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

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There are 10 ways to get from New York to Chicago by plane, 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 36m

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

    $100–665

Cheapest option

  1. Train19h 32m

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

    $40–290

8 alternative options

  1. Fly Newark to Chicago O'Hare4h 49m

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

    $95–520

  2. Fly New York La Guardia to Chicago O'Hare5h 4m

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

    $80–565

  3. Fly New York JFK to Chicago O'Hare5h 6m

    1. Fly from New York JFK (JFK) to Chicago O'Hare (ORD)planeJFK - ORD

    $105–436

  4. Train to Philadelphia, fly to Chicago Midway5h 38m

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

    $46–822

  5. Train to White Plains, fly to Chicago O'Hare6h 49m

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

    $132–408

  6. Bus via Columbus15h 10m

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

    $119–170

  7. Bus20h 40m

    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

    $86–231

  8. Drive13h 6m

    1. Drive from New York to Chicagocar789.4 mi

    $145–209

New York to Chicago by train

Calendar10Weekly Trains
Duration19h 32mAverage Duration
Ticket$40Cheapest Price
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Questions & Answers

Map of how to get from New York to Chicago.ExpandLaunch map view
  • Distance: 744.8 mi
  • Duration: 4h 36m

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

Southwest Airlines flies from New York La Guardia (LGA) to Chicago Midway (MDW) every 4 hours. Alternatively, you can take a bus from New York, NY to Chicago via Columbus, OH and Columbus, OH in around 15h 10m.

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Want to know more about travelling around United States

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