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How to get fromChicago to Ryeby plane, train (Amtrak), bus (Greyhound), car, train, subway or bus (Flixbus)

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There are 9 ways to get from Chicago to Rye by plane, train (Amtrak), bus (Greyhound), car, train, subway, or bus (Flixbus)

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 11m
    $114–502

  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 Ryetrain
    5h 27m
    $68–286

  3. Train

    1. Take the train from Chicago Union Station to Croton-Harmon Amtrak StationtrainLake Shore Limited
    2. Take the train from Croton-Harmon to 125th Street - HarlemtrainHudson
    21h 29m
    $121–344

  4. Bus via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus StationbusGreyhound US0164
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus TerminalbusGreyhound US0670 / ...
    22h 49m
    $122–299

  5. Drive 808.1 mi

    1. Drive from Chicago to Ryecar808.1 mi
    13h 24m
    $148–213

  6. Subway to Chicago Midway International Airport, fly to Laguardia Airport, train

    1. Take the subway from Roosevelt to Midwaysubway
    2. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)planeMDW - LGA
    3. Take the train from 125th Street - Harlem to Ryetrain
    5h 9m
    $84–396

  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 Jamaica to Grand Central Terminaltrain
    3. Take the train from Grand Central Terminal to Ryetrain
    5h 43m
    $824–1,038

  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)planeORD - EWR
    2. Take the train from Newark Liberty International Airport to New Rochelle Amtrak Stationtrain
    6h 52m
    $74–497

  9. Bus (Flixbus)

    1. Take the bus from Chicago Bus Station to New York MidtownbusFlixBus N2640
    23h 3m
    $107–458

Chicago to Rye by train

Calendar7Weekly Trains
Duration21h 29mAverage Duration
Ticket$121Cheapest Price
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Questions & Answers

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

American Airlines and Delta fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN) every 4 hours. Alternatively, you can take a train from Chicago Union Station to Rye via Croton-Harmon and 125th Street - Harlem in around 21h 29m.

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