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

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There are 10 ways to get from Hempstead to Chicago by train, subway, plane, train (Amtrak), bus (Flixbus), 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 O'Hare International Airport

    best
    1. Take the train from Hempstead to Jamaicatrain
    2. Take the subway from Sutphin Blvd-Archer Av-JFK Airport to Jackson Hts-Roosevelt Avsubway
    3. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)planeLGA - ORD
    5h 26m
    $65–277

  2. Train (Amtrak)

    1. Take the train from Ny Moynihan Train Hall At Penn Station to Chicago Union StationtrainLake Shore Limited / ...
    21h 24m
    $127–565

  3. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus StationbusFlixBus N2640
    23h 21m
    $116–278

  4. Drive 812.5 mi

    1. Drive from Hempstead to Chicagocar812.5 mi
    13h 27m
    $149–215

  5. Fly Laguardia Airport to Chicago Midway International Airport

    1. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)planeLGA - MDW
    5h 15m
    $90–437

  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)planeJFK - ORD
    5h 20m
    $816–1,023

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

    1. Take the train from Hempstead to New York Penn Stationtrain
    2. Take the train from New York Penn Station to Newark Airport Railroad Stationtrain
    3. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)planeEWR - ORD
    5h 57m
    $89–328

  8. Train, train to Newark Liberty International Airport, fly to Chicago Midway International Airport

    1. Take the train from Hempstead to New York Penn Stationtrain
    2. Take the train from New York Penn Station to Newark Airport Railroad Stationtrain
    3. Fly from Newark Liberty International Airport (EWR) to Chicago Midway International Airport (MDW)planeEWR - MDW
    5h 46m
    $94–408

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

    1. Take the train from Hempstead to Grand Central Terminaltrain
    2. Take the train from Grand Central Terminal to White Plainstrain
    3. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)planeHPN - ORD
    8h 3m
    $86–397

  10. Bus via Baltimore

    1. Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus StationbusGreyhound US0670 / ...
    2. Take the bus from Baltimore Downtown Bus Station to Chicago Bus StationbusGreyhound US0164
    24h 37m
    $118–337

Hempstead to Chicago by train (Amtrak)

Calendar10Weekly Trains
Duration21h 24mAverage Duration
Ticket$127Cheapest Price
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Questions & Answers

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

Amtrak operates a train from Ny Moynihan Train Hall At Penn Station to Chicago Union Station once daily. Tickets cost $120–550 and the journey takes 19h 32m. Alternatively, Flixbus USA operates a bus from New York Midtown to Chicago Bus Station once daily. Tickets cost $95–230 and the journey takes 20h 25m.

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