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

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There are 6 ways to get from Chicago to Amagansett by plane, train, bus (Flixbus), train (Amtrak), car, or bus (Greyhound)

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 Midway International Airport to Laguardia Airport, train

    best
    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    2. Take the train from Jamaica to Amagansetttrain train
    7h 48m
    $238–713

  2. Fly Chicago O'Hare International Airport to Westchester County Airport, train

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the train from Jamaica to Amagansetttrain train
    10h 45m
    $98–412

  3. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640 / ...
    2. Take the bus from 40th & Lex to Amagansettbus bus Montauk-Eastbound / ...
    23h 54m
    $193–317

  4. Train

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain train Lake Shore Limited / ...
    2. Take the train from New York Penn Station to Amagansetttrain train Montauk Branch
    24h 9m
    $552–869

  5. Drive  893.8 mi

    1. Drive from Chicago to Amagansettcar car 893.8 mi
    15h 25m
    $158–229

  6. Bus via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus
    2. Take the bus from Baltimore to New Yorkbus bus
    3. Take the bus from 40th & Lex to Amagansettbus bus
    25h 56m
    $218–374

Chicago to Amagansett by train

Calendar5Weekly Trains
Duration24h 9mAverage Duration
Ticket$552Cheapest Price
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Comparing Your Travel Options

Map of how to get from Chicago to Amagansett.ExpandLaunch map view
  • Distance: 836.9 mi
  • Duration: 7h 48m

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

You can take a bus from Chicago Bus Station to Amagansett via New York Midtown, W 34 St/7 Av, E 34 St/3 Av, and 40th & Lex in around 23h 54m. Alternatively, you can take a train from Chicago Union Station to Amagansett via Ny Moynihan Train Hall At Penn Station and New York Penn Station in around 24h 9m.

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