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

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There are 10 ways to get from New York (State) to Chicago by plane, bus (Flixbus), train (Amtrak), car, 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. Fly Buffalo Niagara International Airport to Chicago Midway International Airport

    best
    1. Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane plane BUF - MDW
    3h 26m
    $168–463
  2. Bus (Flixbus)

    cheapest
    1. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    18h 10m
    $133–237
  3. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    20h 39m
    $313–653
  4. Drive 788.4 mi

    1. Drive from New York to Chicagocar car 788.4 mi
    13h 9m
    $144–208
  5. Fly Buffalo Niagara International Airport to Chicago O'Hare International Airport

    1. Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane plane BUF - ORD
    3h 49m
    $158–333
  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 48m
    $158–566
  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)plane plane JFK - ORD
    4h 45m
    $324–867
  8. 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 9m
    $208–666
  9. Fly Newark Liberty International Airport to Chicago O'Hare International Airport

    1. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    5h 15m
    $175–1,436
  10. Bus via Baltimore

    1. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus Greyhound US0670 / ...
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    23h 36m
    $158–353

New York (State) to Chicago by bus (Flixbus)

Calendar15Weekly Buses
Duration18h 10mAverage Duration
Ticket$133Cheapest Price
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Questions & Answers

What companies run services between New York (State), USA and Chicago, IL, USA?

Southwest Airlines and Delta fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW) 5 times a day. Alternatively, Flixbus USA operates a bus from New York Midtown to Chicago Bus Station twice daily. Tickets cost $130–230 and the journey takes 16h 55m.

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