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

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There are 8 ways to get from Chicago to Cold Spring 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 Cold Springtrain train
    5h 50m
    $220–585

  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 Cold Springtrain train
    8h 1m
    $122–544

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Poughkeepsie Amtrak Stationtrain train Lake Shore Limited
    19h 35m
    $280–584

  4. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    2. Take the bus from Port Authority Bus Terminal to Newburgh ShortLine Transportation Centerbus bus ShortLine Hudson
    21h 27m
    $157–269

  5. Drive 806.5 mi

    1. Drive from Chicago to Cold Springcar car 806.5 mi
    13h 26m
    $148–213

  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 Cold Springtrain train
    6h 10m
    $150–685

  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 Cold Springtrain train
    6h 24m
    $342–896

  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 10m
    $160–918

Chicago to Cold Spring by train (Amtrak)

Calendar7Weekly Trains
Duration19h 35mAverage Duration
Ticket$280Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Cold Spring.ExpandLaunch map view
  • Distance: 788.3 mi
  • Duration: 5h 50m

What companies run services between Chicago, IL, USA and Cold Spring, Putnam County, NY, USA?

Amtrak operates a train from Chicago Union Station to Poughkeepsie Amtrak Station once daily. Tickets cost $270–600 and the journey takes 18h 43m. Alternatively, you can take a bus from Chicago Bus Station to Cold Spring via New York Midtown, Port Authority Bus Terminal, Rte 17K Park & Ride, Beacon Station, and Beacon in around 21h 27m.

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