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How to get fromChicago to Water Millby plane, bus, train, bus (Flixbus), car, or bus (Greyhound)

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There are 8 ways to get from Chicago to Water Mill by plane, bus, train, bus (Flixbus), 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, bus

    best
    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    2. Take the bus from JFK Airport Connection - WB to Water Millbus bus
    6h 54m
    $238–746

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

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)plane plane ORD - HPN
    2. Take the bus from 40th & Lex to Water Millbus bus
    9h 35m
    $124–548

  3. Train, bus

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain train Lake Shore Limited / ...
    2. Take the bus from 79th St & Broadway to Water Millbus bus Sag Harbor-Westbound / ...
    23h 14m
    $560–887

  4. Bus

    1. Take the bus from Chicago Bus Station to New York Midtownbus bus FlixBus N2640 / ...
    2. Take the bus from 40th & Lex to Water Millbus bus Montauk-Eastbound / ...
    23h 19m
    $191–314

  5. Drive  880.7 mi

    1. Drive from Chicago to Water Millcar car 880.7 mi
    15h 1m
    $161–233

  6. Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train, 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 New York Penn Station to Ronkonkomatrain train
    3. Take the bus from Islip Airport Connection to Water Millbus bus
    8h 22m
    $172–889

  7. Fly Chicago O'Hare International Airport to Tweed-New Haven Airport, drive

    1. Fly from Chicago O'Hare International Airport (ORD) to Tweed-New Haven Airport (HVN)plane plane ORD - HVN
    2. Drive from New-Haven-Airport-HVN to Water Millcar car
    7h 29m
    $160–535

  8. 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 79th St & Broadway to Water Millbus bus
    25h 39m
    $214–369

Chicago Midway International Airport (MDW) to Laguardia Airport (LGA) flights

Calendar76Weekly Planes
Duration2h 5mAverage Duration
Ticket$132Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Chicago to Water Mill.ExpandLaunch map view
  • Distance: 821.6 mi
  • Duration: 6h 54m

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

You can take a bus from Chicago Bus Station to Water Mill via New York Midtown, W 34 St/7 Av, E 34 St/3 Av, and 40th & Lex in around 23h 19m.

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