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How to get fromNew York to Chicago Loopby plane, bus (Flixbus), train (Amtrak), car, train, or bus (Greyhound, Amtrak)

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There are 10 ways to get from New York to Chicago Loop by plane, bus (Flixbus), train (Amtrak), car, train, or bus (Greyhound, Amtrak)

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 Newark Liberty International Airport to Chicago O'Hare International Airport

    best
    1. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    4h 41m
    $143–882

  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
    6h 45m
    $114–572

  3. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    16h 55m
    $120–210

  4. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    19h 32m
    $270–600

  5. Drive 789.3 mi

    1. Drive from New York to Chicago Loopcar car 789.3 mi
    13h 10m
    $144–209

  6. Fly Laguardia Airport to Chicago Midway International Airport

    1. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    4h 50m
    $208–616

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

    1. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    5h 4m
    $138–566

  8. 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
    4h 57m
    $326–873

  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
    5h 45m
    $166–974

  10. Bus via Toledo

    1. Take the bus from Port Authority Bus Terminal to Toledo Bus Stopbus bus Greyhound US0420
    2. Take the bus from Toledo to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    21h 32m
    $171–291

New York to Chicago Loop by bus (Flixbus)

Calendar15Weekly Buses
Duration16h 55mAverage Duration
Ticket$120Cheapest Price
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Questions & Answers

Map of how to get from New York to Chicago Loop.ExpandLaunch map view
  • Distance: 748.3 mi
  • Duration: 4h 41m

What companies run services between New York, NY, USA and Chicago Loop, IL, USA?

American Airlines, United Airlines, and Delta fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, Flixbus USA operates a bus from New York Midtown to Chicago Bus Station twice daily. Tickets cost $120–210 and the journey takes 16h 55m.

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