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How to get fromNew York to Chicago Union Stationby subway, bus, plane, bus (Flixbus), train (Amtrak), car, train, or bus (Greyhound)

Find Transport to Chicago Union Station

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There are 10 ways to get from New York to Chicago Union Station by subway, bus, plane, bus (Flixbus), train (Amtrak), 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. Line 4 subway, bus to Laguardia Airport, fly to Chicago Midway International Airport, subway

    best
    1. Take the subway from 14 St-Union Sq to 125th Streetsubway subway
    2. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus bus
    3. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    4. Take the subway from Midway to Quincysubway subway
    4h 56m
    $208–566

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

    cheapest
    1. Take the train from Grand Central Terminal to White Plainstrain train
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    7h 3m
    $104–492

  3. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    17h 4m
    $140–250

  4. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    19h 32m
    $310–650

  5. Drive 788.9 mi

    1. Drive from New York to Chicago Union Stationcar car 788.9 mi
    13h 9m
    $144–208

  6. 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 6m
    $142–882

  7. 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 21m
    $218–666

  8. 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
    5h 14m
    $326–873

  9. Train to Philadelphia International Airport, fly to Chicago Midway International Airport

    1. Take the train from Ny Moynihan Train Hall At Penn Station to 30th Street Stationtrain train
    2. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    5h 51m
    $166–974

  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 4m
    $155–347

New York to Chicago Union Station by bus and foot (Flixbus)

Calendar15Weekly Services
Duration17h 4mAverage Duration
Ticket$140Cheapest Price
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Questions & Answers

Map of how to get from New York to Chicago Union Station.ExpandLaunch map view
  • Distance: 747.5 mi
  • Duration: 4h 56m

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

Flixbus USA operates a bus from New York Midtown to Chicago Bus Station twice daily. Tickets cost $140–250 and the journey takes 16h 55m. Alternatively, Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $310–650 and the journey takes 19h 32m.

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