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How to get fromChicago to The Hamptonsby plane, train, bus, bus (Flixbus), train (Amtrak), car, subway, or car ferry

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There are 10 ways to get from Chicago to The Hamptons by plane, train, bus, bus (Flixbus), train (Amtrak), car, subway, or car ferry

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 John F. Kennedy International Airport, train, line 92 bus

    best
    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 Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Riverheadtrain train
    4. Take the bus from Riverhead LIRR to North Rd/Old Canoe Place Rdbus bus
    8h 22m
    $340–904

  2. Fly Chicago Midway International Airport to Theodore Francis Green State Airport, train, car ferry, bus

    cheapest
    1. Fly from Chicago Midway International Airport (MDW) to Theodore Francis Green State Airport (PVD)plane plane MDW - PVD
    2. Take the train from Providence to New Londontrain train
    3. Take the carferry from New London to Orient Pointcarferry car ferry
    4. Take the bus from Orient Point Ferry Dock to North Rd/Old Canoe Place Rdbus bus
    11h 50m
    $120–520

  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 Water Millbus bus Montauk-Eastbound / ...
    21h 29m
    $178–319

  4. Train

    1. Take the train from Chicago Union Station to Croton-Harmon Amtrak Stationtrain train
    2. Take the train from Croton-Harmon to Grand Central Terminaltrain train
    3. Take the train from Jamaica to Hampton Baystrain train
    24h
    $353–708

  5. Drive 873.1 mi

    1. Drive from Chicago to The Hamptonscar car 873.1 mi
    14h 50m
    $160–231

  6. Subway to Chicago Midway International Airport, fly to Laguardia Airport, train, line 92 bus

    1. Take the subway from Adams/Wabash to Midwaysubway subway
    2. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    3. Take the train from Woodside to Ronkonkomatrain train
    4. Take the train from Ronkonkoma to Riverheadtrain train
    5. Take the bus from Riverhead LIRR to North Rd/Old Canoe Place Rdbus bus
    8h 27m
    $222–598

  7. Fly Chicago O'Hare International Airport to Laguardia Airport, train, line 92 bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane plane ORD - LGA
    2. Take the train from Woodside to Ronkonkomatrain train
    3. Take the train from Ronkonkoma to Riverheadtrain train
    4. Take the bus from Riverhead LIRR to North Rd/Old Canoe Place Rdbus bus
    8h 47m
    $232–698

  8. Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train, line 92 bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Newark Liberty International Airport (EWR)plane plane ORD - EWR
    2. Take the train from Newark Airport Railroad Station to New York Penn Stationtrain train
    3. Take the train from New York Penn Station to Ronkonkomatrain train
    4. Take the train from Ronkonkoma to Riverheadtrain train
    5. Take the bus from Riverhead LIRR to North Rd/Old Canoe Place Rdbus bus
    9h 9m
    $164–929

  9. Fly Chicago O'Hare International Airport to Westchester County Airport, train, line 92 bus

    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the train from White Plains to Grand Central Terminaltrain train
    3. Take the train from Grand Central Terminal to Ronkonkomatrain train
    4. Take the train from Ronkonkoma to Riverheadtrain train
    5. Take the bus from Riverhead LIRR to North Rd/Old Canoe Place Rdbus bus
    11h 43m
    $130–569

  10. Fly Chicago Midway International Airport to Bradley International Airport, train, car ferry, bus

    1. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane plane MDW - BDL
    2. Take the train from Windsor Locks to New Haventrain train
    3. Take the train from New Haven to New Londontrain train
    4. Take the carferry from New London to Orient Pointcarferry car ferry
    5. Take the bus from Orient Point Ferry Dock to North Rd/Old Canoe Place Rdbus bus
    12h 27m
    $150–647

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

Calendar103Weekly Planes
Duration3h 13mAverage Duration
Ticket$61Cheapest Price
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Questions & Answers

Map of how to get from Chicago to The Hamptons.ExpandLaunch map view
  • Distance: 836.3 mi
  • Duration: 8h 22m

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

You can take a bus from Chicago Bus Station to The Hamptons via New York Midtown, W 34 St/7 Av, E 34 St/3 Av, 40th & Lex, Montauk Hwy/Station Rd, and North Rd/Old Canoe Place Rd in around 21h 29m. Alternatively, you can take a train from Chicago Union Station to The Hamptons via Croton-Harmon, Grand Central Terminal, Jamaica, and Hampton Bays in around 24h.

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