Compare fares and flight options for Chicago — Aspen. Prices can change; check availability when searching.
A non-stop flight is the most convenient and comfortable way to fly from Chicago to Aspen, despite the fact that sometimes flights with transfers can cost significantly less.
Answers to questions about the route that travelers are most interested in.
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No monthly price comparison is available yet.
Chicago — Aspen
01/28/2027
Departure
Direct flight
AA6506
starting at $315
Chicago — Aspen
01/30/2027
Departure
Direct flight
AA6250
starting at $315
Chicago — Aspen
12/19/2026
Departure
Direct flight
UA4697
starting at $345
starting at $315
starting at $345
American Airlines
Th and Sa
starting at $315
United Airlines
Sa
starting at $345
The flight selection for Chicago — Aspen includes offers from American Airlines and United Airlines. Compare the featured carriers: the cheapest ticket found costs $315.
Direct offers from Chicago to Aspen were found for these airlines: American Airlines: Th and Sa; United Airlines: Sa.
Weekdays and prices come from the offers found. This is not a complete schedule; availability and flight frequency can change.
The cheapest flight ticket from Chicago to Aspen according to data for the last 48 hours costs $315
The lowest prices in the available monthly data for Chicago — Aspen are in: December. Prices can change.
The shortest duration among the offers found for Chicago — Aspen is 3 hours 34 minutes, including connections if present.
Direct flight offers from Chicago to Aspen were found for: American Airlines, United Airlines
The cheapest one-way flight from Chicago to Aspen departs on 01/28/2027, is operated by American Airlines and costs $315
The cheapest roundtrip flight from Chicago to Aspen departs on 03/26/2027, is operated by American Airlines and costs $552
Fastest flight from Chicago to Aspen takes 3h 34m
Direct offers were found on these weekdays: Th and Sa.
The average outbound duration among direct offers for Chicago to Aspen is 3h 49m. The found offers from Chicago to Aspen depart between 7:20 AM and 11:45 AM, in the origin city’s time zone. The straight-line distance between Chicago and Aspen is 1648km.
Direct-flight weekdays and the fastest option are based on the offers found.
Duration and departure times are based on found offers, not the full schedule. Times use the origin city’s time zone.
We couldn't find any special offers for flights from Chicago to Aspen