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

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There are 10 ways to get from New York, NY to Chicago Bus Station by subway, 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. Line 4 subway, bus to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the subway from Brooklyn Bridge-City Hall 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
    5h 20m
    $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 28m
    $107–496

  3. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    21h 1m
    $303–653

  4. Bus (Flixbus)

    1. Take the bus from New York City Chinatown to Chicago Bus Stationbus bus FlixBus N2640
    21h 10m
    $150–270

  5. Drive 789.3 mi

    1. Drive from New York, NY to Chicago Bus Stationcar car 789.3 mi
    13h 10m
    $145–209

  6. Line 4 subway, bus to Laguardia Airport, fly to Chicago O'Hare International Airport

    1. Take the subway from Brooklyn Bridge-City Hall 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 O'Hare International Airport (ORD)plane plane LGA - ORD
    5h 38m
    $218–666

  7. Subway to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport

    1. Take the subway from Delancey St-Essex St to Sutphin Blvd-Archer Av-JFK Airportsubway subway
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    5h 48m
    $324–867

  8. 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 35m
    $145–886

  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
    6h 31m
    $168–981

  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 39m
    $158–353

New York, NY to Chicago Bus Station by foot, subway, and train (Amtrak)

Calendar10Weekly Services
Duration21h 1mAverage Duration
Ticket$303Cheapest Price
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Questions & Answers

Map of how to get from New York, NY to Chicago Bus Station.ExpandLaunch map view
  • Distance: 750 mi
  • Duration: 5h 20m

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

Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $300–650 and the journey takes 19h 32m. Alternatively, Flixbus USA operates a bus from New York City Chinatown to Chicago Bus Station twice daily. Tickets cost $150–270 and the journey takes 21h 10m.

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