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

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There are 10 ways to get from Hempstead to Chicago by train, subway, plane, bus (Flixbus), train (Amtrak), 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. Train, subway to Laguardia Airport, fly to Chicago Midway International Airport

    best
    1. Take the train from Hempstead to Jamaicatrain train
    2. Take the subway from Sutphin Blvd-Archer Av-JFK Airport to Jackson Hts-Roosevelt Avsubway subway
    3. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    5h 6m
    $160–567

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

    cheapest
    1. Take the train from Hempstead to Grand Central Terminaltrain train
    2. Take the train from Grand Central Terminal to White Plainstrain train
    3. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    7h 53m
    $107–477

  3. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    19h 51m
    $134–237

  4. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union Stationtrain train Lake Shore Limited / ...
    21h 38m
    $320–667

  5. Drive 812.5 mi

    1. Drive from Hempstead to Chicagocar car 812.5 mi
    13h 36m
    $149–215

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

    1. Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane plane JFK - ORD
    5h 12m
    $326–873

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

    1. Take the train from Hempstead to Jamaicatrain train
    2. Take the subway from Sutphin Blvd-Archer Av-JFK Airport to Jackson Hts-Roosevelt Avsubway subway
    3. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    5h 27m
    $210–667

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

    1. Take the train from Mineola to New York Penn Stationtrain train
    2. Take the train from New York Penn Station to Newark Airport Railroad Stationtrain train
    3. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    5h 40m
    $179–1,447

  9. Train to Philadelphia International Airport, fly to Chicago Midway International Airport

    1. Take the train from Ny Moynihan Train Hall At Penn Station to 30th Street Stationtrain train
    2. Fly from Philadelphia International Airport (PHL) to Chicago Midway International Airport (MDW)plane plane PHL - MDW
    6h 31m
    $172–1,022

  10. 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 16m
    $161–356

Hempstead to Chicago by bus and foot (Flixbus)

Calendar7Weekly Services
Duration19h 51mAverage Duration
Ticket$134Cheapest Price
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Questions & Answers

Map of how to get from Hempstead to Chicago.ExpandLaunch map view
  • Distance: 753.1 mi
  • Duration: 5h 6m

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

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. Alternatively, Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $310–650 and the journey takes 19h 32m.

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