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Cheap flights from Chicago to Aspen from $177

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 10/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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
11:16 am - 1:24 pm
ORD
-
ASE
3h 08mnonstop
American Airlines Logo
7:00 am - 11:05 am
ASE
-
ORD
3h 05mnonstop
$352American Airlines
Tue, Sep 8 - Tue, Sep 15
American Airlines Logo
11:16 am - 1:24 pm
ORD
-
ASE
3h 08mnonstop
American Airlines Logo
7:00 am - 11:05 am
ASE
-
ORD
3h 05mnonstop
$353American Airlines
Tue, Sep 8 - Tue, Sep 15
American Airlines Logo
7:20 pm - 9:29 pm
ORD
-
ASE
3h 09mnonstop
American Airlines Logo
7:00 am - 11:05 am
ASE
-
ORD
3h 05mnonstop
$353American Airlines
Tue, Sep 29 - Fri, Oct 2
American Airlines Logo
6:45 pm - 8:55 pm
ORD
-
ASE
3h 10mnonstop
American Airlines Logo
7:00 am - 11:06 am
ASE
-
ORD
3h 06mnonstop
$353American Airlines
Sun, Aug 30 - Tue, Sep 8
United Airlines Logo
9:10 am - 11:29 am
ORD
-
ASE
3h 19mnonstop
United Airlines Logo
3:20 pm - 10:46 pm
ASE
-
ORD
6h 26m
1 stop
$363United Airlines
Mon, Oct 12 - Thu, Oct 15
United Airlines Logo
5:00 am - 8:59 am
ORD
-
ASE
4h 59m
1 stop
United Airlines Logo
6:05 pm - 11:59 pm
ASE
-
ORD
4h 54m
1 stop
$373United Airlines
Mon, Oct 12 - Thu, Oct 15
Delta Logo
5:30 am - 11:42 am
ORD
-
ASE
7h 12m
1 stop
Delta Logo
1:52 pm - 11:59 pm
ASE
-
ORD
9h 07m
1 stop
$383Delta
Sun, Dec 6 - Wed, Dec 9
Delta Logo
5:30 am - 11:42 am
ORD
-
ASE
7h 12m
1 stop
Delta Logo
1:52 pm - 11:59 pm
ASE
-
ORD
9h 07m
1 stop
$383Delta
Sun, Dec 6 - Thu, Dec 10
Delta Logo
5:30 am - 11:35 am
ORD
-
ASE
7h 05m
1 stop
Delta Logo
1:50 pm - 11:50 pm
ASE
-
ORD
9h 00m
1 stop
$383Delta
Sun, Nov 15 - Thu, Nov 26
United Airlines Logo
7:50 pm - 9:58 pm
ORD
-
ASE
3h 08mnonstop
United Airlines Logo
12:15 pm - 4:19 pm
ASE
-
ORD
3h 04mnonstop
$391United Airlines
Mon, Oct 12 - Thu, Oct 15

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American Airlines flights from Chicago to Aspen

Our best American Airlines deals on Chicago to Aspen flight tickets
American Airlines
Sep 8
ORD11:16 amChicago O'Hare Intl
3h 08m
ASE1:24 pmAspen Pitkin County
Sep 15
ASE7:00 amAspen Pitkin County
3h 05m
ORD11:05 amChicago O'Hare Intl
$352
American Airlines
Sep 8
ORD11:16 amChicago O'Hare Intl
3h 08m
ASE1:24 pmAspen Pitkin County
Sep 15
ASE7:00 amAspen Pitkin County
3h 05m
ORD11:05 amChicago O'Hare Intl
$353
American Airlines
Sep 8
ORD11:16 amChicago O'Hare Intl
3h 08m
ASE1:24 pmAspen Pitkin County
Sep 15
ASE7:00 amAspen Pitkin County
3h 05m
ORD11:05 amChicago O'Hare Intl
$354

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 21
ASE7:30 amAspen Pitkin County
7h 49m
1 stop
MDW4:19 pmChicago Midway
$383
Delta
Dec 6
MDW6:00 amChicago Midway
6h 42m
1 stop
ASE11:42 amAspen Pitkin County
Dec 10
ASE1:52 pmAspen Pitkin County
8h 04m
1 stop
MDW10:56 pmChicago Midway
$403
Delta
Oct 4
MDW6:05 amChicago Midway
6h 16m
1 stop
ASE11:21 amAspen Pitkin County
Oct 16
ASE7:30 amAspen Pitkin County
7h 49m
1 stop
MDW4:19 pmChicago Midway
$411

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 July 29, 2026.
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

Cheapest round-trip

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 9/8

11:16 am-1:24 pm

Nonstop3h 08m

Aspen Pitkin County

Tue 9/15

7:00 am-11:05 am

Nonstop3h 05m

$352

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 9/8

11:16 am-1:24 pm

Nonstop3h 08m

Aspen Pitkin County

Tue 9/15

7:00 am-11:05 am

Nonstop3h 05m

$353

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 9/29

7:20 pm-9:29 pm

Nonstop3h 09m

Aspen Pitkin County

Fri 10/2

7:00 am-11:05 am

Nonstop3h 05m

$353

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 8/30

6:45 pm-8:55 pm

Nonstop3h 10m

Aspen Pitkin County

Tue 9/8

7:00 am-11:06 am

Nonstop3h 06m

$353

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 10/12

9:10 am-11:29 am

Nonstop3h 19m

Aspen Pitkin County

Thu 10/15

3:20 pm-10:46 pm

1 stop6h 26m

$363

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 10/12

5:00 am-8:59 am

1 stop4h 59m

Aspen Pitkin County

Thu 10/15

6:05 pm-11:59 pm

1 stop4h 54m

$373

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 12/6

5:30 am-11:42 am

1 stop7h 12m

Aspen Pitkin County

Wed 12/9

1:52 pm-11:59 pm

1 stop9h 07m

$383

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 12/6

5:30 am-11:42 am

1 stop7h 12m

Aspen Pitkin County

Thu 12/10

1:52 pm-11:59 pm

1 stop9h 07m

$383

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sun 11/15

5:30 am-11:35 am

1 stop7h 05m

Aspen Pitkin County

Thu 11/26

1:50 pm-11:50 pm

1 stop9h 00m

$383
Quickest round-trip

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 10/12

7:50 pm-9:58 pm

Nonstop3h 08m

Aspen Pitkin County

Thu 10/15

12:15 pm-4:19 pm

Nonstop3h 04m

$391

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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 typical for flights on this route.

Typical prices usually range from $349 to $558.
The lowest price recently found on this route was $352.

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 October is also cheap. Prices for this month can be found on momondo for an average of $382.

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 $348. The most expensive day to fly to Aspen is Wednesday, with ticket prices averaging around $586.

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 $474 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 $366 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

$242

Fastest flight time

3h 08m

Direct flights

Every day

Airports in Aspen

1 airport
The best one-way flight to Aspen from Chicago in the past 72 hours is $242. The best round-trip flight deal from Chicago to Aspen found on momondo in the last 72 hours is $460.
The fastest flight from Chicago to Aspen takes 3h 08m
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 08m.

  • 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
10,052 reviews
Search United Airlines flights
American AirlinesPriceFrom $304Free CancellationRating
7.1
11,839 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 10,052 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 $453 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, 11,839 ratings). American Airlines flies from Chicago to Aspen around 4 times per week, with deals starting from $304 round-trip and rising to an average price of around $460.

Traveling to a place near Aspen?

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

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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