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How to get fromNew York, NY to Chicagoby subway, bus, plane, train (Amtrak), bus (Flixbus), car, train, or bus (Greyhound)

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There are 10 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.

  1. Line 4 subway, bus to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the subway from Brooklyn Bridge-City Hall to 125th Streetsubway subway
    2. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus bus
    3. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    5h 6m
    $188–566

  2. Train to Westchester County Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from Grand Central Terminal to White Plainstrain train
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    7h 21m
    $107–476

  3. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    20h 52m
    $313–653

  4. Bus

    1. Take the bus from New York City Chinatown to Chicago Bus Stationbus bus FlixBus N2640
    21h 10m
    $160–270

  5. Drive 788.8 mi

    1. Drive from New York, NY to Chicagocar car 788.8 mi
    13h 10m
    $144–208

  6. Line 4 subway, bus to Laguardia Airport, fly to Chicago O'Hare International Airport

    1. Take the subway from Brooklyn Bridge-City Hall to 125th Streetsubway subway
    2. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus bus
    3. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    5h 26m
    $218–666

  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)plane plane JFK - ORD
    5h 37m
    $324–867

  8. 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)plane plane EWR - ORD
    5h 24m
    $185–886

  9. Train to Philadelphia International Airport, fly to Chicago Midway International Airport

    1. Take the train from Ny Moynihan Train Hall At Penn Station to 30th Street Stationtrain train
    2. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    6h 17m
    $168–1,011

  10. Bus via Baltimore

    1. Take the bus from Port Authority Bus Terminal to Baltimorebus bus New York
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    24h 9m
    $158–308

New York, NY to Chicago by foot, subway, and train (Amtrak)

Calendar10Weekly Services
Duration20h 52mAverage Duration
Ticket$313Cheapest Price
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Questions & Answers

Map of how to get from New York, NY to Chicago.ExpandLaunch map view
  • Distance: 749.1 mi
  • Duration: 5h 6m

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 $310–650 and the journey takes 19h 32m. Alternatively, FlixBus-us operates a bus from New York City Chinatown to Chicago Bus Station once daily, and the journey takes 21h 10m. Flixbus USA also services this route 6 times a week.

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