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 (MDW-ASE) in 2025

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Find the cheapest flights from Chicago Midway Airport to Aspen (MDW-ASE)

Round-trip

One-way

Cheap round-trip flights

6:00 am - 11:13 amMDW-ASE

6h 13m1 stop

7:16 am - 6:35 pmASE-MDW

10h 19m2 stops

$490Delta

Find Deal

sáb., sep. 13 - sáb., sep. 20

6:00 am - 11:13 amMDW-ASE

6h 13m1 stop

7:16 am - 3:26 pmASE-MDW

7h 10m1 stop

$578Delta

Find Deal

sáb., sep. 13 - sáb., sep. 20

6:00 am - 11:21 amMDW-ASE

6h 21m1 stop

7:16 am - 6:37 pmASE-MDW

10h 21m2 stops

$606Delta

Find Deal

dom., sep. 7 - mié., sep. 10

6:00 am - 11:13 amMDW-ASE

6h 13m1 stop

7:16 am - 6:35 pmASE-MDW

10h 19m2 stops

$920Delta

Find Deal

lun., sep. 29 - jue., oct. 2

6:00 am - 2:19 pmMDW-ASE

9h 19m1 stop

1:50 pm - 9:46 pmASE-MDW

6h 56m1 stop

$949Delta

Find Deal

mié., ene. 14 - mar., ene. 20

6:00 am - 11:21 amMDW-ASE

6h 21m1 stop

7:16 am - 6:35 pmASE-MDW

10h 19m2 stops

$970Delta

Find Deal

lun., sep. 8 - vie., sep. 12

6:00 am - 11:32 amMDW-ASE

6h 32m1 stop

1:50 pm - 9:44 pmASE-MDW

6h 54m1 stop

$989Delta

Find Deal

vie., dic. 5 - dom., dic. 7

6:00 am - 11:21 amMDW-ASE

6h 21m1 stop

7:16 am - 6:35 pmASE-MDW

10h 19m2 stops

$995Delta

Find Deal

dom., sep. 7 - jue., sep. 11

6:00 am - 2:19 pmMDW-ASE

9h 19m1 stop

1:50 pm - 9:46 pmASE-MDW

6h 56m1 stop

$1,079Delta

Find Deal

vie., feb. 6 - mar., feb. 10

6:00 am - 11:13 amMDW-ASE

6h 13m1 stop

7:16 am - 6:35 pmASE-MDW

10h 19m2 stops

$1,424Delta

Find Deal

vie., sep. 12 - lun., sep. 15

Delta flights from Chicago Midway Airport to Aspen

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

Delta

Sep 13

MDW6:00 amChicago Midway

6h 13m

1 stop

ASE11:13 amAspen Pitkin County

Sep 20

ASE7:16 amAspen Pitkin County

10h 19m

2 stops

MDW6:35 pmChicago Midway

$490

Find similar

Delta

Sep 13

MDW6:00 amChicago Midway

6h 13m

1 stop

ASE11:13 amAspen Pitkin County

Sep 20

ASE7:16 amAspen Pitkin County

7h 10m

1 stop

MDW3:26 pmChicago Midway

$578

Find similar

Delta

Sep 3

MDW6:00 amChicago Midway

6h 21m

1 stop

ASE11:21 amAspen Pitkin County

Sep 5

ASE7:16 amAspen Pitkin County

10h 21m

2 stops

MDW6:37 pmChicago Midway

$591

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

sáb. 9/13

6:00 am-11:13 am

1 stop6h 13m

Aspen Pitkin County

sáb. 9/20

7:16 am-6:35 pm

2 stops10h 19m

$490

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

sáb. 9/13

6:00 am-11:13 am

1 stop6h 13m

Aspen Pitkin County

sáb. 9/20

7:16 am-3:26 pm

1 stop7h 10m

$578

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

dom. 9/7

6:00 am-11:21 am

1 stop6h 21m

Aspen Pitkin County

mié. 9/10

7:16 am-6:37 pm

2 stops10h 21m

$606

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

lun. 9/29

6:00 am-11:13 am

1 stop6h 13m

Aspen Pitkin County

jue. 10/2

7:16 am-6:35 pm

2 stops10h 19m

$920

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

mié. 1/14

6:00 am-2:19 pm

1 stop9h 19m

Aspen Pitkin County

mar. 1/20

1:50 pm-9:46 pm

1 stop6h 56m

$949

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

lun. 9/8

6:00 am-11:21 am

1 stop6h 21m

Aspen Pitkin County

vie. 9/12

7:16 am-6:35 pm

2 stops10h 19m

$970

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

vie. 12/5

6:00 am-11:32 am

1 stop6h 32m

Aspen Pitkin County

dom. 12/7

1:50 pm-9:44 pm

1 stop6h 54m

$989

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

dom. 9/7

6:00 am-11:21 am

1 stop6h 21m

Aspen Pitkin County

jue. 9/11

7:16 am-6:35 pm

2 stops10h 19m

$995

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

vie. 2/6

6:00 am-2:19 pm

1 stop9h 19m

Aspen Pitkin County

mar. 2/10

1:50 pm-9:46 pm

1 stop6h 56m

$1,079

ChicagoAspen

MDW - ASE

MDWASE

Chicago Midway

vie. 9/12

6:00 am-11:13 am

1 stop6h 13m

Aspen Pitkin County

lun. 9/15

7:16 am-6:35 pm

2 stops10h 19m

$1,424

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 $394. The most expensive day to fly to Aspen is Thursday, with ticket prices averaging around $606.

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 $510. 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 $609. 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 10m, 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.

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Leadville

Snowmass

Buena Vista

Carbondale

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.