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How to get fromVassar College to Chicagoby train, plane, train (Amtrak), bus (Flixbus), car, or bus

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There are 8 ways to get from Vassar College to Chicago 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 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
    7h 15m
    $205–593

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

    cheapest
    1. Take the bus from DOT Region Office to S. Broadway & Main St.bus bus
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    8h 14m
    $96–467

  3. Train (Amtrak)

    1. Take the train from Poughkeepsie Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    19h 38m
    $292–602

  4. Bus

    1. Take the bus from DOT Region Office to TransCenterbus bus Wpp
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    22h 41m
    $144–256

  5. Drive 812.1 mi

    1. Drive from Vassar College to Chicagocar car 812.1 mi
    13h 34m
    $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
    7h 36m
    $235–693

  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
    8h 11m
    $207–935

  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
    8h
    $133–720

Vassar College to Chicago by foot, bus, and train (Amtrak)

Calendar7Weekly Services
Duration19h 38mAverage Duration
Ticket$292Cheapest Price
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Questions & Answers

Map of how to get from Vassar College to Chicago.ExpandLaunch map view
  • Distance: 812.8 mi
  • Duration: 7h 15m

What companies run services between Vassar College, NY, USA and Chicago, IL, USA?

Amtrak operates a train from Poughkeepsie Amtrak Station to Chicago Union Station once daily. Tickets cost $290–600 and the journey takes 18h 2m. Alternatively, you can take a vehicle from Vassar College to Chicago Bus Station via DOT Region Office, TransCenter, White Plains Station, and New York Midtown in around 22h 41m.

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