Cheap United flights White Plains (HPN) to Chicago (ORD)

  • Plan, book, fly with confidence

  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
  • one key icon
    Earn twice
    Earn your airline miles on top of our OneKeyCash
Flights from White Plains (HPN) to Chicago (ORD)
Origin airport
Westchester County
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways
Popular airline
American Airlines
Distance
736 mi
Average flight time
1 hour 30 mins

Frequently asked questions

How much is a United Airlines flight from Westchester County Airport (HPN) to O'Hare Intl. Airport (ORD)?
You'll find cheap round-trip United Airlines flights from HPN to ORD by organizing your results from "Price (lowest to highest)" on Expedia. Or look for bargains for a one-way trip.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from HPN to ORD with United Airlines?
United Airlines flights to Chicago are typically more affordable in the off-peak months of January and February. Whether you're searching for a return or one-way ticket, you could land a better deal then.
What is the cheapest time to book flights from Westchester County Airport (HPN) to O'Hare Intl. Airport (ORD) with United Airlines?
Look for affordable United Airlines flights from Westchester County Airport (HPN) to O'Hare Intl. Airport (ORD) one to three months prior to your day of departure. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. Regardless of fare type and journey, the best day to book a domestic flight is generally Sunday and the most expensive is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book their travel on a Monday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.
Does United Airlines fly nonstop from Westchester County Airport (HPN) to O'Hare Intl. Airport (ORD)?
Click on the "Nonstop" filter when searching for direct United Airlines flights from HPN to ORD. You'll also be able to compare other carriers offering the same nonstop journey.
What is the earliest United Airlines flight from HPN to ORD?
Find United Airlines's earliest flights from HPN to ORD by checking the "Morning" and "Early Morning" filters. Not only will you get to where you're going sooner, early departures are also 20% less likely to be canceled.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports does United Airlines fly into in Chicago?
Get on a United Airlines flight from Westchester County Airport (HPN) to Chicago, and you'll likely arrive at O'Hare Intl. Airport (ORD). This is the airline's main hub here.
Why fly with United Airlines from HPN to ORD?
A rewarding loyalty program and the ability to collect points through United Mileage Plus are the start of the reasons to leave from HPN to ORD with United Airlines. Plus, when you sign up to our One Key™ program, you can earn OneKeyCash™* alongside United Airlines's loyalty program earnings. It's yours to spend on your next adventure.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
Can I change or cancel my United Airlines flight from Westchester County Airport (HPN) to O'Hare Intl. Airport (ORD)?
Changes are generally free within 24 hours of booking, but your airline may charge a fee after that. For more details about altering your flights, head to your "Trips," select your flight and click on "Manage Booking." If you want the flexibility to adjust your plans without extra charges, apply the "Changes included" or "No cancel fee" filter when organizing your next escape.

Explore a world of travel with Expedia

*Available to One Key members.