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How to get fromGrand Central Terminal to 59th St.by plane, train (Amtrak), bus (Flixbus), car, bus, train, or bus (Greyhound, Amtrak)

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There are 10 ways to get from Grand Central Terminal to 59th St. by plane, train (Amtrak), bus (Flixbus), car, bus, train, or bus (Greyhound, Amtrak)

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 Laguardia Airport to Chicago Midway International Airport

    best
    1. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    5h 14m
    $214–677

  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 33m
    $117–627

  3. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    21h 10m
    $529–810

  4. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640 / ...
    22h 12m
    $150–224

  5. Drive  783.7 mi

    1. Drive from Grand Central Terminal to 59th St.car car 783.7 mi
    13h 2m
    $143–207

  6. Bus to Laguardia Airport, fly to Chicago O'Hare International Airport, train

    1. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus bus
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    3. Take the train from Van Buren St. to 59th St.train train
    5h 40m
    $144–577

  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
    5h 44m
    $329–878

  8. Train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport, train

    1. Take the train from New York Penn Station to Newark Airport Railroad Stationtrain train
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    3. Take the train from Van Buren St. to 59th St.train train
    5h 55m
    $147–889

  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 43m
    $168–980

  10. Bus via Toledo

    1. Take the bus from Port Authority Bus Terminal to Toledo Bus Stopbus bus Greyhound US0420
    2. Take the bus from Toledo to Chicago Union Stationbus bus Amtrak Thruway Connecting Service
    23h 2m

Laguardia Airport (LGA) to Chicago Midway International Airport (MDW) flights

Calendar46Weekly Planes
Duration2h 24mAverage Duration
Ticket$95Cheapest Price
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Comparing Your Travel Options

Map of how to get from Grand Central Terminal to 59th St..ExpandLaunch map view
  • Distance: 750.9 mi
  • Duration: 5h 14m

What companies run services between Grand Central Terminal, NY, USA and 59th St., IL, USA?

Southwest Airlines flies from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW) every 4 hours. Alternatively, Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $500–850 and the journey takes 19h 32m.

Airlines
Train operators
Bus operators

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