Rome2Rio

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

Find Transport to Chicago

See all options

There are 7 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 Midway International Airport

    best
    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 24m
    $192–614

  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
    $388–727

  4. Bus

    1. Take the bus from Newburgh ShortLine Transportation Center to W 26th St & 7th Avebus bus ShortLine Hudson
    2. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2642 / ...
    25h 31m
    $222–364

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

    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 40m
    $197–374

  6. 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 29m
    $163–522

  7. Bus, bus to Lehigh Valley International Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Newburgh ShortLine Transportation Center to Port Authority Bus Terminalbus bus
    2. Take the bus from Port Authority Bus Terminal to Lehigh Valley International Airport Trans Bridge Bus Stopbus bus
    3. Fly from Lehigh Valley International Airport (ABE) to Chicago O'Hare International Airport (ORD)plane plane ABE - ORD
    10h 5m
    $202–499

Laguardia Airport (LGA) to Chicago Midway International Airport (MDW) flights

Calendar68Weekly Planes
Duration2h 51mAverage Duration
Ticket$92Cheapest Price
See schedules

Questions & Answers

Map of how to get from Wallkill to Chicago.ExpandLaunch map view
  • Distance: 810.4 mi
  • Duration: 6h 24m

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 $280–600 and the journey takes 18h 2m. Alternatively, you can take a vehicle from Wallkill to Chicago Bus Station via Newburgh ShortLine Transportation Center, W 26th St & 7th Ave, and New York Midtown in around 25h 31m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

More Questions & Answers