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How to get fromChicago to Long Islandby plane, train (Amtrak), bus (Flixbus), car, train or bus (Greyhound)

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There are 8 ways to get from Chicago to Long Island by plane, train (Amtrak), bus (Flixbus), car, train, 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

    best
    1. Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)plane plane MDW - LGA
    3h 31m
    $78–435

  2. Fly Chicago O'Hare International Airport to Laguardia Airport

    cheapest
    1. Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)plane plane ORD - LGA
    3h 54m
    $52–255

  3. Train (Amtrak)

    1. Take the train from Chicago Union Station to Ny Moynihan Train Hall At Penn Stationtrain train Lake Shore Limited / ...
    20h 38m
    $119–396

  4. Bus (Flixbus)

    1. Take the bus from Chicago Bus Station to New York City Chinatownbus bus FlixBus N2640
    20h 54m
    $100–252

  5. Drive 793.8 mi

    1. Drive from Chicago to Brooklyncar car 793.8 mi
    13h 22m
    $145–210

  6. Fly Chicago O'Hare International Airport to John F. Kennedy International Airport

    1. Fly from Chicago O'Hare International Airport (ORD) to John F. Kennedy International Airport (JFK)plane plane ORD - JFK
    4h 2m
    $802–1,005

  7. Fly Chicago O'Hare International Airport to Newark Liberty International Airport, train

    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
    5h 3m
    $76–336

  8. Bus via Baltimore

    1. Take the bus from Chicago Bus Station to Baltimore Downtown Bus Stationbus bus Greyhound US0164
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus Greyhound US0670 / ...
    21h 49m
    $111–243

Chicago to Long Island by train, foot, and subway (Amtrak)

Calendar10Weekly Services
Duration20h 38mAverage Duration
Ticket$119Cheapest Price
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Questions & Answers

What companies run services between Chicago, IL, USA and Long Island, Suffolk County, NY, USA?

Southwest Airlines and Delta fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA) every 3 hours. Alternatively, Amtrak operates a train from Chicago Union Station to Ny Moynihan Train Hall At Penn Station once daily. Tickets cost $110–400 and the journey takes 20h 12m.

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