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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 7 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 42m
    $224–712

  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 34m
    $134–572

  3. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2641 / ...
    2. Take the bus from 40th & Lex to Amagansettbus bus Montauk-Eastbound / ...
    20h 49m
    $157–282

  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 Jamaica to Amagansetttrain train Montauk Branch
    24h
    $286–633

  5. Drive 893.8 mi

    1. Drive from Chicago to Amagansettcar car 893.8 mi
    15h 25m
    $164–236

  6. 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)plane plane ORD - JFK
    2. Take the train from Jamaica to Amagansetttrain train
    7h 44m
    $344–919

  7. 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
    $196–394

Chicago to Amagansett by train

Calendar10Weekly Trains
Duration24hAverage Duration
Ticket$286Cheapest Price
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Questions & Answers

Map of how to get from Chicago to Amagansett.ExpandLaunch map view
  • Distance: 838.2 mi
  • Duration: 7h 42m

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 20h 49m. Alternatively, you can take a train from Chicago Union Station to Amagansett via Ny Moynihan Train Hall At Penn Station, New York Penn Station, and Jamaica in around 24h.

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