Rome2Rio

How to get fromWhite Plains Airport (HPN) to Chicagoby plane, bus, train, bus (Flixbus), train (Amtrak), bus (Greyhound), or car

Find Transport to Chicago

See all options

There are 7 ways to get from White Plains Airport (HPN) to Chicago by plane, bus, train, bus (Flixbus), train (Amtrak), bus (Greyhound), or car

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

  1. Fly Westchester County Airport to Chicago O'Hare International Airport

    best
    1. Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane plane HPN - ORD
    3h 21m
    $102–520

  2. Line 12 bus, train, bus to Laguardia Airport, fly to Chicago Midway International Airport

    1. Take the bus from Westchester County Airport Terminal to White Plains Bus Terminal Lane Bbus bus
    2. Take the train from White Plains to 125th Street - Harlemtrain train
    3. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus bus
    4. Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane plane LGA - MDW
    6h 1m
    $216–580

  3. Bus (Flixbus)

    1. Take the bus from New York Midtown to Chicago Bus Stationbus bus FlixBus N2641 / ...
    21h 2m
    $136–240

  4. Train (Amtrak)

    1. Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain train Lake Shore Limited
    21h 53m
    $292–617

  5. Line 12 bus, train, bus to Laguardia Airport, fly to Chicago O'Hare International Airport

    1. Take the bus from Westchester County Airport Terminal to White Plains Bus Terminal Lane Bbus bus
    2. Take the train from White Plains to 125th Street - Harlemtrain train
    3. Take the bus from E 125 St/Lexington Av to Laguardia Rd/94 Stbus bus
    4. Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane plane LGA - ORD
    6h 22m
    $146–680

  6. 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 25m
    $170–366

  7. Drive 814.3 mi

    1. Drive from White Plains Airport (HPN) to Chicagocar car 814.3 mi
    13h 40m
    $149–215

White Plains Airport (HPN) to Chicago by bus (Flixbus)

Calendar7Weekly Buses
Duration21h 2mAverage Duration
Ticket$136Cheapest Price
See schedules

Questions & Answers

Map of how to get from White Plains Airport (HPN) to Chicago.ExpandLaunch map view
  • Distance: 754.3 mi
  • Duration: 3h 21m

What companies run services between White Plains Airport (HPN), USA and Chicago, IL, USA?

American Airlines and Delta fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD) every 2 hours. Alternatively, 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.

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

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

More Questions & Answers