There are 11 ways to get from Chicago to Harlem by plane, train (Amtrak), bus (Flixbus), car, train, subway, 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 Chicago Midway International Airport to Laguardia Airport
best- Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane MDW - LGA
4h 28m$206–663Fly Chicago O'Hare International Airport to Westchester County Airport, train
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane ORD - HPN
- Take the train from White Plains to 125th Street - Harlemtrain
6h 40m$94–452Train (Amtrak)
- Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain Lake Shore Limited / ...
20h 31m$251–606Bus (Flixbus)
- Take the bus from Chicago Bus Station to New York Midtownbus FlixBus N2640 / ...
20h 35m$153–226Drive 793.8 mi
- Drive from Chicago to Harlemcar 793.8 mi
13h 13m$145–210Fly Chicago O'Hare International Airport to Laguardia Airport
- Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane ORD - LGA
4h 46m$136–563Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train, line 2 subway
- Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane ORD - EWR
- Take the train from Newark Airport Railroad Station to New York Penn Stationtrain
- Take the subway from 34 St-Penn Station to 125 Stsubway
4h 59m$146–886Fly Chicago O'Hare International Airport to John F. Kennedy International Airport, train, line 2 subway
- Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane ORD - JFK
- Take the train from Jamaica to New York Penn Stationtrain
- Take the subway from 34 St-Penn Station to 125 Stsubway
5h$330–877Train to General Mitchell International Airport, fly to Laguardia Airport
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Laguardia Airport (LGA)plane MKE - LGA
6h 8m$167–875Fly Chicago Midway International Airport to Philadelphia International Airport, train
- Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)plane MDW - PHL
- Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain
6h 9m$168–982Bus via Baltimore
- Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus Greyhound US0164
- Take the bus from Baltimore to New Yorkbus Ppb 8724 / ...
22h 42m$170–277
Chicago to Harlem by train and subway (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Chicago to Harlem is to drive which costs $140 - $210 and takes 13h 13m.
The fastest way to get from Chicago to Harlem is to fly which takes 4h 28m and costs $200 - $700.
No, there is no direct bus from Chicago station to Harlem. However, there are services departing from Chicago Bus Station and arriving at New York Midtown via . The journey, including transfers, takes approximately 20h 35m.
No, there is no direct train from Chicago station to Harlem. However, there are services departing from Chicago Union Station and arriving at 125 St via 34 St-Penn Station. The journey, including transfers, takes approximately 20h 31m.
The distance between Chicago and Harlem is 746 miles. The road distance is 798.5 miles.
The best way to get from Chicago to Harlem without a car is to train which takes 20h 31m and costs $250 - $650.
It takes approximately 4h 28m to get from Chicago to Harlem, including transfers.
Chicago to Harlem bus services, operated by Flixbus USA, depart from Chicago Bus Station.
Chicago to Harlem train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Harlem is to fly which takes 4h 28m and costs $200 - $700. Alternatively, you can train, which costs $250 - $650 and takes 20h 31m, you could also bus, which costs $150 - $230 and takes 20h 35m.
What companies run services between Chicago, IL, USA and Harlem, NY, USA?
Southwest Airlines flies from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station once daily. Tickets cost $240–650 and the journey takes 20h 12m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $90–490
Flights from Chicago O'Hare International Airport to Newark Liberty International Airport
- Ave. Duration
- 2h 26m
- When
- Every day
- Estimated price
- $50–290
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $50–280
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport via Cleveland
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $50–280
Flights from Chicago O'Hare International Airport to John F. Kennedy International Airport via Pittsburgh
- Ave. Duration
- 5h 24m
- When
- Tuesday and Wednesday
- Estimated price
- $50–280
Flights from General Mitchell International Airport to Laguardia Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 35m
- When
- Every day
- Estimated price
- $150–800
Flights from Chicago O'Hare International Airport to Westchester County Airport
- Ave. Duration
- 2h 24m
- When
- Every day
- Estimated price
- $80–430
Flights from Chicago O'Hare International Airport to Westchester County Airport via Reagan Washington
- Ave. Duration
- 5h 8m
- When
- Every day
- Estimated price
- $85–460
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 20h 12m
- Frequency
- Once daily
- Estimated price
- $240–650
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $21–55
- Website
- Amtrak
Train from 30th Street Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 24m
- Frequency
- Every 30 minutes
- Estimated price
- $23–60
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Twice daily
- Estimated price
- $150–230
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
Chicago to Harlem bus services, operated by Flixbus USA, arrive at New York Midtown station.
Harlem is 1h ahead of Chicago. It is currently 6:50 PM in Chicago and 7:50 PM in Harlem.
Chicago to Harlem train services, operated by Amtrak, arrive at Ny Moynihan Train Hall At Penn Station.
Yes, the driving distance between Chicago to Harlem is 798 miles. It takes approximately 13h 13m to drive from Chicago to Harlem.
There are 3655+ hotels available in Harlem.