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How to get fromChicago to Peekskill Stationby plane, train, train (Amtrak), bus or car

Find Transport to Peekskill Station

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There are 8 ways to get from Chicago to Peekskill Station by plane, train, train (Amtrak), bus, 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 Peekskilltrain train
    5h 31m
    $100–510

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

    cheapest
    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 Peekskilltrain train
    5h 53m
    $66–310

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain train Lake Shore Limited
    19h 59m
    $258–554

  4. Bus, train

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Croton-Harmon Amtrak Stationtrain train Empire Service / ...
    22h 29m
    $138–242

  5. Drive 804.7 mi

    1. Drive from Chicago to Peekskill Stationcar car 804.7 mi
    13h 25m
    $147–213

  6. 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 Peekskilltrain train
    6h 16m
    $72–302

  7. 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
    $88–334

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

    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 125th Street - Harlemtrain train
    3. Take the train from 125th Street - Harlem to Peekskilltrain train
    7h 39m
    $464–640

Chicago to Peekskill Station by train (Amtrak)

Calendar7Weekly Trains
Duration19h 59mAverage Duration
Ticket$258Cheapest Price
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Questions & Answers

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

Amtrak operates a train from Chicago Union Station to Croton-Harmon Amtrak Station once daily. Tickets cost $250–550 and the journey takes 19h 23m.

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