Find Cheap Flights from Chicago (CHI) to Aspen (DEN) from CHF 236

Many airlines offer flexible change policies

Earn BONUS+ rewardsOpens in a new window on top of your airline points

Enjoy exclusive promotions on the ebookers app!

Selected flight deals from Chicago to Aspen

The lowest prices found within the past 7 days from Chicago to Aspen were CHF 122 for one-way flights and CHF 236 for return flights, for the period specified. Prices and availability are subject to change. Additional terms apply.

Cheap Flights from Chicago to Aspen & Flight Information
Origin airport IATA code
ORD
Destination airport IATA code
DEN
Number of flight options
2
Return price
CHF 235
Average flight time
1 hour 47 mins

Aspen Flight Information

Traveling From
Chicago
Origin Airport IATA Code
CHI
Traveling To
Aspen
Destination Airport IATA Code
DEN
Number of Airlines Serving
Available Airlines
United, American Airlines, Delta
Distance
Direct Flight Time
Flight Price
CHF 236

Need a car after flight from Chicago to Aspen

Place to stay after flight from Chicago to Aspen

The Inn at Aspen

The Inn at Aspen

3.5 out of 5
38750 CO-82 Aspen CO
Dieses Hotel für Wintersportler bietet dir einen angenehmen Aufenthalt in Aspen. Freu dich auf WLAN-Internetzugang (kostenlos), Parken ohne Service (kostenlos) ...
8.6/10 Excellent! (982 reviews)
Clean room nice friendly staff

Reviewed on 18 Nov 2025

Opens in a new windowThe Inn at Aspen
The Gant

The Gant

4 out of 5
610 SOUTH WEST END STREET Aspen CO
Diese Ferienwohnung im Boutique-Stil bietet dir einen angenehmen Aufenthalt in Aspen. Freu dich auf WLAN-Internetzugang (kostenlos), Parken ohne Service (kostenlos) ...
9.4/10 Exceptional! (935 reviews)
great

Reviewed on 26 Oct 2025

Opens in a new windowThe Gant
St. Moritz Lodge & Condominiums

St. Moritz Lodge & Condominiums

2.5 out of 5
334 W Hyman Ave Aspen CO
Dieses Hotel für Wintersportler bietet dir einen angenehmen Aufenthalt in Aspen. Freu dich auf WLAN-Internetzugang (kostenlos), Parken ohne Service (kostenlos) ...
9/10 Wonderful! (1,007 reviews)
Tucked away location. Cute and Clean. The pool was amazing. Grounds are well Kept with great view. Our room was great, bathroom and shower nice.

Reviewed on 19 Nov 2025

Opens in a new windowSt. Moritz Lodge & Condominiums
Save an average of 15% on thousands of hotels when you're signed in
Limelight Hotel Aspen

Limelight Hotel Aspen

4 out of 5
355 S. Monarch St Aspen CO
Dieses Hotel im Boutique-Stil bietet dir einen angenehmen Aufenthalt in Aspen. Freu dich auf inbegriffenes Frühstück, 2 Whirlpools und Flughafentransfer. Die ...
9.6/10 Exceptional! (1,000 reviews)
The property was very nice. I loved the guest room that I had for my stay. I was upgraded to a suite at check in. The complimentary breakfast was very nice and had a good variety of foods and drinks. All of the staff on property were friendly and helpful.

Reviewed on 15 Nov 2025

Opens in a new windowLimelight Hotel Aspen
W Aspen

W Aspen

4 out of 5
550 South Spring Street Aspen CO
Dieses Hotel für Wintersportler bietet dir einen angenehmen Aufenthalt in Aspen. Freu dich auf Ski-Shuttle, Zimmerservice (bitte Zeiten beachten) und Fitnesscenter ...
8.6/10 Excellent! (180 reviews)
Unbelievable customer service. We had an amazing time.

Reviewed on 9 Nov 2025

Opens in a new windowW Aspen
Hotel Jerome, Auberge Collection

Hotel Jerome, Auberge Collection

5 out of 5
330 E Main Street Aspen CO
Dieses Hotel im luxuriösen Stil bietet dir einen angenehmen Aufenthalt in Aspen. Freu dich auf 3 Restaurants, 2 Bars/Lounges und Frühstück (gegen Gebühr). Die ...
9.4/10 Exceptional! (445 reviews)
Can't think of anything that wasn't great. Not inexpensive but it is Aspen. Spotless, comfortable, friendly staff, great coffee in Felix, perfect location.

Reviewed on 30 Oct 2025

Opens in a new windowHotel Jerome, Auberge Collection
Don't see what you're looking for?
See all available properties in Aspen
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all holiday package bookings with Flight + Hotel made on ebookers.ie from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.