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How to get fromGrand Central Terminal to Chicagoby bus, plane, train (Amtrak), bus (Flixbus), car, train or bus (Greyhound)

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There are 10 ways to get from Grand Central Terminal to Chicago by 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. Bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Bryant Park to Terminal Bbus
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)planeEWR - ORD
    5h 9m

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

    cheapest
    1. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)planeLGA - ORD
    5h 5m
    $65–282

  3. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union StationtrainLake Shore Limited / ...
    19h 57m
    $140–480

  4. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus StationbusFlixBus N2640
    20h 50m
    $95–200

  5. Drive 790.7 mi

    1. Drive from Grand Central Terminal to Chicagocar790.7 mi
    13h 2m
    $145–209

  6. Fly Laguardia Airport to Chicago Midway International Airport

    1. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)planeLGA - MDW
    4h 52m
    $90–492

  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)planeJFK - ORD
    5h 5m
    $816–1,023

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

    1. Take the train from Grand Central Terminal to White Plainstrain
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)planeHPN - ORD
    6h 57m
    $485–923

  9. Bus to Newark Liberty International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Bryant Park to Terminal Bbus
    2. Fly from Newark Liberty International Airport (EWR) to Chicago Midway International Airport (MDW)planeEWR - MDW
    5h 1m

  10. Bus via Baltimore

    1. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus StationbusGreyhound US0670 / ...
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus StationbusGreyhound US0164
    23h 11m
    $110–232

Grand Central Terminal to Chicago by foot and bus

Calendar14Weekly Services
Duration23h 11mAverage Duration
Ticket$110Cheapest Price
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Questions & Answers

What companies run services between Grand Central Terminal, 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 $140–480 and the journey takes 19h 32m. Alternatively, Flixbus USA operates a bus from New York Midtown to Chicago Bus Station twice daily. Tickets cost $95–200 and the journey takes 20h 25m.

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