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How to get fromChicago Station (CTA Logan Square branch) to Poughkeepsieby plane, train, train (Amtrak), bus (Flixbus) or car

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There are 8 ways to get from Chicago Station (CTA Logan Square branch) to Poughkeepsie by plane, train, 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. Fly Chicago O'Hare International Airport to Laguardia Airport, train

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)planeORD - LGA
    2. Take the train from 125th Street - Harlem to Poughkeepsietrain
    6h 42m
    $78–303

  2. Train (Amtrak)

    1. Take the train from Chicago Union Station to Poughkeepsie Amtrak StationtrainLake Shore Limited
    20h 31m
    $115–275

  3. Bus

    1. Take the bus from Chicago Bus Station to New York MidtownbusFlixBus N2640
    2. Take the bus from New York to RosendalebusAdt 104 / ...
    26h 47m
    $129–307

  4. Drive 815.3 mi

    1. Drive from Chicago Station (CTA Logan Square branch) to Poughkeepsiecar815.3 mi
    13h 29m
    $149–215

  5. Fly Chicago Midway International Airport to Laguardia Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)planeMDW - LGA
    2. Take the train from 125th Street - Harlem to Poughkeepsietrain
    6h 47m
    $88–410

  6. Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)planeORD - EWR
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Poughkeepsie Amtrak Stationtrain
    7h 12m
    $114–373

  7. Fly Chicago Midway International Airport to Albany County Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)planeMDW - ALB
    2. Take the train from Albany-Rensselaer Amtrak Station to Poughkeepsie Amtrak Stationtrain
    7h 28m
    $142–740

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)planeORD - HPN
    2. Take the train from 125th Street - Harlem to Poughkeepsietrain
    8h 36m
    $502–953

Chicago Station (CTA Logan Square branch) to Poughkeepsie by bus and train (Amtrak)

Calendar7Weekly Services
Duration20h 31mAverage Duration
Ticket$115Cheapest Price
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Questions & Answers

What companies run services between Chicago Station (CTA Logan Square branch), IL, USA and Poughkeepsie, NY, USA?

Amtrak operates a train from Chicago Union Station to Poughkeepsie Amtrak Station once daily. Tickets cost $110–270 and the journey takes 18h 43m. Alternatively, you can take a vehicle from Chicago Station (CTA Logan Square branch) to Poughkeepsie Main & Market via Milwaukee & Thomas, Washington & Canal, Madison & Canal, Harrison & Jefferson, Chicago Bus Station, New York Midtown, 8 Av/W 31 St, 8 Av/W 41 St, New York, and Rosendale Park & Ride in around 26h 47m.

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