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How to get fromIslip to Chicagoby train, plane, bus, train (Amtrak) or car

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There are 9 ways to get from Islip to Chicago by train, plane, bus, train (Amtrak), or car

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 John F. Kennedy International Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the train from Islip to Jamaicatrain train
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    5h 28m
    $520–1,235

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

    cheapest
    1. Take the train from Islip to Jamaicatrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    5h 48m
    $79–329

  3. Train, bus

    1. Take the train from Amityville to New York Penn Stationtrain train Babylon Branch
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    20h 2m
    $121–223

  4. Train

    1. Take the train from Babylon to New York Penn Stationtrain train Babylon Branch / ...
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    22h 23m
    $282–626

  5. Drive 835.9 mi

    1. Drive from Islip to Chicagocar car 835.9 mi
    14h 6m
    $153–221

  6. Train to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the train from Islip to Jamaicatrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    5h 31m
    $99–509

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

    1. Take the train from Islip to Jamaicatrain train
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    6h 14m
    $93–330

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

    1. Take the train from Islip to Jamaicatrain train
    2. Take the train from Jamaica to Grand Central Terminaltrain train
    3. Take the train from Grand Central Terminal to White Plainstrain train
    4. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    8h 25m
    $465–650

  9. Train, bus via Baltimore

    1. Take the train from Babylon to New York Penn Stationtrain 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
    25h 33m
    $177–386

Islip to Chicago by bus and train

Calendar17Weekly Services
Duration20h 2mAverage Duration
Ticket$121Cheapest Price
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Questions & Answers

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

You can take a bus from Islip Town Hall to Chicago Union Station via Babylon LIRR, Babylon, Penn Station, and Ny Moynihan Train Hall At Penn Station in around 22h 23m.

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