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Cheap flights from Chicago to Aspen from $197

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Aspen

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
10:00 am - 12:16 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
3h 16mnonstop
American Airlines Logo
12:48 pm - 5:05 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
3h 17mnonstop
$393American Airlines
Sun, Oct 25 - Fri, Oct 30
American Airlines Logo
10:00 am - 12:16 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
3h 16mnonstop
American Airlines Logo
12:48 pm - 5:05 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
3h 17mnonstop
$393American Airlines
Tue, Oct 20 - Tue, Oct 27
American Airlines Logo
10:00 am - 12:16 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
3h 16mnonstop
American Airlines Logo
12:48 pm - 5:05 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
3h 17mnonstop
$393American Airlines
Sun, Oct 11 - Tue, Oct 20
American Airlines Logo
10:00 am - 12:16 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
3h 16mnonstop
American Airlines Logo
12:48 pm - 5:05 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
3h 17mnonstop
$394American Airlines
Sun, Oct 11 - Tue, Oct 20
Delta Logo
5:27 am - 11:21 amORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
6h 54m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:30 am - 4:58 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
8h 28m1 stop Atlanta Hartsfield-Jackson
$413Delta
Sun, Oct 11 - Tue, Oct 20
Delta Logo
6:04 am - 11:21 amMDW  Chicago Midway-ASE Aspen Pitkin County
6h 17m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:30 am - 4:14 pmASE  Aspen Pitkin County-MDW Chicago Midway
7h 44m1 stop Atlanta Hartsfield-Jackson
$413Delta
Sun, Oct 11 - Tue, Oct 20
Delta Logo
5:27 am - 11:21 amORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
6h 54m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:30 am - 8:30 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
12h 00m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
$418Delta
Sun, Oct 11 - Tue, Oct 20
United Airlines Logo
1:05 pm - 6:41 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
6h 36m1 stop Denver Intl
United Airlines Logo
4:22 pm - 8:25 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
3h 03mnonstop
$423United Airlines
Sun, Jan 17 - Thu, Jan 21
United Airlines Logo
12:36 pm - 4:27 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
4h 51m1 stop Denver Intl
United Airlines Logo
11:30 am - 5:05 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
4h 35m1 stop Denver Intl
$433United Airlines
Sun, Jan 17 - Thu, Jan 21
United Airlines Logo
7:35 pm - 9:41 pmORD  Chicago O'Hare Intl-ASE Aspen Pitkin County
3h 06mnonstop
United Airlines Logo
4:20 pm - 8:20 pmASE  Aspen Pitkin County-ORD Chicago O'Hare Intl
3h 00mnonstop
$456United Airlines
Fri, Mar 5 - Tue, Mar 9

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Delta flights from Chicago to Aspen

Our best Delta deals on Chicago to Aspen flight tickets
Delta
Oct 11
MDW6:04 amChicago Midway
6h 17m
1 stop
ASE11:21 amAspen Pitkin County
Oct 20
ASE7:30 amAspen Pitkin County
7h 44m
1 stop
MDW4:14 pmChicago Midway
$413
Delta
Oct 11
MDW6:04 amChicago Midway
6h 17m
1 stop
ASE11:21 amAspen Pitkin County
Oct 20
ASE7:30 amAspen Pitkin County
9h 30m
2 stops
MDW6:00 pmChicago Midway
$418
Delta
Oct 20
MDW6:04 amChicago Midway
6h 17m
1 stop
ASE11:21 amAspen Pitkin County
Oct 27
ASE7:30 amAspen Pitkin County
7h 44m
1 stop
MDW4:14 pmChicago Midway
$433

United Airlines flights from Chicago to Aspen

Our best United Airlines deals on Chicago to Aspen flight tickets
United Airlines
Jan 17
ORD1:05 pmChicago O'Hare Intl
6h 36m
1 stop
ASE6:41 pmAspen Pitkin County
Jan 21
ASE4:22 pmAspen Pitkin County
3h 03m
ORD8:25 pmChicago O'Hare Intl
$423
United Airlines
Jan 17
ORD12:36 pmChicago O'Hare Intl
4h 51m
1 stop
ASE4:27 pmAspen Pitkin County
Jan 21
ASE11:30 amAspen Pitkin County
4h 35m
1 stop
ORD5:05 pmChicago O'Hare Intl
$433
United Airlines
Oct 12
ORD7:50 pmChicago O'Hare Intl
3h 08m
ASE9:58 pmAspen Pitkin County
Oct 16
ASE8:21 amAspen Pitkin County
3h 08m
ORD12:29 pmChicago O'Hare Intl
$483

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Aspen that are best for you.

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Route

Depart

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Price

Cheapest round-trip

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Sun 10/25

10:00 am-12:16 pm

Nonstop3h 16m

Aspen Pitkin County

Fri 10/30

12:48 pm-5:05 pm

Nonstop3h 17m

$393

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Tue 10/20

10:00 am-12:16 pm

Nonstop3h 16m

Aspen Pitkin County

Tue 10/27

12:48 pm-5:05 pm

Nonstop3h 17m

$393

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Sun 10/11

10:00 am-12:16 pm

Nonstop3h 16m

Aspen Pitkin County

Tue 10/20

12:48 pm-5:05 pm

Nonstop3h 17m

$393

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Sun 10/11

10:00 am-12:16 pm

Nonstop3h 16m

Aspen Pitkin County

Tue 10/20

12:48 pm-5:05 pm

Nonstop3h 17m

$394

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Sun 10/11

5:27 am-11:21 am

1 stop6h 54m

Aspen Pitkin County

Tue 10/20

7:30 am-4:58 pm

1 stop8h 28m

$413

ChicagoAspen

MDW Chicago Midway - ASE Aspen Pitkin County

MDWASE

Chicago Midway

Sun 10/11

6:04 am-11:21 am

1 stop6h 17m

Aspen Pitkin County

Tue 10/20

7:30 am-4:14 pm

1 stop7h 44m

$413

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Sun 10/11

5:27 am-11:21 am

1 stop6h 54m

Aspen Pitkin County

Tue 10/20

7:30 am-8:30 pm

2 stops12h 00m

$418

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Sun 1/17

1:05 pm-6:41 pm

1 stop6h 36m

Aspen Pitkin County

Thu 1/21

4:22 pm-8:25 pm

Nonstop3h 03m

$423

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Sun 1/17

12:36 pm-4:27 pm

1 stop4h 51m

Aspen Pitkin County

Thu 1/21

11:30 am-5:05 pm

1 stop4h 35m

$433
Quickest round-trip

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Fri 3/5

7:35 pm-9:41 pm

Nonstop3h 06m

Aspen Pitkin County

Tue 3/9

4:20 pm-8:20 pm

Nonstop3h 00m

$456

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?

Prices are currently low for flights on this route.

Typical prices usually range from $509 to $645.
The lowest price recently found on this route was $393.

What is the cheapest month to fly to Aspen?

The month of May is, on average, the cheapest month to fly to Aspen from Chicago, with most prices found around $299. If you aren’t able to travel to Aspen during the month of May, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $443.

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 $356. The most expensive day to fly to Aspen is Thursday, with ticket prices averaging around $603.

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

At noon is the cheapest time of day to fly from Chicago to Aspen when you can find flight prices for as low as $371. Flying to Aspen at noon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the evening because they tend to be around $591. 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 from Chicago 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 $499 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 $415 on momondo.

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

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

Can stopping save me money on Chicago to Aspen flights?

No. A direct flight is the cheapest option for a flight between Chicago to Aspen.

How have Chicago to Aspen flight prices changed over time?

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

$197

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 $197. The best round-trip flight deal from Chicago to Aspen found on momondo in the last 72 hours is $393.
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

Frequently asked questions about flying from Chicago to Aspen

  • 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
United AirlinesPriceFrom $259Free CancellationRating
7.4
10,201 reviews
Search United Airlines flights
American AirlinesPriceFrom $311Free CancellationRating
7.1
12,049 reviews
Search American Airlines flights

  • United Airlines Flights From Chicago to Aspen

    United Airlines flies from Chicago to Aspen around 14 times per week, with 10,201 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Chicago to Aspen in the last 72 hours was $259 (round-trip), much lower than the average airfare cost of $512 for United Airlines flights on this route.

  • American Airlines Flights From Chicago to Aspen

    Another popular option for Chicago to Aspen flights is American Airlines (7.1/10, 12,049 ratings). American Airlines flies from Chicago to Aspen around 7 times per week, with deals starting from $311 round-trip and rising to an average price of around $471.

Traveling to a place near Aspen?

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