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.

$255 Cheap Flights from Chicago Midway Airport to Aspen in 2026/27

Find the cheapest flights from Chicago Midway Airport to Aspen

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:04 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 17m1 stop Atlanta Hartsfield-Jackson

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

6:04 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 17m1 stop Atlanta Hartsfield-Jackson

7:30 am - 6:00 pmASE Aspen Pitkin County-MDW Chicago Midway

9h 30m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

$418Delta

Sun, Oct 11 - Tue, Oct 20

6:04 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 17m1 stop Atlanta Hartsfield-Jackson

7:30 am - 6:00 pmASE Aspen Pitkin County-MDW Chicago Midway

9h 30m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

$438Delta

Sun, Oct 11 - Tue, Oct 20

6:04 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 17m1 stop Atlanta Hartsfield-Jackson

7:30 am - 4:14 pmASE Aspen Pitkin County-MDW Chicago Midway

7h 44m1 stop Atlanta Hartsfield-Jackson

$466Delta

Sun, Oct 11 - Tue, Oct 20

6:04 am - 11:24 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 20m1 stop Atlanta Hartsfield-Jackson

1:52 pm - 10:54 pmASE Aspen Pitkin County-MDW Chicago Midway

8h 02m1 stop Atlanta Hartsfield-Jackson

$476Delta

Thu, Nov 5 - Wed, Nov 18

6:04 am - 11:24 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 20m1 stop Atlanta Hartsfield-Jackson

1:52 pm - 10:54 pmASE Aspen Pitkin County-MDW Chicago Midway

8h 02m1 stop Atlanta Hartsfield-Jackson

$496Delta

Sat, Nov 7 - Tue, Nov 10

6:04 am - 11:24 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 20m1 stop Atlanta Hartsfield-Jackson

7:30 am - 3:17 pmASE Aspen Pitkin County-MDW Chicago Midway

6h 47m1 stop Atlanta Hartsfield-Jackson

$496Delta

Tue, Nov 3 - Sat, Nov 7

Cheap last minute flights

Enter your travel dates to find the best prices.

6:05 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 16m1 stop Atlanta Hartsfield-Jackson

7:35 am - 3:24 pmASE Aspen Pitkin County-MDW Chicago Midway

6h 49m1 stop Atlanta Hartsfield-Jackson

$1,033Delta

Sun, Sep 20 - Sat, Sep 26

6:05 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 16m1 stop Atlanta Hartsfield-Jackson

7:35 am - 6:22 pmASE Aspen Pitkin County-MDW Chicago Midway

9h 47m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

$1,038Delta

Sun, Sep 20 - Sat, Sep 26

6:05 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 16m1 stop Atlanta Hartsfield-Jackson

7:35 am - 6:22 pmASE Aspen Pitkin County-MDW Chicago Midway

9h 47m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

$1,332Delta

Thu, Sep 17 - Sat, Sep 19

6:05 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 16m1 stop Atlanta Hartsfield-Jackson

7:35 am - 3:24 pmASE Aspen Pitkin County-MDW Chicago Midway

6h 49m1 stop Atlanta Hartsfield-Jackson

$1,359Delta

Thu, Sep 17 - Sat, Sep 19

6:05 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 16m1 stop Atlanta Hartsfield-Jackson

7:35 am - 4:15 pmASE Aspen Pitkin County-MDW Chicago Midway

7h 40m1 stop Atlanta Hartsfield-Jackson

$1,850Delta

Fri, Sep 18 - Sun, Sep 20

6:05 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 16m1 stop Atlanta Hartsfield-Jackson

7:35 am - 4:15 pmASE Aspen Pitkin County-MDW Chicago Midway

7h 40m1 stop Atlanta Hartsfield-Jackson

$1,850Delta

Thu, Sep 17 - Sun, Sep 20

6:05 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 16m1 stop Atlanta Hartsfield-Jackson

7:35 am - 6:33 pmASE Aspen Pitkin County-MDW Chicago Midway

9h 58m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

$1,855Delta

Thu, Sep 17 - Sun, Sep 20

6:05 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 16m1 stop Atlanta Hartsfield-Jackson

7:35 am - 6:33 pmASE Aspen Pitkin County-MDW Chicago Midway

9h 58m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

$1,855Delta

Fri, Sep 18 - Sun, Sep 20

6:05 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 16m1 stop Atlanta Hartsfield-Jackson

7:35 am - 4:15 pmASE Aspen Pitkin County-MDW Chicago Midway

7h 40m1 stop Atlanta Hartsfield-Jackson

$1,940Delta

Fri, Sep 18 - Sun, Sep 20

6:05 am - 11:21 amMDW Chicago Midway-ASE Aspen Pitkin County

6h 16m1 stop Atlanta Hartsfield-Jackson

7:35 am - 6:33 pmASE Aspen Pitkin County-MDW Chicago Midway

9h 58m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

$1,945Delta

Fri, Sep 18 - Sun, Sep 20

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Delta flights from Chicago Midway Airport to Aspen

Our best Delta deals on Chicago Midway Airport 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 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

$438

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

Cheapest round-trip

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

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-6:00 pm

2 stops9h 30m

$418

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-6:00 pm

2 stops9h 30m

$438

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

$466

ChicagoAspen

MDW Chicago Midway - ASE Aspen Pitkin County

MDWASE

Chicago Midway

Thu 11/5

6:04 am-11:24 am

1 stop6h 20m

Aspen Pitkin County

Wed 11/18

1:52 pm-10:54 pm

1 stop8h 02m

$476

ChicagoAspen

MDW Chicago Midway - ASE Aspen Pitkin County

MDWASE

Chicago Midway

Sat 11/7

6:04 am-11:24 am

1 stop6h 20m

Aspen Pitkin County

Tue 11/10

1:52 pm-10:54 pm

1 stop8h 02m

$496

Quickest round-trip

ChicagoAspen

MDW Chicago Midway - ASE Aspen Pitkin County

MDWASE

Chicago Midway

Tue 11/3

6:04 am-11:24 am

1 stop6h 20m

Aspen Pitkin County

Sat 11/7

7:30 am-3:17 pm

1 stop6h 47m

$496

Cheapest one-way

Quickest one-way

ChicagoAspen

MDW Chicago Midway - ASE Aspen Pitkin County

MDWASE

Chicago Midway

Sun 10/4

6:05 am-11:21 am

1 stop6h 16m

$255

ChicagoAspen

MDW Chicago Midway - ASE Aspen Pitkin County

MDWASE

Chicago Midway

Mon 9/21

6:05 am-11:21 am

1 stop6h 16m

$255

ChicagoAspen

MDW Chicago Midway - ASE Aspen Pitkin County

MDWASE

Chicago Midway

Wed 10/14

6:04 am-11:21 am

1 stop6h 17m

$288

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 $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 Midway Airport 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 $590. 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

Best Price Found	$255
Fastest flight time	6h 16m
Direct flights	None

The best one-way flight to Aspen from Chicago Midway Airport in the past 72 hours is $255. The best round-trip flight deal from Chicago Midway Airport to Aspen found on momondo in the last 72 hours is $413.

The fastest flight from Chicago Midway Airport to Aspen takes 6h 16m

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

Frequently asked questions about flying from Chicago Midway Airport to Aspen

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 16m, 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.

Leadville

Snowmass Village

Carbondale

Buena Vista

Snowmass

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.