$109 Cheap American Airlines flights Colorado Springs (COS) to Chicago (ORD)

Make use of the "Price (lowest to highest)" filter on Expedia to search for cheap American Airlines round-trip flights from $134 from COS to ORD. Affordable one-way fares from $109 are available too.**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.

Look for cheap American Airlines flights from Colorado Springs Airport (COS) to O'Hare Intl. Airport (ORD) one to three months prior to your 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. No matter the fare type and itinerary, the best day to book a domestic flight is usually Sunday and the most expensive is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book 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.

To find the earliest departure from COS to ORD with American Airlines, filter your search by "Early Morning" and "Morning." Choosing an early flight usually means you'll experience fewer 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.