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How to get from59th St. to New York Penn Stationby train, subway, plane, bus (Flixbus), train (Amtrak), car, or bus (Greyhound)

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There are 10 ways to get from 59th St. to New York Penn Station by train, subway, plane, bus (Flixbus), train (Amtrak), car, 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. Train, subway to Chicago Midway International Airport, fly to Laguardia Airport

    best
    1. Take the train from 59th St. to Museum Campus/11th St.train train
    2. Take the subway from Roosevelt to Midwaysubway subway
    3. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    4. Take the train from Woodside to New York Penn Stationtrain train
    4h 44m
    $208–565

  2. Fly Chicago O'Hare International Airport to Westchester County Airport, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the train from White Plains to Grand Central Terminaltrain train
    7h 30m
    $112–527

  3. Bus (Flixbus)

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    18h 58m
    $142–242

  4. Train (Amtrak)

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain train Lake Shore Limited / ...
    21h 54m
    $302–652

  5. Drive 783.1 mi

    1. Drive from 59th St. to New York Penn Stationcar car 783.1 mi
    13h 3m
    $143–207

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

    1. Take the train from 59th St. to Van Buren St.train train
    2. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane plane ORD - LGA
    5h 9m
    $218–665

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

    1. Take the train from 59th St. to Van Buren St.train train
    2. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane plane ORD - EWR
    3. Take the train from Newark Airport Railroad Station to New York Penn Stationtrain train
    5h 8m
    $145–887

  8. Train to Chicago O'Hare International Airport, fly to John F. Kennedy International Airport, train

    1. Take the train from 59th St. to Van Buren St.train train
    2. Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane plane ORD - JFK
    3. Take the train from Jamaica to New York Penn Stationtrain train
    5h 6m
    $329–878

  9. Fly Chicago Midway International Airport to Philadelphia International Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Philadelphia International Airport (PHL)plane plane MDW - PHL
    2. Take the train from 30th Street Station to Ny Moynihan Train Hall At Penn Stationtrain train
    6h 12m
    $168–982

  10. Bus via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus Greyhound US0164
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus Greyhound US0670 / ...
    23h 31m
    $160–356

59th St. to New York Penn Station by bus and foot (Flixbus)

Calendar32Weekly Services
Duration18h 58mAverage Duration
Ticket$142Cheapest Price
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Questions & Answers

Map of how to get from 59th St. to New York Penn Station.ExpandLaunch map view
  • Distance: 748.5 mi
  • Duration: 4h 44m

What companies run services between 59th St., IL, USA and New York Penn Station, NY, USA?

Flixbus USA operates a bus from Chicago Bus Station to New York Midtown 5 times a day. Tickets cost $140–240 and the journey takes 17h 5m. Alternatively, Amtrak operates a train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station once daily. Tickets cost $300–650 and the journey takes 20h 12m.

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