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How to get fromChicago to Wassaicby plane, train, bus, car, or shuttle

Find Transport to Wassaic

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There are 6 ways to get from Chicago to Wassaic by plane, train, bus, car, or shuttle

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 Midway International Airport to Laguardia Airport, train

    best
    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    2. Take the train from 125th Street - Harlem to Wassaictrain train
    7h 18m
    $226–698

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the train from White Plains to Wassaictrain train
    8h 9m
    $106–494

  3. Train, bus

    1. Take the train from Chicago Union Station to Poughkeepsie Amtrak Stationtrain train Lake Shore Limited
    2. Take the bus from Poughkeepsie Train Station to Chamber of Commercebus bus E
    22h 11m
    $228–531

  4. Bus, train

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640 / ...
    2. Take the train from White Plains to Wassaictrain train Harlem
    24h 48m
    $166–251

  5. Drive  833.4 mi

    1. Drive from Chicago to Wassaiccar car 833.4 mi
    14h 10m
    $153–220

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane plane ORD - EWR
    2. Take a shuttle bus from Newark Airport Terminal B to Grand Centralshuttle bus
    3. Take the train from Grand Central Terminal to Wassaictrain train
    8h 29m
    $188–940

Chicago to Wassaic by train and bus

Calendar7Weekly Services
Duration22h 11mAverage Duration
Ticket$228Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Wassaic.ExpandLaunch map view
  • Distance: 818.8 mi
  • Duration: 7h 18m

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

There is no direct connection from Chicago to Wassaic. However, you can take the subway to Midway, walk to Chicago-Midway-Airport-MDW airport, fly to Laguardia Airport (LGA), walk to Lga/Terminal B, take the bus to E 125 St/Park Av, walk to 125th Street - Harlem, then take the train to Wassaic. Alternatively, you can take a train from Chicago Union Station to Wassaic via Poughkeepsie Amtrak Station, Poughkeepsie Train Station, Chamber of Commerce, and Pawling in around 22h 11m.

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