$200 Cheap United flights Durango (DRO) to Chicago (ORD)

Make use of the "Price (lowest to highest)" filter on Expedia to find cheap United Airlines return flights from $323 from DRO to ORD. Affordable one-way tickets from $200 are also on offer.**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.

To find cheap United Airlines fares from La Plata County Airport (DRO) to O'Hare Intl. Airport (ORD), start searching one to three months before your planned departure. Reserving domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also affect the cost. Sunday is usually the cheapest, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking your flight on a Sunday.**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.

Sort your results by "Morning" and "Early Morning" to find the earliest flights from DRO to ORD. Leaving early means you're less likely to experience cancellations.**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 opportunity to collect points through United Mileage Plus are the start of the reasons to leave from DRO to ORD with United Airlines. Plus, when you sign up to our One Key™ program, you can receive OneKeyCash™* in addition to any airline loyalty program earnings. You can put it toward your future trips.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.