How many flights depart from Chicago to Aspen on average per day?

As of August 2025, there are 2 flights per day flying from Chicago to Aspen. The most common time of day flights depart is 7:00PM, with 66% of flights taking off in the evening.

How many flights depart from Chicago to Aspen on average per week?

As of August 2025, 19 flights take off from Chicago and land in Aspen each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.

What airlines fly to Aspen?

United Airlines, American Airlines and Southwest are the top three most popular airlines that fly to Aspen from Chicago according to our data. United Airlines is the first choice among our users, with 63% of people opting to fly with this airline when traveling to Aspen. Keep in mind that there are 3 different airlines that fly to Aspen on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Chicago to Aspen Pitkin County?

Delta, United Airlines, and American Airlines are the most popular carriers operating from Chicago to Aspen Pitkin County

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?

The number of operators available for flights from Chicago to Aspen Pitkin County Airport is 2 as of August 2025.

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.

$131 Cheap Flights from Chicago to Aspen in 2025

Q: 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 $381 to $666. The lowest price recently found on this route was $229.

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Chicago to Aspen

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

9:40 am - 11:46 amORD-ASE

3h 06mnonstop

12:03 pm - 4:01 pmASE-ORD

2h 58mnonstop

$229American Airlines

Find Deal

Mon, Aug 25 - Sat, Aug 30

9:20 am - 11:26 amORD-ASE

3h 06mnonstop

1:15 pm - 9:32 pmASE-ORD

7h 17m1 stop

$239United Airlines

Find Deal

Mon, Aug 25 - Sat, Aug 30

2:53 pm - 6:19 pmORD-ASE

4h 26m1 stop

2:40 pm - 8:40 pmASE-ORD

5h 00m1 stop

$249United Airlines

Find Deal

Mon, Aug 25 - Sat, Aug 30

5:45 am - 11:21 amORD-ASE

6h 36m1 stop

7:16 am - 9:30 pmASE-ORD

13h 14m2 stops

$254Delta

Find Deal

Sat, Sep 6 - Sat, Sep 13

9:40 am - 11:46 amORD-ASE

3h 06mnonstop

12:03 pm - 4:01 pmASE-ORD

2h 58mnonstop

$269American Airlines

Find Deal

Sat, Aug 16 - Thu, Aug 21

9:40 am - 11:46 amORD-ASE

3h 06mnonstop

4:53 pm - 11:43 pmASE-ORD

5h 50m1 stop

$279American Airlines

Find Deal

Fri, Aug 22 - Tue, Aug 26

7:35 pm - 9:44 pmORD-ASE

3h 09mnonstop

6:15 pm - 11:59 pmASE-ORD

4h 44m1 stop

$285United Airlines

Find Deal

Fri, Aug 15 - Tue, Aug 19

7:35 pm - 9:45 pmORD-ASE

3h 10mnonstop

2:40 pm - 8:41 pmASE-ORD

5h 01m1 stop

$297United Airlines

Find Deal

Thu, Sep 4 - Tue, Sep 9

5:20 am - 11:29 amORD-ASE

7h 09m1 stop

7:21 am - 8:23 pmASE-ORD

12h 02m2 stops

$299Delta

Find Deal

Tue, Oct 21 - Sat, Oct 25

6:00 am - 11:13 amMDW-ASE

6h 13m1 stop

7:16 am - 6:35 pmASE-MDW

10h 19m2 stops

$364Delta

Find Deal

Wed, Sep 24 - Sat, Sep 27

American Airlines flights from Chicago to Aspen

Our best American Airlines deals on Chicago to Aspen flight tickets

American Airlines

Aug 25

ORD9:40 amChicago O'Hare Intl

3h 06m

ASE11:46 amAspen Pitkin County

Aug 30

ASE12:03 pmAspen Pitkin County

2h 58m

ORD4:01 pmChicago O'Hare Intl

$229

Find similar

American Airlines

Aug 16

ORD9:40 amChicago O'Hare Intl

3h 06m

ASE11:46 amAspen Pitkin County

Aug 21

ASE12:03 pmAspen Pitkin County

2h 58m

ORD4:01 pmChicago O'Hare Intl

$269

Find similar

American Airlines

Aug 22

ORD9:40 amChicago O'Hare Intl

3h 06m

ASE11:46 amAspen Pitkin County

Aug 26

ASE4:53 pmAspen Pitkin County

5h 50m

1 stop

ORD11:43 pmChicago O'Hare Intl

$279

Find similar

United Airlines flights from Chicago to Aspen

Our best United Airlines deals on Chicago to Aspen flight tickets

United Airlines

Aug 25

ORD9:20 amChicago O'Hare Intl

3h 06m

ASE11:26 amAspen Pitkin County

Aug 30

ASE1:15 pmAspen Pitkin County

7h 17m

1 stop

ORD9:32 pmChicago O'Hare Intl

$239

Find similar

United Airlines

Aug 25

ORD2:53 pmChicago O'Hare Intl

4h 26m

1 stop

ASE6:19 pmAspen Pitkin County

Aug 30

ASE2:40 pmAspen Pitkin County

5h 00m

1 stop

ORD8:40 pmChicago O'Hare Intl

$249

Find similar

United Airlines

Aug 15

ORD7:35 pmChicago O'Hare Intl

3h 09m

ASE9:44 pmAspen Pitkin County

Aug 19

ASE6:15 pmAspen Pitkin County

4h 44m

1 stop

ORD11:59 pmChicago O'Hare Intl

$285

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 8/25

9:40 am-11:46 am

Nonstop3h 06m

Aspen Pitkin County

Sat 8/30

12:03 pm-4:01 pm

Nonstop2h 58m

$229

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 8/25

9:20 am-11:26 am

Nonstop3h 06m

Aspen Pitkin County

Sat 8/30

1:15 pm-9:32 pm

1 stop7h 17m

$239

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Mon 8/25

2:53 pm-6:19 pm

1 stop4h 26m

Aspen Pitkin County

Sat 8/30

2:40 pm-8:40 pm

1 stop5h 00m

$249

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sat 9/6

5:45 am-11:21 am

1 stop6h 36m

Aspen Pitkin County

Sat 9/13

7:16 am-9:30 pm

2 stops13h 14m

$254

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Sat 8/16

9:40 am-11:46 am

Nonstop3h 06m

Aspen Pitkin County

Thu 8/21

12:03 pm-4:01 pm

Nonstop2h 58m

$269

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Fri 8/22

9:40 am-11:46 am

Nonstop3h 06m

Aspen Pitkin County

Tue 8/26

4:53 pm-11:43 pm

1 stop5h 50m

$279

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Fri 8/15

7:35 pm-9:44 pm

Nonstop3h 09m

Aspen Pitkin County

Tue 8/19

6:15 pm-11:59 pm

1 stop4h 44m

$285

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Thu 9/4

7:35 pm-9:45 pm

Nonstop3h 10m

Aspen Pitkin County

Tue 9/9

2:40 pm-8:41 pm

1 stop5h 01m

$297

ChicagoAspen

ORD - ASE

ORDASE

Chicago O'Hare Intl

Tue 10/21

5:20 am-11:29 am

1 stop7h 09m

Aspen Pitkin County

Sat 10/25

7:21 am-8:23 pm

2 stops12h 02m

$299

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Wed 9/24

6:00 am-11:13 am

1 stop6h 13m

Aspen Pitkin County

Sat 9/27

7:16 am-6:35 pm

2 stops10h 19m

$364

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 August is, on average, the cheapest month to fly to Aspen from Chicago, with most prices found around $450. If you aren’t able to travel to Aspen during the month of August, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $455.

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 $409. The most expensive day to fly to Aspen is Thursday, with ticket prices averaging around $604.

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 $510. 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 $620. 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 $513 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 $313 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	$131
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 $131. The best round-trip flight deal from Chicago to Aspen found on momondo in the last 72 hours is $229.

The fastest flight from Chicago to Aspen takes 3h 06m

Direct flights go from Chicago to Aspen every day.

There is 1 airport near Aspen: 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?
The number of operators available for flights from Chicago to Aspen Pitkin County Airport is 2 as of August 2025.
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?
Based on momondo bookings for flights between Chicago and Aspen, the leading plane model is Embraer 175 (Enhanced Winglets), making up 50.89% of the total bookings. Other popular models include Canadair (Bombardier) Regional Jet 700 with 48.21%, Airbus A319 with 0.45%, and Boeing 737-700 with 0.45%.
What is the most popular airline from Chicago to Aspen?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Aspen is United Airlines (66% of total bookings). The next most popular airline is American Airlines (34%).

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 Airlines	PriceFrom $239	Free Cancellation	Rating 7.2 10,000 reviews		Search American Airlines flights
United Airlines	PriceFrom $315	Free Cancellation	Rating 7.4 8,904 reviews		Search United Airlines flights

United Airlines Flights From Chicago to Aspen
United Airlines flies from Chicago to Aspen around 7 times per week, with 8,904 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Chicago to Aspen in the last 72 hours was $315 (round-trip), much lower than the average airfare cost of $554 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 (7.2/10, 10,000 ratings). American Airlines flies from Chicago to Aspen around 5 times per week, with deals starting from $239 round-trip and rising to an average price of around $480.

Snowmass Village

Leadville

Snowmass

Buena Vista

Carbondale

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.

An easier way to manage your Aspen trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Thu 8/7

Thu 8/14

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Cheap flights from Chicago to Aspen from $131

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 11/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago to Aspen

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

American Airlines flights from Chicago to Aspen

Our best American Airlines deals on Chicago to Aspen flight tickets

United Airlines flights from Chicago to Aspen

Our best United Airlines deals on Chicago to Aspen flight tickets

momondo Fare Finder

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

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 August is, on average, the cheapest month to fly to Aspen from Chicago, with most prices found around $450. If you aren’t able to travel to Aspen during the month of August, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $455.

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 $409. The most expensive day to fly to Aspen is Thursday, with ticket prices averaging around $604.

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

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?

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.

What is the cheapest airline that flies from Chicago to Aspen Pitkin County?

Delta, United Airlines, and American Airlines are the most popular carriers operating from Chicago to Aspen Pitkin County

What airlines fly to Aspen?

How many flights depart from Chicago to Aspen on average per day?

As of August 2025, there are 2 flights per day flying from Chicago to Aspen. The most common time of day flights depart is 7:00PM, with 66% of flights taking off in the evening.

How many flights depart from Chicago to Aspen on average per week?

As of August 2025, 19 flights take off from Chicago and land in Aspen each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.

When to book flights from Chicago to Aspen

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

Fastest flight time

Direct flights

Airports in Aspen

How far is Chicago to Aspen Pitkin County by plane?

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

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?

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

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

United Airlines Flights From Chicago to Aspen

American Airlines Flights From Chicago to Aspen

Traveling to a place near Aspen?

Why use momondo?

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

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

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

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

An easier way to manage your Aspen trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Colorado