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How to get fromHarlem to Chicagoby plane, train (Amtrak), bus (Flixbus), car, train or bus (Greyhound)

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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.

  1. Fly Laguardia Airport to Chicago O'Hare International Airport

    best
    1. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)planeLGA - ORD
    4h 48m
    $60–272
  2. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union StationtrainLake Shore Limited / ...
    20h 47m
    $123–553
  3. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus StationbusFlixBus N2640
    22h 24m
    $98–237
  4. Drive 794.1 mi

    1. Drive from Harlem to Chicagocar794.1 mi
    13h 2m
    $145–210
  5. Fly Laguardia Airport to Chicago Midway International Airport

    1. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)planeLGA - MDW
    4h 38m
    $85–432
  6. Fly Newark Liberty International Airport to Chicago O'Hare International Airport

    1. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)planeEWR - ORD
    5h 20m
    $85–316
  7. Fly John F. Kennedy International Airport to Chicago O'Hare International Airport

    1. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)planeJFK - ORD
    5h 25m
    $818–1,027
  8. Fly Newark Liberty International Airport to Chicago Midway International Airport

    1. Fly from Newark Liberty International Airport (EWR) to Chicago Midway International Airport (MDW)planeEWR - MDW
    5h 9m
    $90–396
  9. Train to Westchester County Airport, fly to Chicago O'Hare International Airport

    1. Take the train from 125th Street - Harlem to White Plainstrain
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)planeHPN - ORD
    6h 49m
    $79–382
  10. Bus via Baltimore

    1. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus StationbusGreyhound US0670 / ...
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus StationbusGreyhound US0164
    23h 45m
    $113–328

Harlem to Chicago by subway and train (Amtrak)

Calendar10Weekly Services
Duration20h 47mAverage Duration
Ticket$123Cheapest Price
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Questions & Answers

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.

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