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

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There are 9 ways to get from Wallkill to Chicago by bus, plane, train (Amtrak), bus (Greyhound, Flixbus), car, or train

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Bus to Albany County Airport, fly to Chicago Midway International Airport

    best
    1. Take the bus from Rosendale, Ny to Albany Sunybus
    2. Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)planeALB - MDW
    7h 47m
    $132–649

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

    cheapest
    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)planeLGA - ORD
    9h 8m
    $76–298

  3. Train (Amtrak)

    1. Take the train from Poughkeepsie Amtrak Station to Chicago Union StationtrainLake Shore Limited
    18h 33m
    $193–390

  4. Bus

    1. Take the bus from Rosendale to New Yorkbus
    2. Take the bus from Port Authority Bus Terminal to Newark Penn Stationbus108
    3. Take the bus from Newark Penn Station to Chicago Bus Stationbus
    24h 51m
    $128–305

  5. Drive 792.2 mi

    1. Drive from Wallkill to Chicagocar792.2 mi
    12h 57m
    $145–209

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

    1. Take the bus from Rosendale to New Yorkbus
    2. Take the bus from Port Authority Bus Terminal to Terminal Bbus
    3. Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)planeEWR - ORD
    8h 24m

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

    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)planeLGA - MDW
    8h 56m
    $96–448

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

    1. Take the bus from Rosendale, Ny to White Plains, Nybus
    2. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)planeHPN - ORD
    9h 30m
    $494–953

  9. Train to Laguardia Airport, fly to General Mitchell International Airport, train

    1. Take the train from Poughkeepsie to 125th Street - Harlemtrain
    2. Fly from Laguardia Airport (LGA) to General Mitchell International Airport (MKE)planeLGA - MKE
    3. Take the train from Milwaukee to Chicago Union Stationtrain
    11h 29m
    $174–703

Wallkill to Chicago by bus

Calendar10Weekly Buses
Duration24h 51mAverage Duration
Ticket$128Cheapest Price
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Questions & Answers

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 $100–280 and the journey takes 18h 2m. Alternatively, you can take a bus from Wallkill Popp Park to Chicago Bus Station via Rosendale, New York, Port Authority Bus Terminal, and Newark Penn Station in around 24h 51m.

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