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How to get fromChicago to Garrisonby plane, train, train (Amtrak), bus (Flixbus), or car

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There are 8 ways to get from Chicago to Garrison 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 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 Garrisontrain train
    5h 45m
    $218–584

  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 125th Street - Harlem to Garrisontrain train
    7h 57m
    $122–543

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Poughkeepsie Amtrak Stationtrain train Lake Shore Limited
    19h 39m
    $296–598

  4. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus
    2. Take the bus from New York, NY to Ridgewood, NJ - Park and Ridebus bus Nyc
    3. Take the bus from Ridgewood Park and Ride North to West Point Thayer Gatebus bus
    21h 15m
    $166–294

  5. Drive 805.2 mi

    1. Drive from Chicago to Garrisoncar car 805.2 mi
    13h 26m
    $147–213

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

    1. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane plane ORD - LGA
    2. Take the train from 125th Street - Harlem to Garrisontrain train
    6h 6m
    $228–684

  7. Fly Chicago O'Hare International Airport to John F. Kennedy International Airport, train

    1. Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane plane ORD - JFK
    2. Take the train from Grand Central Terminal to Garrisontrain train
    6h 17m
    $340–896

  8. 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)plane plane ORD - EWR
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain train
    7h 6m
    $160–918

Chicago to Garrison by train (Amtrak)

Calendar7Weekly Trains
Duration19h 39mAverage Duration
Ticket$296Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Garrison.ExpandLaunch map view
  • Distance: 785.8 mi
  • Duration: 5h 45m

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

Amtrak operates a train from Chicago Union Station to Poughkeepsie Amtrak Station once daily. Tickets cost $280–600 and the journey takes 18h 43m. Alternatively, you can take a bus from Chicago Bus Station to West Point Thayer Gate via New York Midtown, New York, NY, Ridgewood, NJ - Park and Ride, and Ridgewood Park and Ride North in around 21h 15m.

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