Cheap flights from Chicago (CHI) to Aspen Snowmass (ASE)

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Lowest round trip fares by airline from Chicago and Aspen Snowmass

Cheapest prices ($179 One Way, $400 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Aspen Snowmass

St. Moritz Lodge & Condominiums

St. Moritz Lodge & Condominiums

2.5 out of 5
334 W Hyman Ave, Aspen, CO
The price is $173 per night from Oct 13 to Oct 14
$173
per night
Oct 13 - Oct 14
Book a stay at this ski hotel in Aspen. Enjoy free WiFi, free parking, and a free ski shuttle. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.8/10 Excellent! (1,000 reviews)
"This is a great hotel, especially considering the price point and location. We will be staying here again!"

Reviewed on Sep 14, 2024

St. Moritz Lodge & Condominiums
Tyrolean Lodge

Tyrolean Lodge

2 out of 5
200 West Main St, Aspen, CO
The price is $195 per night from Oct 14 to Oct 15
$195
per night
Oct 14 - Oct 15
Book a stay at this ski hotel in Aspen. Enjoy free WiFi, free parking, and 20 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (599 reviews)
"Very large room with plenty of space to work. Also a nice kitchenette"

Reviewed on Sep 15, 2024

Tyrolean Lodge
Hotel Aspen

Hotel Aspen

2 out of 5
110 W Main St, Aspen, CO
Book a stay at this business-friendly hotel in Aspen. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Aspen Mountain and Buttermilk Mountain ...
8/10 Very Good! (1,000 reviews)
"The rooms were really old and had a run down feeling. The rugs were visibly dirty, the towels were cleaned, but had stains, and there was no clear statement (that I saw) that there is no elevator. The fireplace suites are not worth the extra cost-- the couches are old and discolored, and the fireplace ..."

Reviewed on Oct 4, 2022

Hotel Aspen
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.

Fly From Chicago to Aspen Snowmass

Origin
Chicago
Destination
Aspen Snowmass
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

Cheap flights from Chicago to Aspen Snowmass

Are you ready to book your flight, but feeling nervous about paying too much if prices drop in a few days? Don't play the waiting game. Our Best Price Guarantee means if you see a better fare for the same flight, we'll give you the difference in CheapCash, plus $50 more in CheapCash, which you can use to save on your hotel reservation.

If you have a frequent flier account, add it to your reservation to earn miles. And don't worry about getting stuck in a middle seat. Choose your seats when you book, so you'll be right where you want to be on departure day.

Save Even More Time and Money With a Aspen Snowmass Travel Package

Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your Aspen Snowmass vacation that you can't get when you book flights and hotel separately.

Relax in Aspen Snowmass With Confidence and Convenience

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.