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 Midway International Airport
best- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
4h 30m$105–562Fly John F. Kennedy International Airport to Chicago O'Hare International Airport
cheapest- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane JFK - ORD
5h 21m$74–327Train (Amtrak)
- Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain Lake Shore Limited / ...
20h 48m$273–603Bus (Flixbus)
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2640 / ...
22h 24m$133–227Drive 794.1 mi
- Drive from Harlem to Chicagocar 794.1 mi
13h 11m$145–210Fly Laguardia Airport to Chicago O'Hare International Airport
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
4h 43m$80–382Fly 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 25m$110–346Train to Westchester County Airport, fly to Chicago O'Hare International Airport
- Take the train from 125th Street - Harlem to White Plainstrain
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
6h 41m$89–442Train 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 13m$138–1,211Bus via Baltimore
- 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
23h 47m$158–343
Harlem to Chicago by subway and train (Amtrak)
Questions & Answers
The cheapest way to get from Harlem to Chicago is to bus which costs $130 - $230 and takes 22h 24m.
The fastest way to get from Harlem to Chicago is to fly which takes 4h 30m and costs $100 - $600.
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 48m.
The distance between Harlem and Chicago is 745 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 48m and costs $270 - $650.
It takes approximately 4h 30m 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 30m and costs $100 - $600. Alternatively, you can train, which costs $270 - $650 and takes 20h 48m, you could also bus, which costs $130 - $230 and takes 22h 24m.
What companies run services between Harlem, NY, USA and Chicago, IL, USA?
Southwest Airlines and Delta fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW) every 3 hours. Alternatively, Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $270–600 and the journey takes 19h 32m.
- Website
- aa.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 48m
- When
- Every day
- Estimated price
- $75–400
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 57m
- When
- Every day
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $55–300
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $55–300
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $75–420
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 27m
- When
- Every day
- Estimated price
- $85–440
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 35m
- When
- Every day
- Estimated price
- $110–550
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 42m
- When
- Every day
- Estimated price
- $75–400
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $55–300
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Buffalo
- Ave. Duration
- 4h 23m
- When
- Saturday
- Estimated price
- $55–310
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $100–550
Flights from Philadelphia International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $110–600
- Website
- delta.com
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 24m
- When
- Every day
- Estimated price
- $100–550
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 52m
- When
- Every day
- Estimated price
- $75–400
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 3h 2m
- When
- Every day
- Estimated price
- $55–300
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $55–300
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $55–300
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $75–420
Flights from Philadelphia International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 2m
- When
- Every day
- Estimated price
- $110–600
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 50m
- When
- Every day
- Estimated price
- $55–300
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
- $270–600
- Website
- https://www.amtrak.com/home.html
Train from Ny Moynihan Train Hall At Penn Station to 30th Street Station
- Ave. Duration
- 1h 21m
- Frequency
- Every 30 minutes
- Estimated price
- $26–60
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 877.690.5114
- 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
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
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
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $20–460
- First Class
- $130–600
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Twice daily
- Estimated price
- $130–220
- 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
- $35–75
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $110–230
- 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
- $45–110
- Website
- https://peterpanbus.com
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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 9:15 PM in Harlem and 8:15 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 11m to drive from Harlem to Chicago.
There are 1317+ hotels available in Chicago.