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How to get fromTimes Square to 59th St.by subway, plane, bus (Flixbus), train (Amtrak), car, bus, train, or bus (Greyhound)

Find Transport to 59th St.

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There are 10 ways to get from Times Square to 59th St. by subway, plane, bus (Flixbus), train (Amtrak), car, bus, 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 7 subway to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the subway from 42 St-Times Square to Flushing-Main Stsubway subway
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    5h 36m
    $130–670

  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 29m
    $93–438

  3. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    17h 45m
    $134–217

  4. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    20h 45m
    $318–615

  5. Drive 782.7 mi

    1. Drive from Times Square to 59th St.car car 782.7 mi
    13h 2m
    $143–207

  6. Bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Port Authority Bus Terminal to Terminal Bbus bus
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    5h 43m
    $120–485

  7. Line 7 subway to Laguardia Airport, fly to Chicago O'Hare International Airport, train

    1. Take the subway from 42 St-Times Square to Flushing-Main Stsubway subway
    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 59m
    $100–350

  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 41m
    $449–878

  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 12m
    $129–1,209

  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
    24h 16m
    $158–336

Times Square to 59th St. by bus (Flixbus)

Calendar15Weekly Buses
Duration17h 45mAverage Duration
Ticket$134Cheapest Price
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Questions & Answers

Map of how to get from Times Square to 59th St..ExpandLaunch map view
  • Distance: 753.5 mi
  • Duration: 5h 36m

What companies run services between Times Square, NY, USA and 59th St., IL, USA?

Flixbus USA operates a bus from New York Midtown to Chicago Bus Station twice daily. Tickets cost $120–220 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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