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How to get fromStaten Island to Chicagoby plane, bus (Flixbus), train (Amtrak), car, bus, subway, train, or bus (Greyhound)

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There are 9 ways to get from Staten Island to Chicago by plane, bus (Flixbus), train (Amtrak), car, bus, subway, 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 Newark Liberty International Airport to Chicago O'Hare International Airport

    best
    1. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    3h 51m
    $235–1,503

  2. Bus (Flixbus)

    cheapest
    1. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    19h 40m
    $136–245

  3. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    22h 6m
    $313–657

  4. Drive 787.6 mi

    1. Drive from Staten Island to Chicagocar car 787.6 mi
    13h 23m
    $144–208

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

    1. Take the bus from Hylan Blvd/Buffalo St to Church St/Fulton Stbus bus
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    5h 47m
    $158–565

  6. Bus, subway to Laguardia Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Hylan Blvd/Buffalo St to Church St/Fulton Stbus bus
    2. Take the subway from World Trade Center to Jackson Hts-Roosevelt Avsubway subway
    3. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    6h 7m
    $208–665

  7. Bus, subway, train to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Hylan Blvd/Buffalo St to 4 Av/86 Stbus bus
    2. Take the subway from 86 St to Atlantic Av-Barclays Ctrsubway subway
    3. Take the train from Atlantic Terminal to Jamaicatrain train
    4. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    6h 14m
    $332–883

  8. Fly Newark Liberty International Airport to General Mitchell International Airport, train

    1. Fly from Newark Liberty International Airport (EWR) to General Mitchell International Airport (MKE)plane plane EWR - MKE
    2. Take the train from Milwaukee to Chicago Union Stationtrain train
    5h 53m
    $662–967

  9. Bus via Baltimore

    1. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus bus Greyhound US0670 / ...
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus bus Greyhound US0164
    25h 7m
    $158–357

Staten Island to Chicago by bus (Flixbus)

Calendar15Weekly Buses
Duration19h 40mAverage Duration
Ticket$136Cheapest Price
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Questions & Answers

Map of how to get from Staten Island to Chicago.ExpandLaunch map view
  • Distance: 748 mi
  • Duration: 3h 51m

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

American Airlines, United Airlines, and Delta fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, Flixbus USA operates a bus from New York Midtown to Chicago Bus Station twice daily. Tickets cost $130–230 and the journey takes 16h 55m.

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