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Cheap flights from Chicago to Aspen from $149

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Aspen departing on 3/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Aspen

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
7:35 am - 10:06 am
ORD
-
ASE
3h 31mnonstop
United Airlines Logo
4:04 pm - 8:04 pm
ASE
-
ORD
3h 00mnonstop
$311United Airlines
Sun, Feb 22 - Wed, Feb 25
American Airlines Logo
7:10 am - 9:51 am
ORD
-
ASE
3h 41mnonstop
American Airlines Logo
12:54 pm - 4:55 pm
ASE
-
ORD
3h 01mnonstop
$313American Airlines
Sun, Jan 4 - Tue, Jan 13
United Airlines Logo
7:35 am - 10:06 am
ORD
-
ASE
3h 31mnonstop
United Airlines Logo
1:34 pm - 7:50 pm
ASE
-
ORD
5h 16m1 stop
$321United Airlines
Sun, Feb 22 - Wed, Feb 25
Delta Logo
6:00 am - 11:43 am
MDW
-
ASE
6h 43m1 stop
Delta Logo
3:04 pm - 10:22 pm
ASE
-
MDW
6h 18m1 stop
$331Delta
Tue, Jan 20 - Thu, Jan 22
United Airlines Logo
7:10 am - 11:20 am
ORD
-
ASE
5h 10m1 stop
United Airlines Logo
4:59 pm - 10:53 pm
ASE
-
ORD
4h 54m1 stop
$331United Airlines
Sun, Feb 22 - Wed, Feb 25
American Airlines Logo
8:25 am - 2:23 pm
ORD
-
ASE
6h 58m1 stop
American Airlines Logo
4:58 pm - 11:44 pm
ASE
-
ORD
5h 46m1 stop
$332American Airlines
Sun, Jan 4 - Tue, Jan 13
United Airlines Logo
8:45 am - 11:22 am
ORD
-
ASE
3h 37mnonstop
United Airlines Logo
4:01 pm - 8:06 pm
ASE
-
ORD
3h 05mnonstop
$350United Airlines
Sun, Jan 4 - Sat, Jan 10
United Airlines Logo
7:10 am - 11:04 am
ORD
-
ASE
4h 54m1 stop
United Airlines Logo
4:01 pm - 8:06 pm
ASE
-
ORD
3h 05mnonstop
$360United Airlines
Sun, Jan 4 - Sat, Jan 10
Delta Logo
6:00 am - 2:16 pm
MDW
-
ASE
9h 16m1 stop
Delta Logo
3:04 pm - 10:22 pm
ASE
-
MDW
6h 18m1 stop
$385Delta
Mon, Feb 2 - Tue, Feb 3
Delta Logo
6:00 am - 11:43 am
MDW
-
ASE
6h 43m1 stop
Delta Logo
3:04 pm - 10:22 pm
ASE
-
MDW
6h 18m1 stop
$386Delta
Wed, Jan 28 - Wed, Feb 4

United Airlines flights from Chicago to Aspen

Our best United Airlines deals on Chicago to Aspen flight tickets
United Airlines
Feb 22
ORD7:35 amChicago O'Hare Intl
3h 31m
ASE10:06 amAspen Pitkin County
Feb 25
ASE4:04 pmAspen Pitkin County
3h 00m
ORD8:04 pmChicago O'Hare Intl
$311
Find similar
United Airlines
Mar 31
ORD1:10 pmChicago O'Hare Intl
3h 19m
ASE3:29 pmAspen Pitkin County
Apr 1
ASE6:00 pmAspen Pitkin County
4h 57m
1 stop
ORD11:57 pmChicago O'Hare Intl
$317
Find similar
United Airlines
Mar 19
ORD7:35 amChicago O'Hare Intl
3h 31m
ASE10:06 amAspen Pitkin County
Mar 24
ASE5:16 pmAspen Pitkin County
5h 36m
1 stop
ORD11:52 pmChicago O'Hare Intl
$318
Find similar

Delta flights from Chicago to Aspen

Our best Delta deals on Chicago to Aspen flight tickets
Delta
Jan 20
MDW6:00 amChicago Midway
6h 43m
1 stop
ASE11:43 amAspen Pitkin County
Jan 22
ASE3:04 pmAspen Pitkin County
6h 18m
1 stop
MDW10:22 pmChicago Midway
$331
Find similar
Delta
Feb 2
MDW6:00 amChicago Midway
9h 16m
1 stop
ASE2:16 pmAspen Pitkin County
Feb 3
ASE3:04 pmAspen Pitkin County
6h 18m
1 stop
MDW10:22 pmChicago Midway
$385
Find similar
Delta
Mar 31
ORD7:05 amChicago O'Hare Intl
8h 08m
1 stop
ASE2:13 pmAspen Pitkin County
Apr 1
ASE12:20 pmAspen Pitkin County
19h 10m
2 stops
ORD8:30 amChicago O'Hare Intl
$420
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Aspen that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 17, 2025.
Use the filters below to find and compare flights from Chicago to Aspen that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 2/22

7:35 am-10:06 am

Nonstop3h 31m

Aspen Pitkin County

Wed 2/25

4:04 pm-8:04 pm

Nonstop3h 00m

$311

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 1/4

7:10 am-9:51 am

Nonstop3h 41m

Aspen Pitkin County

Tue 1/13

12:54 pm-4:55 pm

Nonstop3h 01m

$313

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 2/22

7:35 am-10:06 am

Nonstop3h 31m

Aspen Pitkin County

Wed 2/25

1:34 pm-7:50 pm

1 stop5h 16m

$321

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Tue 1/20

6:00 am-11:43 am

1 stop6h 43m

Aspen Pitkin County

Thu 1/22

3:04 pm-10:22 pm

1 stop6h 18m

$331

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 2/22

7:10 am-11:20 am

1 stop5h 10m

Aspen Pitkin County

Wed 2/25

4:59 pm-10:53 pm

1 stop4h 54m

$331

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 1/4

8:25 am-2:23 pm

1 stop6h 58m

Aspen Pitkin County

Tue 1/13

4:58 pm-11:44 pm

1 stop5h 46m

$332

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 1/4

8:45 am-11:22 am

Nonstop3h 37m

Aspen Pitkin County

Sat 1/10

4:01 pm-8:06 pm

Nonstop3h 05m

$350

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 1/4

7:10 am-11:04 am

1 stop4h 54m

Aspen Pitkin County

Sat 1/10

4:01 pm-8:06 pm

Nonstop3h 05m

$360

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Mon 2/2

6:00 am-2:16 pm

1 stop9h 16m

Aspen Pitkin County

Tue 2/3

3:04 pm-10:22 pm

1 stop6h 18m

$385

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Wed 1/28

6:00 am-11:43 am

1 stop6h 43m

Aspen Pitkin County

Wed 2/4

3:04 pm-10:22 pm

1 stop6h 18m

$386

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Aspen from

How to get the cheapest flight ticket from Chicago to Aspen

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Aspen?

What is the cheapest month to fly to Aspen?

The month of September is, on average, the cheapest month to fly to Aspen from Chicago, with most prices found around $382. If you aren’t able to travel to Aspen during the month of September, then flying in November is also cheap. Prices for this month can be found on momondo for an average of $448.

What is the cheapest day to depart on your flight to Aspen?

The cheapest day to depart from Chicago to Aspen is on a Tuesday when prices can be found for as low as $365. The most expensive day to fly to Aspen is Thursday, with ticket prices averaging around $639.

What is the cheapest time of day to depart on your flight to Aspen?

In the morning is the cheapest time of day to fly from Chicago to Aspen when you can find flight prices for as low as $511. Flying to Aspen in the morning is an ideal time because this is during off-peak travel hours. Try not to purchase tickets at noon because they tend to be around $640. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago to Aspen Pitkin County flight route?

Fly from Chicago O'Hare Intl to Aspen Pitkin County for the best Chicago - Aspen Pitkin County flight prices

How far in advance should I book a flight to Aspen?

You are more likely to see cheaper flights to Aspen from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Aspen for around $487 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Aspen from Chicago for as low as $354 on momondo.

What cabin class options are available on Chicago to Aspen Pitkin County flights?

There are 4 cabin classes available to choose from on Chicago to Aspen Pitkin County flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Chicago to Aspen

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Aspen according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Aspen (CHI to ASE) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Aspen

Best Price Found

$320

Fastest flight time

3h 06m

Direct flights

Every day

Airports in Aspen

1 airport
The best one-way flight to Aspen from Chicago in the past 72 hours is $320. The best round-trip flight deal from Chicago to Aspen found on momondo in the last 72 hours is $411.
The fastest flight from Chicago to Aspen takes 3h 06m
Direct flights go from Chicago to Aspen every day.
There is 1 airport in Aspen. From Chicago there are direct flights to Aspen Pitkin County (ASE).
Search flight deals

  • How far is Chicago to Aspen Pitkin County by plane?

    The distance between Chicago and Aspen Pitkin County is about 1021.7 mi. A reasonable flight in good conditions will take 3h 06m.

  • When did momondo last update prices for flights from Chicago to Aspen Pitkin County Airport?

    Prices for flights from Chicago to Aspen Pitkin County Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to Aspen Pitkin County Airport?

  • How old do you have to be to fly from Chicago to Aspen Pitkin County Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Aspen Pitkin County Airport.

  • What documentation or ID do you need to fly to Aspen Pitkin County Airport?

    The travel and health documents required for your trip to Aspen Pitkin County Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Aspen Pitkin County Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago to Aspen?

  • What is the most popular airline from Chicago to Aspen?

Best airlines flying from Chicago to Aspen

Compare and see reviews for airlines that fly from Chicago to Aspen with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $239Free CancellationRating
7.2
11,049 reviews
Search American Airlines flights
United AirlinesPriceFrom $299Free CancellationRating
7.4
9,092 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago to Aspen

    United Airlines flies from Chicago to Aspen around 6 times per week, with 9,092 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Chicago to Aspen in the last 72 hours was $299 (round-trip), much lower than the average airfare cost of $513 for United Airlines flights on this route.

Traveling to a place near Aspen?

Book flights to Aspen if you plan to visit one of these locations
Snowmass Village
Leadville
Snowmass
Carbondale
Buena Vista

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Aspen?

It is quick and easy to find Chicago to Aspen flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Aspen that suits you.

Can I find flights from Chicago to Aspen with flexible booking policies on momondo?

Flights from Chicago to Aspen with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Aspen?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Aspen from Chicago.

I’m not ready to book a flight from Chicago to Aspen right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Aspen flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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