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How to get fromPoughkeepsie to Milwaukeeby train, plane, train (Amtrak), bus (Flixbus, Greyhound) or car

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There are 8 ways to get from Poughkeepsie to Milwaukee by train, plane, train (Amtrak), bus (Flixbus, Greyhound), 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 General Mitchell International Airport

    best
    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)planeLGA - MKE
    6h 35m
    $152–516

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

    cheapest
    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
    3. Take the train from Chicago Union Station to Milwaukeetrain
    9h 13m
    $98–338

  3. Train (Amtrak)

    1. Take the train from Poughkeepsie Amtrak Station to Chicago Union StationtrainLake Shore Limited
    2. Take the train from Chicago Union Station to MilwaukeetrainHiawatha Service / ...
    20h 31m
    $141–324

  4. Bus

    1. Take the bus from Rosendale, Ny to Port Authority Bus Terminalbus291
    2. Take the bus from New York Midtown to Chicago Bus Stationbus
    3. Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus
    28h 33m
    $137–320

  5. Drive 900 mi

    1. Drive from Poughkeepsie to Milwaukeecar900 mi
    15h 6m
    $165–238

  6. Train to John F. Kennedy International Airport, fly to General Mitchell International Airport

    1. Take the train from Poughkeepsie to Grand Central Terminaltrain
    2. Fly from John F. Kennedy International Airport (JFK) to General Mitchell International Airport (MKE)planeJFK - MKE
    6h 58m
    $154–698

  7. Train to Newark Liberty International Airport, fly to General Mitchell International Airport

    1. Take the train from Poughkeepsie Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain
    2. Fly from Newark Liberty International Airport (EWR) to General Mitchell International Airport (MKE)planeEWR - MKE
    7h 18m
    $196–808

  8. Train to Laguardia Airport, fly to Chicago Midway International Airport, train

    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)planeLGA - MDW
    3. Take the train from Chicago Union Station to Milwaukeetrain
    9h 3m
    $123–518

Poughkeepsie to Milwaukee by train (Amtrak)

Calendar7Weekly Trains
Duration20h 31mAverage Duration
Ticket$141Cheapest Price
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Questions & Answers

What companies run services between Poughkeepsie, NY, USA and Milwaukee, WI, USA?

You can take a train from Poughkeepsie Amtrak Station to Milwaukee via Chicago Union Station in around 20h 31m. Alternatively, you can take a bus from Poughkeepsie Main & Market to Milwaukee Intermodal Station via Rt 32 & Henry Dubois Dr, Rosendale Park & Ride, Rosendale, Ny, Port Authority Bus Terminal, New York Midtown, and Chicago Bus Station in around 28h 33m.

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