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How to get fromEast Hampton to Chicagoby train, plane, bus (Flixbus), train (Amtrak), car, or bus

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There are 8 ways to get from East Hampton to Chicago by train, plane, bus (Flixbus), train (Amtrak), 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 Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from East Hampton to Jamaicatrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    7h 5m
    $227–609

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

    cheapest
    1. Take the train from East Hampton to Jamaicatrain train
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    9h 51m
    $128–550

  3. Bus

    1. Take the bus from East Hampton - WB to 3 Av & 39 Stbus bus Montauk-Westbound / ...
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    20h 50m
    $176–320

  4. Train

    1. Take the train from East Hampton to Jamaicatrain train Montauk Branch
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    23h 24m
    $324–707

  5. Drive 891.2 mi

    1. Drive from East Hampton to Chicagocar car 891.2 mi
    15h 18m
    $163–235

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

    1. Take the train from East Hampton to Jamaicatrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    7h 26m
    $237–709

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

    1. Take the train from East Hampton to Jamaicatrain train
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    7h 57m
    $166–940

  8. Train, bus

    1. Take the train from East Hampton 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
    26h 28m
    $180–404

East Hampton to Chicago by train

Calendar10Weekly Trains
Duration23h 24mAverage Duration
Ticket$324Cheapest Price
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Questions & Answers

Map of how to get from East Hampton to Chicago.ExpandLaunch map view
  • Distance: 833.7 mi
  • Duration: 7h 5m

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

You can take a bus from East Hampton - WB to Chicago Bus Station via 3 Av & 39 St, E 34 St/3 Av, W 34 St/7 Av, and New York Midtown in around 20h 50m. Alternatively, you can take a train from East Hampton to Chicago Union Station via Jamaica, Penn Station, and Ny Moynihan Train Hall At Penn Station in around 23h 24m.

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