN - ORD
6h 49m$79–382Bus via Baltimore
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus StationGreyhound US0670 / ...
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus StationGreyhound US0164
23h 45m$113–328
Harlem to Chicago by subway and train (Amtrak)
Questions & Answers
The cheapest way to get from Harlem to Chicago is to fly which costs $60 - $280 and takes 4h 48m.
The fastest way to get from Harlem to Chicago is to fly which takes 4h 38m and costs $85 - $440.
No, there is no direct bus from Harlem to Chicago station. However, there are services departing from Malcolm X Blvd/W 125 St and arriving at Chicago Bus Station via New York Midtown. The journey, including transfers, takes approximately 22h 24m.
No, there is no direct train from Harlem to Chicago station. However, there are services departing from 125 St and arriving at Chicago Union Station via Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 20h 47m.
The distance between Harlem and Chicago is 761 miles. The road distance is 798.7 miles.
The best way to get from Harlem to Chicago without a car is to train which takes 20h 47m and costs $120 - $600.
It takes approximately 4h 48m to get from Harlem to Chicago, including transfers.
Harlem to Chicago bus services, operated by Flixbus USA, depart from New York Midtown station.
Harlem to Chicago train services, operated by Amtrak, depart from Ny Moynihan Train Hall At Penn Station.
The best way to get from Harlem to Chicago is to fly which takes 4h 48m and costs $60 - $280. Alternatively, you can train, which costs $120 - $600 and takes 20h 47m, you could also bus, which costs $95 - $240 and takes 22h 24m.
What companies run services between Harlem, NY, USA and Chicago, IL, USA?
Spirit Airlines, American Airlines, and two other airlines fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $120–550 and the journey takes 19h 32m.
- Website
- aa.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $60–320
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $50–270
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $55–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 5h 20m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $55–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 6h 1m
- When
- Every day
- Estimated price
- $55–290
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $65–360
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $75–380
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 28m
- When
- Every day
- Estimated price
- $90–430
- Website
- united.com
Flights from Laguardia 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
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $50–270
- Website
- delta.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $60–320
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 31m
- When
- Every day
- Estimated price
- $80–420
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 56m
- When
- Every day
- Estimated price
- $55–290
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 11m
- When
- Every day
- Estimated price
- $55–290
Flights from Newark Liberty International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 6m
- When
- Every day
- Estimated price
- $65–360
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 53m
- When
- Every day
- Estimated price
- $65–360
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 29m
- When
- Every day
- Estimated price
- $80–420
- Website
- spirit.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $55–260
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $60–270
- Website
- flyfrontier.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Monday, Wednesday, Friday, and Saturday
- Estimated price
- $55–290
Flights from Newark Liberty International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 31m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $65–360
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 4m
- When
- Every day
- Estimated price
- $55–290
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station
- Ave. Duration
- 19h 32m
- Frequency
- Once daily
- Estimated price
- $120–550
- Website
- https://www.amtrak.com/home.html
- Phone
- 877.690.5114
- Website
- mta.info
Train from 125th Street - Harlem to White Plains
- Ave. Duration
- 42 min
- Frequency
- Every 20 minutes
- Estimated price
- $8–14
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $8–10
- Peak
- $12–14
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Once daily
- Estimated price
- $95–230
- Schedules at
- flixbus.com
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 15m
- Frequency
- Every 3 hours
- Estimated price
- $30–85
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $80–240
- Website
- https://www.greyhound.com/
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 45m
- Frequency
- Every 2 hours
- Estimated price
- $30–65
- Website
- https://peterpanbus.com
- Adult
- $30–65
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More Questions & Answers
Harlem to Chicago bus services, operated by Flixbus USA, arrive at Chicago Bus Station.
Chicago is 1h behind Harlem. It is currently 3:16 PM in Harlem and 2:16 PM in Chicago.
Harlem to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Harlem to Chicago is 799 miles. It takes approximately 13h 2m to drive from Harlem to Chicago.
There are 1245+ hotels available in Chicago.












