New York, NY to Chicago - 10 ways to travel via train, plane, subway, and bus
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How to get fromNew York, NY to Chicagoby plane, subway, train, bus or car

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There are 10 ways to get from New York, NY to Chicago by plane, subway, train, bus, or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2rio's travel planner.

Recommended option

  1. Fly New York La Guardia to Chicago Midway4h 47m

    1. Fly from New York La Guardia (LGA) to Chicago Midway (MDW)planeLGA - MDW

    $100–665

Cheapest option

  1. Train20h 51m

    1. Take the train from New York Penn Station to Chicago Union StationtrainLake Shore Limited / ...

    $41–293

8 alternative options

  1. Fly New York La Guardia to Chicago O'Hare5h 18m

    1. Fly from New York La Guardia (LGA) to Chicago O'Hare (ORD)planeLGA - ORD

    $85–515

  2. Fly Newark to Chicago O'Hare5h 20m

    1. Fly from Newark (EWR) to Chicago O'Hare (ORD)planeEWR - ORD

    $96–513

  3. Subway to New York JFK, fly to Chicago O'Hare5h 40m

    1. Take the subway from Bowery to Sutphin Blvd-Archer Av-JFK Airportsubway
    2. Fly from New York JFK (JFK) to Chicago O'Hare (ORD)planeJFK - ORD

    $98–427

  4. Train to Philadelphia, fly to Chicago Midway6h 11m

    1. Take the train from New York Penn Station to 30th Street Stationtrain
    2. Fly from Philadelphia (PHL) to Chicago Midway (MDW)planePHL - MDW

    $46–815

  5. Train to White Plains, fly to Chicago O'Hare7h 20m

    1. Take the train from Grand Central Terminal to White Plainstrain
    2. Fly from White Plains (HPN) to Chicago O'Hare (ORD)planeHPN - ORD

    $133–412

  6. Bus via Columbus15h 12m

    1. Take the bus from New York, NY to Columbus, OHbus
    2. Take the bus from Columbus, OH to ChicagobusColumbus / ...

    $119–170

  7. Bus21h 44m

    1. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus StationbusGreyhound US0310 / ...
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus StationbusGreyhound US0164

    $86–238

  8. Drive13h 7m

    1. Drive from New York, NY to Chicagocar789.8 mi

    $145–209

New York, NY to Chicago by foot, subway, and train

Calendar10Weekly Services
Duration20h 51mAverage Duration
Ticket$41Cheapest Price
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Questions & Answers

Map of how to get from New York, NY to Chicago.ExpandLaunch map view
  • Distance: 746.9 mi
  • Duration: 4h 47m

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

Southwest Airlines and Delta fly from New York La Guardia (LGA) to Chicago Midway (MDW) every 2 hours. Alternatively, you can take a vehicle from New York, NY to Chicago via New York, NY, Columbus, OH, and Columbus, OH in around 15h 12m.

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Want to know more about travelling around United States

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