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How to get fromPoughkeepsie to Chicago Station (CTA Logan Square branch)by train, plane, train (Amtrak), bus (Flixbus), car or bus

Find Transport to Chicago Station (CTA Logan Square branch)

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There are 8 ways to get from Poughkeepsie to Chicago Station (CTA Logan Square branch) by train, plane, train (Amtrak), bus (Flixbus), car, or bus

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 O'Hare International Airport

    best
    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)planeLGA - ORD
    6h 43m
    $78–303

  2. Train (Amtrak)

    1. Take the train from Poughkeepsie Amtrak Station to Chicago Union StationtrainLake Shore Limited
    18h 38m
    $121–288

  3. Bus

    1. Take the bus from Metro North Station to TransCenterbusWpp
    2. Take the bus from New York Midtown to Chicago Bus StationbusFlixBus N2640
    25h 58m
    $111–229

  4. Drive 815.1 mi

    1. Drive from Poughkeepsie to Chicago Station (CTA Logan Square branch)car815.1 mi
    13h 28m
    $149–215

  5. Train to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)planeLGA - MDW
    6h 53m
    $103–483

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

    1. Take the train from Poughkeepsie Amtrak Station to Albany-Rensselaer Amtrak Stationtrain
    2. Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)planeALB - MDW
    7h 12m
    $132–742

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

    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)planeHPN - ORD
    8h 45m
    $502–953

  8. Train to Laguardia Airport, fly to General Mitchell International Airport, bus

    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)planeLGA - MKE
    3. Take the bus from Mitchell Airport to O'Hare International Airport - Terminal 2 Departuresbus
    9h 18m
    $183–553

Poughkeepsie to Chicago Station (CTA Logan Square branch) by train, foot, and subway (Amtrak)

Calendar7Weekly Services
Duration18h 38mAverage Duration
Ticket$121Cheapest Price
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Questions & Answers

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

Amtrak operates a train from Poughkeepsie Amtrak Station to Chicago Union Station once daily. Tickets cost $110–290 and the journey takes 18h 2m. Alternatively, you can take a bus from Metro North Station to Chicago Station (CTA Logan Square branch) via TransCenter, White Plains Bus Station, New York Midtown, Chicago Bus Station, Jefferson & Harrison, Canal & Madison, Madison & Clinton, and Milwaukee & Noble in around 25h 58m.

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