$224 Cheap United flights Charlottesville (CHO) to Chicago (ORD)

Grab affordable return United Airlines flights from $209 from CHO to ORD by sorting your results from "Price (lowest to highest)" on Expedia. Or search for bargains from $224 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.

Begin your search one to three months before your departure to score cheap fares on United Airlines flights from Charlottesville-Albemarle Airport (CHO) to O'Hare Intl. Airport (ORD). You can save 25% by booking your domestic flight 34 to 86 days in advance compared to last-minute reservations made 6 to 12 days out. You could also reduce costs by buying your fare on a Sunday, as it's 6% cheaper on average than a Monday, the most expensive day to book.* Time it well, and you can enjoy significant savings on domestic flights.*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.

The earliest flight from CHO to ORD with United Airlines departs at 10:15AM UTC-5. You'll land at 11:20AM UTC-6. The last United Airlines flight of the day leaves at 5:50PM UTC-5 and arrives at 6:55PM UTC-6. With 20% fewer cancellations for early and mid-morning flights, heading out early is usually the best option.**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.

A rewarding loyalty program and the ability to rack up points through United Mileage Plus are the start of the reasons to travel from CHO to ORD with United Airlines. Plus, when you join our One Key™ program, you can earn OneKeyCash™* in addition to any airline loyalty program earnings. It's yours to use wherever your next trip takes you.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.