$141 Cheap American Airlines flights Chicago (ORD) to Aspen (ASE)

Landing cheap one-way American Airlines flights from ORD to ASE from $141 on Expedia is a breeze --- just filter by "Price (lowest to highest)." Or check out our affordable return fares from $211 for your next exciting vacation.**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.

Search for affordable American Airlines flights from O'Hare Intl. Airport (ORD) to Pitkin County Airport (ASE) one to three months prior to your departure date. 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 class and itinerary, the best day of the week to book a domestic flight is usually Sunday and the most expensive tends to be 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.

Setting off from ORD at 9:43AM UTC-6, the earliest American Airlines flight to ASE arrives at 12:04PM UTC-7. Traveling earlier in the day means you'll be less likely to encounter delays.* Not a morning person? The last American Airlines flight from ORD to ASE departs at 12:25PM UTC-6 and touches down at 2:42PM UTC-7.*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.