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

Find Transport to Briarcliff Manor

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There are 7 ways to get from Chicago to Briarcliff Manor by plane, train (Amtrak), bus (Flixbus), car, or train

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 O'Hare International Airport to Westchester County Airport

    best
    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)planeORD - HPN
    4h 16m
    $122–515

  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)planeORD - LGA
    2. Take the train from 125th Street - Harlem to Pleasantvilletrain
    6h 43m
    $72–281

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Croton-Harmon Amtrak StationtrainLake Shore Limited
    20h 55m
    $249–689

  4. Bus (Flixbus)

    1. Take the bus from Chicago Bus Station to New York MidtownbusFlixBus N2640
    23h 34m
    $112–279

  5. Drive 811.4 mi

    1. Drive from Chicago to Briarcliff Manorcar811.4 mi
    13h 30m
    $149–214

  6. Fly Chicago Midway International Airport to Laguardia Airport, train

    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)planeMDW - LGA
    2. Take the train from 125th Street - Harlem to Pleasantvilletrain
    6h 26m
    $82–391

  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)planeORD - JFK
    2. Take the train from Grand Central Terminal to Pleasantvilletrain
    7h 4m
    $828–1,043

Chicago to Briarcliff Manor by train and bus (Amtrak)

Calendar7Weekly Services
Duration20h 55mAverage Duration
Ticket$249Cheapest Price
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Questions & Answers

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

American Airlines and Delta fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN) every 4 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Croton-Harmon Amtrak Station once daily. Tickets cost $240–700 and the journey takes 19h 23m.

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