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

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

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 Beacon to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    6h 31m
    $234–686

  2. Drive  792.2 mi

    cheapest
    1. Drive from Wallkill to Chicagocar car 792.2 mi
    13h 6m
    $145–209

  3. Train (Amtrak)

    1. Take the train from Poughkeepsie Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    18h 33m
    $318–677

  4. Bus

    1. Take the bus from Newburgh ShortLine Transportation Center to 9th Ave & W 30th Stbus bus ShortLine Hudson
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2640 / ...
    23h 18m
    $222–344

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

    1. Take the train from Beacon to 125th Street - Harlemtrain train
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    6h 22m
    $304–786

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

    1. Take the train from Salisbury Mills-Cornwall to Secaucus Lower Leveltrain train
    2. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane plane EWR - ORD
    6h 35m
    $235–1,009

  7. Bus to Westchester County Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Newburgh to White Plains, Nybus bus
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    7h 28m
    $183–672

  8. Train, bus to Lehigh Valley International Airport, fly to Chicago O'Hare International Airport

    1. Take the train from Beacon to Grand Central Terminaltrain train
    2. Take the bus from New York, NY to Lehigh Valley Intl Airportbus bus
    3. Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane plane ABE - ORD
    8h 48m
    $225–507

Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD) flights

Calendar231Weekly Planes
Duration2h 39mAverage Duration
Ticket$75Cheapest Price
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Comparing Your Travel Options

Map of how to get from Wallkill to Chicago.ExpandLaunch map view
  • Distance: 826 mi
  • Duration: 6h 31m

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

Amtrak operates a train from Poughkeepsie Amtrak Station to Chicago Union Station once daily. Tickets cost $210–550 and the journey takes 18h 2m. Alternatively, you can take a vehicle from Wallkill to Chicago Bus Station via Newburgh ShortLine Transportation Center, 9th Ave & W 30th St, and New York Midtown in around 23h 18m.

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