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How to get fromChicago to Pound Ridgeby plane, train (Amtrak), bus (Flixbus, Greyhound), car, train or bus

Find Transport to Pound Ridge

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There are 8 ways to get from Chicago to Pound Ridge by plane, train (Amtrak), bus (Flixbus, Greyhound), car, train, or bus

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 22m
    $132–525

  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 Katonahtrain
    6h 8m
    $112–346

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Croton-Harmon Amtrak StationtrainLake Shore Limited
    19h 59m
    $149–379

  4. Bus

    1. Take the bus from Chicago Bus Station to New York MidtownbusFlixBus N2640
    2. Take the bus from Port Authority Bus Terminal to Stamford Bus StopbusGreyhound US0240
    24h 41m
    $126–304

  5. Drive 825.3 mi

    1. Drive from Chicago to Pound Ridgecar825.3 mi
    13h 53m
    $151–218

  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 Katonahtrain
    5h 51m
    $126–456

  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 Katonahtrain
    6h 28m
    $868–1,098

  8. Bus, train

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus
    3. Take the train from Grand Central Terminal to Stamfordtrain
    24h 56m
    $138–329

Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN) flights

Calendar45Weekly Planes
Duration3h 22mAverage Duration
Ticket$90Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Pound Ridge, 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 $95–320 and the journey takes 19h 23m.

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