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.

$221 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.

6:45 am - 2:16 pm

MDW

ASE

8h 31m1 stop

3:04 pm - 10:07 pm

ASE

MDW

6h 03m1 stop

$331Delta

Mon, Jan 12 - Thu, Jan 15

6:45 am - 2:16 pm

MDW

ASE

8h 31m1 stop

3:04 pm - 10:07 pm

ASE

MDW

6h 03m1 stop

$370Delta

Tue, Jan 13 - Sat, Jan 17

6:00 am - 2:14 pm

MDW

ASE

9h 14m1 stop

2:55 pm - 10:42 pm

ASE

MDW

6h 47m1 stop

$385Delta

Sun, Feb 22 - Fri, Feb 27

6:00 am - 2:14 pm

MDW

ASE

9h 14m1 stop

2:55 pm - 10:42 pm

ASE

MDW

6h 47m1 stop

$439Delta

Sun, Feb 22 - Fri, Feb 27

6:45 am - 2:16 pm

MDW

ASE

8h 31m1 stop

3:04 pm - 10:07 pm

ASE

MDW

6h 03m1 stop

$505Delta

Mon, Jan 12 - Fri, Jan 16

6:30 am - 2:13 pm

MDW

ASE

8h 43m1 stop

1:33 pm - 10:29 pm

ASE

MDW

7h 56m1 stop

$560Delta

Thu, Mar 26 - Mon, Mar 30

6:30 am - 2:13 pm

MDW

ASE

8h 43m1 stop

1:33 pm - 10:29 pm

ASE

MDW

7h 56m1 stop

$585Delta

Thu, Mar 26 - Mon, Mar 30

6:45 am - 2:16 pm

MDW

ASE

8h 31m1 stop

3:04 pm - 10:22 pm

ASE

MDW

6h 18m1 stop

$594Delta

Wed, Jan 14 - Tue, Jan 20

6:45 am - 2:16 pm

MDW

ASE

8h 31m1 stop

3:04 pm - 10:22 pm

ASE

MDW

6h 18m1 stop

$641Delta

Wed, Jan 14 - Tue, Jan 20

6:30 am - 2:13 pm

MDW

ASE

8h 43m1 stop

3:00 pm - 10:29 pm

ASE

MDW

6h 29m1 stop

$735Delta

Mon, Mar 30 - Fri, Apr 3

Delta flights from Chicago Midway Airport to Aspen

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

Delta

Jan 20

MDW6:00 amChicago Midway

9h 16m

1 stop

ASE2:16 pmAspen Pitkin County

Jan 23

ASE3:04 pmAspen Pitkin County

6h 18m

1 stop

MDW10:22 pmChicago Midway

$331

Find similar

Delta

Jan 13

MDW6:45 amChicago Midway

8h 31m

1 stop

ASE2:16 pmAspen Pitkin County

Jan 17

ASE3:04 pmAspen Pitkin County

6h 03m

1 stop

MDW10:07 pmChicago Midway

$370

Find similar

Delta

Feb 22

MDW6:00 amChicago Midway

9h 14m

1 stop

ASE2:14 pmAspen Pitkin County

Feb 27

ASE2:55 pmAspen Pitkin County

6h 47m

1 stop

MDW10:42 pmChicago Midway

$385

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

Mon 1/12

6:45 am-2:16 pm

1 stop8h 31m

Aspen Pitkin County

Thu 1/15

3:04 pm-10:07 pm

1 stop6h 03m

$331

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Tue 1/13

6:45 am-2:16 pm

1 stop8h 31m

Aspen Pitkin County

Sat 1/17

3:04 pm-10:07 pm

1 stop6h 03m

$370

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Sun 2/22

6:00 am-2:14 pm

1 stop9h 14m

Aspen Pitkin County

Fri 2/27

2:55 pm-10:42 pm

1 stop6h 47m

$385

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Sun 2/22

6:00 am-2:14 pm

1 stop9h 14m

Aspen Pitkin County

Fri 2/27

2:55 pm-10:42 pm

1 stop6h 47m

$439

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Mon 1/12

6:45 am-2:16 pm

1 stop8h 31m

Aspen Pitkin County

Fri 1/16

3:04 pm-10:07 pm

1 stop6h 03m

$505

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Thu 3/26

6:30 am-2:13 pm

1 stop8h 43m

Aspen Pitkin County

Mon 3/30

1:33 pm-10:29 pm

1 stop7h 56m

$560

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Thu 3/26

6:30 am-2:13 pm

1 stop8h 43m

Aspen Pitkin County

Mon 3/30

1:33 pm-10:29 pm

1 stop7h 56m

$585

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Wed 1/14

6:45 am-2:16 pm

1 stop8h 31m

Aspen Pitkin County

Tue 1/20

3:04 pm-10:22 pm

1 stop6h 18m

$594

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Wed 1/14

6:45 am-2:16 pm

1 stop8h 31m

Aspen Pitkin County

Tue 1/20

3:04 pm-10:22 pm

1 stop6h 18m

$641

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

Mon 3/30

6:30 am-2:13 pm

1 stop8h 43m

Aspen Pitkin County

Fri 4/3

3:00 pm-10:29 pm

1 stop6h 29m

$735

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 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 $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 Midway Airport 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.

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

Fastest flight time	6h 29m
Direct flights	None

The fastest flight from Chicago Midway Airport to Aspen takes 6h 29m

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 29m, 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.