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How to get fromTimes Square to 59th St.by bus, plane, train (Amtrak), bus (Flixbus), car, subway, 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 bus, plane, train (Amtrak), bus (Flixbus), car, subway, 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. Bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the bus from Port Authority Bus Terminal to Terminal Bbus
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)planeEWR - ORD
    5h 42m

  2. Bus (Flixbus)

    cheapest
    1. Take the bus from New York Midtown to ChicagobusFlixBus N2640
    21h
    $112–180

  3. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union StationtrainLake Shore Limited / ...
    20h 45m
    $127–505

  4. Drive 782.7 mi

    1. Drive from Times Square to 59th St.car782.7 mi
    12h 54m
    $143–207

  5. Subway, bus to Laguardia Airport, fly to Chicago Midway International Airport, train

    1. Take the subway from 42 St-Port Authority Bus Terminal to 125 Stsubway
    2. Take the bus from W 125 St/Saint Nicholas Av to Laguardia Rd/94 Stbus
    3. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)planeLGA - MDW
    4. Take the train from Museum Campus/11th St. to 59th St.train
    5h 42m

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

    1. Take the subway from 42 St-Port Authority Bus Terminal to 125 Stsubway
    2. Take the bus from W 125 St/Saint Nicholas Av to Laguardia Rd/94 Stbus
    3. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)planeLGA - ORD
    4. Take the train from Van Buren St. to 59th St.train
    5h 59m

  7. Bus to Newark Liberty International Airport, fly to Chicago Midway International Airport

    1. Take the bus from Port Authority Bus Terminal to Terminal Bbus
    2. Fly from Newark Liberty International Airport (EWR) to Chicago Midway International Airport (MDW)planeEWR - MDW
    5h 25m

  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)planeJFK - ORD
    5h 47m
    $816–1,023

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

    1. Take the train from Grand Central Terminal to White Plainstrain
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)planeHPN - ORD
    3. Take the train from Van Buren St. to 59th St.train
    7h 37m

  10. Bus via Baltimore

    1. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus StationbusGreyhound US0670 / ...
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus StationbusGreyhound US0164
    24h 16m
    $116–317

Times Square to 59th St. by train and bus (Amtrak)

Calendar10Weekly Services
Duration20h 45mAverage Duration
Ticket$127Cheapest Price
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Questions & Answers

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

Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $120–500 and the journey takes 19h 32m. Alternatively, Flixbus USA operates a bus from New York Midtown to Chicago once daily. Tickets cost $110–180 and the journey takes 19h 55m.

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