Cheap flights from Chicago (CHI) to Aspen (ASE) from $264

This is the cheapest one-way flight price, found on 6/1. Prices may vary by date and flight preferences.
CHI — ASE
Jun 6 — Jun 131

The best prices from Chicago to Aspen Pitkin County are usually found in January or October, booked 20 days in advance, depart on a Tuesday or Sunday and return on a Thursday

How to find the cheapest flight from Chicago (CHI) to Aspen (ASE)

All the information you need to plan the best CHI to ASE flight in 2023: compare Chicago to Aspen flight prices with the expected peak season, weather and rainfall in Aspen.

Popular in

May

Cheapest in

January

Round-trip from

$569

One-way from

$279
High demand for flights, 33% potential price rise
Best time to find cheap flights, 16% potential price drop
From Chicago (CHI) to Aspen Pitkin County
One-way flight from Chicago (CHI) to Aspen Pitkin County

CHI - ASE

Price

$569 - $981

ASE

Temperature

19.4 - 64.4 °F

ASE

Rainfall

1 - 1.8 inches

Cheap flights from Chicago to Aspen in June, July 2023

The best prices found for CHI to ASE flights for June, July
Check out some of the best flight deals from Chicago to Aspen in 2023. Check back in a little while for more flight options.

Chicago to Aspen 2023 flight deals

Cheap flights to Aspen from Chicago found for this year
Check out some of the best flight deals from Chicago to Aspen in 2023. Check back in a little while for more flight options.

Cheap United Airlines flights from Chicago to Aspen

Consider these cheap United Airlines flights we've found departing from Chicago to Aspen. Be sure to come back soon if the deals available don't appeal to you at this time.

Cheap American Airlines flights from Chicago to Aspen

Have a look at some of the cheapest available American Airlines flights departing from Chicago and landing in Aspen. Check back soon if you're not seeing flights that suit your needs.

Non-stop flights to Aspen from Chicago

Save time with Chicago to Aspen direct flight deals
If you're seeking options on non-stop flights from Chicago to Aspen, check out these fares. If you're looking for other options for flights from Chicago to Aspen, make sure to update the search form at the top of page.

Last minute flights from Chicago to Aspen

Late deals on return flights to Aspen from Chicago, departing today and this week
Consider one of these great deals we found on last-minute flights from Chicago to Aspen. Users should be sure to double check the price, date, and time of their last-minute flight.

One-way flights to Aspen from Chicago

The cheapest one-way flights from Chicago to Aspen
Users traveling one-way from Chicago to Aspen can select one of these great deals. Users in need of a round-trip flight from Chicago to Aspen instead should update the search form at the top of page.

Find flights from Chicago to Aspen within your budget

Use the slider to find flights from Chicago to Aspen that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$346 - $453

Route

Depart

Return

Price

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Thu 9/7

Nonstop2h 59m

Aspen Pitkin County

Tue 9/12

1 stop5h 00m

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Thu 9/7

1 stop6h 35m

Aspen Pitkin County

Tue 9/12

1 stop5h 00m

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Wed 7/5

Nonstop2h 53m

Aspen Pitkin County

Wed 7/12

1 stop6h 31m

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sat 8/12

1 stop17h 00m

Aspen Pitkin County

Wed 8/16

1 stop6h 00m

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 8/8

Nonstop2h 52m

Aspen Pitkin County

Thu 8/10

1 stop6h 05m

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sat 8/12

Nonstop2h 53m

Aspen Pitkin County

Wed 8/16

1 stop6h 31m

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sat 8/5

Nonstop2h 53m

Aspen Pitkin County

Wed 8/9

1 stop5h 14m

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 7/3

Nonstop2h 53m

Aspen Pitkin County

Sat 7/8

1 stop5h 26m

Chicago O'Hare IntlAspen Pitkin County

ORD - ASE

ORDASE

Chicago O'Hare Intl

Thu 8/10

1 stop17h 00m

Aspen Pitkin County

Tue 8/15

1 stop6h 00m

Flights are sorted by cheapest first

Deals found on 5/31

Reviews of Airlines Servicing Aspen

Read reviews from past customers who have flown United Airlines and American Airlines from Chicago to Aspen. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.6
Good
1,535 reviews

Overall

7.6

Food

6.8

Comfort

7.4

Entertainment

7.1

Crew

8.2

Boarding

7.8

Reviews

1 / 10

Didn’t have to wait long for the plane and was in the lounge through that time could relax there made it nice.

United Airlines
7.6
Good
1,535 reviews
United Airlines
7.6
Good
1,535 reviews

Overall

7.6

Food

6.8

Comfort

7.4

Entertainment

7.1

Crew

8.2

Boarding

7.8

Reviews

1 / 10

Didn’t have to wait long for the plane and was in the lounge through that time could relax there made it nice.

American Airlines
7.3
Good
2,149 reviews
United Airlines
7.6
Good
1,535 reviews

Overall

7.6

Food

6.8

Comfort

7.4

Entertainment

7.1

Crew

8.2

Boarding

7.8

Reviews

1 / 10

Didn’t have to wait long for the plane and was in the lounge through that time could relax there made it nice.

Related info for your journey

Useful info, stats and facts about Chicago to Aspen flights.

Alternative routes for Chicago to Aspen

See prices for flight routes from nearby airports that may be better suited for you.
Peoria to Denverfrom $126 pp
Moline to Denverfrom $354 pp

Top 2 airlines flying from Chicago to Aspen

The chart below displays the airlines Cheapflights users traveling from Chicago to Aspen choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
American AirlinesCheapest$254Average$524FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
United AirlinesCheapest$328Average$592FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights

Weekly flight availability from Chicago to Aspen

See how many times per day planes take to the skies headed from Chicago to Aspen
Sunday7daily flights
Monday7daily flights
Tuesday7daily flights
Wednesday7daily flights
Thursday7daily flights
Friday7daily flights
Saturday7daily flights
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