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How to get fromPoughkeepsie to Grand Central Stationby train, plane, train (Amtrak), bus (Flixbus), or car

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There are 8 ways to get from Poughkeepsie to Grand Central Station by train, plane, train (Amtrak), bus (Flixbus), or car

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 to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    6h 20m
    $203–591

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

    cheapest
    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain train
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    8h 37m
    $121–500

  3. Train (Amtrak)

    1. Take the train from Poughkeepsie Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    18h 15m
    $280–600

  4. Bus

    1. Take the bus from Newburgh ShortLine Transportation Center to Port Authority Bus Terminalbus bus ShortLine Hudson
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    22h 2m
    $162–286

  5. Drive 812.1 mi

    1. Drive from Poughkeepsie to Grand Central Stationcar car 812.1 mi
    13h 33m
    $149–215

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

    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    6h 40m
    $233–691

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

    1. Take the train from Poughkeepsie Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain train
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    6h 42m
    $206–931

  8. Train to Albany County Airport, fly to Chicago Midway International Airport

    1. Take the train from Poughkeepsie Amtrak Station to Albany-Rensselaer Amtrak Stationtrain train
    2. Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)plane plane ALB - MDW
    6h 40m
    $132–714

Poughkeepsie to Grand Central Station by train and foot (Amtrak)

Calendar7Weekly Services
Duration18h 15mAverage Duration
Ticket$280Cheapest Price
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Questions & Answers

Map of how to get from Poughkeepsie to Grand Central Station.ExpandLaunch map view
  • Distance: 810.4 mi
  • Duration: 6h 20m

What companies run services between Poughkeepsie, NY, USA and Grand Central Station, IL, USA?

Amtrak operates a train from Poughkeepsie Amtrak Station to Chicago Union Station once daily. Tickets cost $280–600 and the journey takes 18h 2m. Alternatively, you can take a train from Poughkeepsie to Grand Central Station via Beacon, Beacon Station, Newburgh ShortLine Transportation Center, Port Authority Bus Terminal, New York Midtown, and Chicago Bus Station in around 22h 2m.

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