Manhattan to Chicago - 9 ways to travel via train, plane, bus, and car
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How to get fromManhattan to Chicagoby plane, train, bus or car

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There are 9 ways to get from Manhattan 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 22m

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

    $97–665

Cheapest option

  1. Train20h 43m

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

    $43–293

7 alternative options

  1. Fly New York La Guardia to Chicago O'Hare4h 50m

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

    $82–565

  2. Fly Newark to Chicago O'Hare5h 4m

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

    $98–583

  3. Fly New York JFK to Chicago O'Hare5h 7m

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

    $105–446

  4. Train to White Plains, fly to Chicago O'Hare6h 39m

    1. Take the train from 125th Street - Harlem to White Plainstrain
    2. Fly from White Plains (HPN) to Chicago O'Hare (ORD)planeHPN - ORD

    $112–407

  5. Train to Philadelphia, fly to Chicago Midway5h 58m

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

    $48–825

  6. 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

  7. Drive13h 6m

    1. Drive from Manhattan to Chicagocar792.4 mi

    $145–209

Manhattan to Chicago by bus

Calendar14Weekly Buses
Duration20h 40mAverage Duration
Ticket$86Cheapest Price
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Questions & Answers

Map of how to get from Manhattan to Chicago.ExpandLaunch map view
  • Distance: 741.7 mi
  • Duration: 4h 22m

What companies run services between Manhattan, 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 Port Authority Bus Terminal to Chicago Bus Station via Baltimore Downtown Bus Station in around 20h 40m.

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Want to know more about travelling around United States

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