Find cheap flights from Chicago to Aspen starting at $244.
Book one-way or return flights from Chicago to Aspen from as little as $244. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- MDW06:006h 22m1 stopASE11:22Wed, May 1|Chicago - Aspen|Delta Air Lines$244$39037% OFF37% OFF$390$244
- MDW06:006h 42m1 stopASE11:42Sat, Jun 1|Chicago - Aspen|Delta Air Lines$255$39035% OFF35% OFF$390$255
- MDW06:006h 55m1 stopASE11:55Wed, Jul 10|Chicago - Aspen|Delta Air Lines$256$39034% OFF34% OFF$390$256
- ORD05:407h 2m1 stopASE11:42Wed, Jun 5|Chicago - Aspen|Delta Air Lines$256$256
- MDW06:006h 55m1 stopASE11:55Tue, Jul 16|Chicago - Aspen|Delta Air Lines$262$262
- MDW05:306h 6m1 stopASE10:36Tue, Apr 30|Chicago - Aspen|Frontier Airlines$262$262
- ORD19:402h 57mDirectASE21:37Sun, Jun 9|Chicago - Aspen|United Airlines$263$263
- ORD07:104h 26m1 stopASE10:36Mon, Apr 29|Chicago - Aspen|United Airlines$267$267
- MDW09:216h 5m1 stopASE14:26Sun, May 5|Chicago - Aspen|Frontier Airlines$272$272
- ORD09:003h 5mDirectASE11:05Tue, Apr 30|Chicago - Aspen|United Airlines$272$272
- CHI13:003h 5mDirectASE14:00Sun, May 5|Chicago - Aspen|Delta Air LinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Find more flights and airlines
Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Aspen.
- CheapestORD05:326h 50m1 transferASE11:22O'Hare International Airport - Aspen-Pitkin County AirportWed, May 1Delta Air Lines$244
- MDW06:006h 22m1 transferASE11:22Midway International Airport - Aspen-Pitkin County AirportWed, May 1Delta Air Lines$244
- MDW06:006h 22m1 transferASE11:22Midway International Airport - Aspen-Pitkin County AirportWed, May 1Delta Air Lines$244Find More Flights
Frequently Asked Questions
How to find a cheap flight from Chicago to Aspen
Cheapest nonstop flight price | $244 |
---|---|
Cheapest round-trip ticket price | $400 |
Off-season for travel | February |
Peak season for travel | November |
Flight distance | 1,647.6km |
Average flight time | 3 hours 4 minutes |
Popular airline | American Airlines |
Plan Your Trip Around Aspen
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Recommended Hotels in Aspen
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