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

Delta is the most popular carrier operating from Chicago Midway to Aspen Pitkin County

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

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

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport 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.

$350 Cheap Flights from Chicago Midway Airport to Aspen in 2025/26

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Find the cheapest flights from Chicago Midway Airport to Aspen

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 2:16 pmMDW-ASE

9h 16m1 stop

2:56 pm - 10:44 pmASE-MDW

6h 48m1 stop

$350Delta

Find Deal

Tue, Feb 17 - Wed, Feb 25

6:00 am - 11:43 amMDW-ASE

6h 43m1 stop

1:33 pm - 10:26 pmASE-MDW

7h 53m1 stop

$415Delta

Find Deal

Fri, Jan 30 - Wed, Feb 4

6:00 am - 2:16 pmMDW-ASE

9h 16m1 stop

1:32 pm - 10:44 pmASE-MDW

8h 12m1 stop

$434Delta

Find Deal

Wed, Feb 18 - Wed, Feb 25

6:00 am - 11:39 amMDW-ASE

6h 39m1 stop

1:33 pm - 10:09 pmASE-MDW

7h 36m1 stop

$449Delta

Find Deal

Sun, Jan 4 - Wed, Jan 7

6:00 am - 2:16 pmMDW-ASE

9h 16m1 stop

2:56 pm - 10:44 pmASE-MDW

6h 48m1 stop

$465Delta

Find Deal

Tue, Feb 17 - Thu, Feb 26

6:00 am - 2:19 pmMDW-ASE

9h 19m1 stop

1:50 pm - 9:45 pmASE-MDW

6h 55m1 stop

$899Delta

Find Deal

Fri, Apr 10 - Mon, Apr 13

6:00 am - 2:16 pmMDW-ASE

9h 16m1 stop

2:56 pm - 10:44 pmASE-MDW

6h 48m1 stop

$959Delta

Find Deal

Wed, Feb 18 - Sun, Feb 22

6:00 am - 2:16 pmMDW-ASE

9h 16m1 stop

1:32 pm - 10:44 pmASE-MDW

8h 12m1 stop

$979Delta

Find Deal

Fri, Feb 20 - Tue, Feb 24

6:00 am - 2:16 pmMDW-ASE

9h 16m1 stop

2:56 pm - 10:44 pmASE-MDW

6h 48m1 stop

$1,169Delta

Find Deal

Thu, Feb 19 - Mon, Feb 23

6:00 am - 11:49 amMDW-ASE

6h 49m1 stop

1:50 pm - 9:46 pmASE-MDW

6h 56m1 stop

$1,209Delta

Find Deal

Thu, Apr 9 - Sun, Apr 12

Delta flights from Chicago Midway Airport to Aspen

Our best Delta deals on Chicago Midway Airport to Aspen flight tickets

Delta

Feb 17

MDW6:00 amChicago Midway

9h 16m

1 stop

ASE2:16 pmAspen Pitkin County

Feb 25

ASE2:56 pmAspen Pitkin County

6h 48m

1 stop

MDW10:44 pmChicago Midway

$350

Find similar

Delta

Jan 30

MDW6:00 amChicago Midway

6h 43m

1 stop

ASE11:43 amAspen Pitkin County

Feb 4

ASE1:33 pmAspen Pitkin County

7h 53m

1 stop

MDW10:26 pmChicago Midway

$415

Find similar

Delta

Feb 18

MDW6:00 amChicago Midway

9h 16m

1 stop

ASE2:16 pmAspen Pitkin County

Feb 25

ASE1:32 pmAspen Pitkin County

8h 12m

1 stop

MDW10:44 pmChicago Midway

$434

Find similar

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Tue 2/17

6:00 am-2:16 pm

1 stop9h 16m

Aspen Pitkin County

Wed 2/25

2:56 pm-10:44 pm

1 stop6h 48m

$350

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Fri 1/30

6:00 am-11:43 am

1 stop6h 43m

Aspen Pitkin County

Wed 2/4

1:33 pm-10:26 pm

1 stop7h 53m

$415

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Wed 2/18

6:00 am-2:16 pm

1 stop9h 16m

Aspen Pitkin County

Wed 2/25

1:32 pm-10:44 pm

1 stop8h 12m

$434

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Sun 1/4

6:00 am-11:39 am

1 stop6h 39m

Aspen Pitkin County

Wed 1/7

1:33 pm-10:09 pm

1 stop7h 36m

$449

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Tue 2/17

6:00 am-2:16 pm

1 stop9h 16m

Aspen Pitkin County

Thu 2/26

2:56 pm-10:44 pm

1 stop6h 48m

$465

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Fri 4/10

6:00 am-2:19 pm

1 stop9h 19m

Aspen Pitkin County

Mon 4/13

1:50 pm-9:45 pm

1 stop6h 55m

$899

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Wed 2/18

6:00 am-2:16 pm

1 stop9h 16m

Aspen Pitkin County

Sun 2/22

2:56 pm-10:44 pm

1 stop6h 48m

$959

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Fri 2/20

6:00 am-2:16 pm

1 stop9h 16m

Aspen Pitkin County

Tue 2/24

1:32 pm-10:44 pm

1 stop8h 12m

$979

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Thu 2/19

6:00 am-2:16 pm

1 stop9h 16m

Aspen Pitkin County

Mon 2/23

2:56 pm-10:44 pm

1 stop6h 48m

$1,169

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Thu 4/9

6:00 am-11:49 am

1 stop6h 49m

Aspen Pitkin County

Sun 4/12

1:50 pm-9:46 pm

1 stop6h 56m

$1,209

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago Midway Airport 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

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

The cheapest day to depart from Chicago Midway Airport to Aspen is on a Tuesday when prices can be found for as low as $384. The most expensive day to fly to Aspen is Thursday, with ticket prices averaging around $636.

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 Midway Airport to Aspen when you can find flight prices for as low as $512. Flying to Aspen in the morning is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $594. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Chicago Midway Airport to Aspen

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

Estimated round-trip price

Cheap Chicago Midway Airport to Aspen (MDW to ASE) flight deals and tips

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

Direct flights	None

There are no direct flights from Chicago Midway Airport to Aspen. There are no popular flight routes from Chicago Midway Airport to Aspen.

Search flight deals

How far is Chicago Midway to Aspen Pitkin County by plane?
There are 1015.2 mi between Chicago Midway and Aspen Pitkin County. Flights usually cover this in 6h 39m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago Midway Airport to Aspen Pitkin County Airport?
Prices for flights from Chicago Midway Airport to Aspen Pitkin County Airport were last updated today.
How old do you have to be to fly from Chicago Midway Airport to Aspen Pitkin County Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport 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.

Snowmass Village

Leadville

Snowmass

Carbondale

Buena Vista

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Aspen from Chicago.

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?

Yes momondo offers price alerts on flights to Aspen from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.