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How to get fromWesthampton Beach to Chicagoby train, plane, train (Amtrak), bus (Flixbus), car or bus

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There are 10 ways to get from Westhampton Beach to Chicago by train, plane, train (Amtrak), bus (Flixbus), car, 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. Train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the train from Speonk to Jamaicatrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    6h 38m
    $822–1,108

  2. Train to Laguardia Airport, fly to Chicago O'Hare International Airport

    cheapest
    1. Take the train from Speonk to Jamaicatrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    6h 52m
    $116–352

  3. Train

    1. Take the train from Westhampton to New York Penn Stationtrain train Montauk Branch
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    22h 40m
    $166–418

  4. Bus

    1. Take the bus from Westhampton to 86th St & Broadwaybus bus WESTHAMPTON-Westbound
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640
    23h 50m
    $149–270

  5. Drive 865.5 mi

    1. Drive from Westhampton Beach to Chicagocar car 865.5 mi
    14h 41m
    $158–229

  6. Train to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the train from Speonk to Jamaicatrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    6h 36m
    $146–562

  7. Train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Speonk to Jamaicatrain train
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    7h 16m
    $135–423

  8. Train to Westchester County Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Speonk to Jamaicatrain train
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    9h 26m
    $132–433

  9. Train to Laguardia Airport, fly to General Mitchell International Airport, train

    1. Take the train from Speonk to Jamaicatrain train
    2. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)plane plane LGA - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain train
    9h 8m
    $278–707

  10. Train, bus

    1. Take the train from Speonk to Jamaicatrain train
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus
    25h 54m
    $169–302

John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD) flights

Calendar73Weekly Planes
Duration3h 35mAverage Duration
Ticket$50Cheapest Price
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Questions & Answers

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

You can take a vehicle from Westhampton Beach to Chicago Union Station via Westhampton, Penn Station, and Ny Moynihan Train Hall At Penn Station in around 22h 40m. Alternatively, you can take a vehicle from Westhampton Beach to Chicago Bus Station via Westhampton, 86th St & Broadway, 86 St, 34 St-Penn Station, and New York Midtown in around 23h 50m.

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