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

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There are 10 ways to get from Islip to Chicago by train, plane, train (Amtrak), bus, 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 Laguardia Airport, fly to Chicago O'Hare International Airport

    best
    1. Take the train from Islip to Jamaicatrain
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)planeLGA - ORD
    5h 45m
    $69–289

  2. Train

    1. Take the train from Babylon to New York Penn StationtrainBabylon Branch / ...
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union StationtrainLake Shore Limited / ...
    22h 18m
    $132–576

  3. Train, bus

    1. Take the train from Amityville to New York Penn StationtrainBabylon Branch
    2. Take the bus from New York Midtown to Chicago Bus StationbusFlixBus N2640
    23h 27m
    $106–253

  4. Drive 836.1 mi

    1. Drive from Islip to Chicagocar836.1 mi
    13h 57m
    $153–221

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

    1. Take the train from Islip to Jamaicatrain
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)planeLGA - MDW
    5h 34m
    $94–449

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

    1. Take the train from Islip to Jamaicatrain
    2. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)planeJFK - ORD
    5h 39m
    $820–1,035

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

    1. Take the train from Islip to Jamaicatrain
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)planeEWR - ORD
    6h 16m
    $93–340

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

    1. Take the train from Islip to Jamaicatrain
    2. Take the train from Jamaica to Grand Central Terminaltrain
    3. Take the train from Grand Central Terminal to White Plainstrain
    4. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)planeHPN - ORD
    8h 23m
    $90–410

  9. Train to Laguardia Airport, fly to General Mitchell International Airport, train

    1. Take the train from Islip to Jamaicatrain
    2. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)planeLGA - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain
    8h 6m
    $206–629

  10. Train, bus via Baltimore

    1. Take the train from Babylon to New York Penn Stationtrain
    2. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus
    3. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus
    25h 28m
    $122–351

Islip to Chicago by bus and train

Calendar10Weekly Services
Duration22h 18mAverage Duration
Ticket$132Cheapest 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 18m.

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Train operators
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