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Cheap flights from Aspen to Chicago from $151

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Aspen to Chicago departing on 4/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
3:46 pm - 7:47 pm
ASE
-
ORD
3h 01mnonstop
American Airlines Logo
7:07 am - 9:29 am
ORD
-
ASE
3h 22mnonstop
$261American Airlines
Wed, Apr 1 - Sun, Apr 5
American Airlines Logo
2:47 pm - 10:24 pm
ASE
-
ORD
6h 37m
1 stop
American Airlines Logo
7:07 am - 9:29 am
ORD
-
ASE
3h 22mnonstop
$271American Airlines
Wed, Apr 1 - Sun, Apr 5
American Airlines Logo
2:47 pm - 11:36 pm
ASE
-
ORD
7h 49m
1 stop
American Airlines Logo
9:20 am - 4:06 pm
ORD
-
ASE
7h 46m
1 stop
$281American Airlines
Wed, Apr 1 - Sun, Apr 5
United Airlines Logo
9:00 am - 12:59 pm
ASE
-
ORD
2h 59mnonstop
United Airlines Logo
2:35 pm - 6:35 pm
ORD
-
ASE
5h 00m
1 stop
$291United Airlines
Thu, Apr 2 - Sun, Apr 5
United Airlines Logo
6:19 pm - 12:30 am
ASE
-
ORD
5h 11m
1 stop
United Airlines Logo
12:55 pm - 4:35 pm
ORD
-
ASE
4h 40m
1 stop
$328United Airlines
Thu, Apr 2 - Sun, Apr 5
American Airlines Logo
1:24 pm - 5:25 pm
ASE
-
ORD
3h 01mnonstop
American Airlines Logo
10:27 am - 12:58 pm
ORD
-
ASE
3h 31mnonstop
$339American Airlines
Tue, Mar 24 - Sat, Mar 28
American Airlines Logo
12:39 pm - 7:40 pm
ASE
-
ORD
6h 01m
1 stop
American Airlines Logo
10:27 am - 12:58 pm
ORD
-
ASE
3h 31mnonstop
$349American Airlines
Tue, Mar 24 - Sat, Mar 28
American Airlines Logo
1:24 pm - 5:25 pm
ASE
-
ORD
3h 01mnonstop
American Airlines Logo
10:18 am - 12:49 pm
ORD
-
ASE
3h 31mnonstop
$359American Airlines
Wed, Mar 25 - Sun, Mar 29
United Airlines Logo
2:27 pm - 9:29 pm
ASE
-
ORD
6h 02m
1 stop
United Airlines Logo
3:35 pm - 5:52 pm
ORD
-
ASE
3h 17mnonstop
$369United Airlines
Wed, Mar 25 - Sun, Mar 29
United Airlines Logo
7:45 am - 11:44 am
ASE
-
ORD
2h 59mnonstop
United Airlines Logo
7:00 am - 12:25 pm
ORD
-
ASE
6h 25m
1 stop
$371United Airlines
Wed, Apr 1 - Sun, Apr 5

United Airlines flights from Aspen to Chicago O'Hare Intl Airport

Our best United Airlines deals on Aspen to Chicago O'Hare Intl Airport flight tickets
United Airlines
Apr 2
ASE9:00 amAspen Pitkin County
2h 59m
ORD12:59 pmChicago O'Hare Intl
Apr 5
ORD2:35 pmChicago O'Hare Intl
5h 00m
1 stop
ASE6:35 pmAspen Pitkin County
$291
United Airlines
Apr 2
ASE6:19 pmAspen Pitkin County
5h 11m
1 stop
ORD12:30 amChicago O'Hare Intl
Apr 5
ORD12:55 pmChicago O'Hare Intl
4h 40m
1 stop
ASE4:35 pmAspen Pitkin County
$328
United Airlines
Mar 25
ASE2:27 pmAspen Pitkin County
6h 02m
1 stop
ORD9:29 pmChicago O'Hare Intl
Mar 29
ORD3:35 pmChicago O'Hare Intl
3h 17m
ASE5:52 pmAspen Pitkin County
$369

American Airlines flights from Aspen to Chicago O'Hare Intl Airport

Our best American Airlines deals on Aspen to Chicago O'Hare Intl Airport flight tickets
American Airlines
Apr 2
ASE11:51 amAspen Pitkin County
2h 58m
ORD3:49 pmChicago O'Hare Intl
Apr 5
ORD7:07 amChicago O'Hare Intl
3h 22m
ASE9:29 amAspen Pitkin County
$281
American Airlines
Mar 24
ASE1:24 pmAspen Pitkin County
3h 01m
ORD5:25 pmChicago O'Hare Intl
Mar 28
ORD10:27 amChicago O'Hare Intl
3h 31m
ASE12:58 pmAspen Pitkin County
$339
American Airlines
Mar 24
ASE12:39 pmAspen Pitkin County
6h 01m
1 stop
ORD7:40 pmChicago O'Hare Intl
Mar 28
ORD10:27 amChicago O'Hare Intl
3h 31m
ASE12:58 pmAspen Pitkin County
$349

momondo Fare Finder

 
Customize your flight search to find flights from Aspen to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 14, 2026.
Use the filters below to find and compare flights from Aspen to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 4/1

3:46 pm-7:47 pm

Nonstop3h 01m

Chicago O'Hare Intl

Sun 4/5

7:07 am-9:29 am

Nonstop3h 22m

$261

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 4/1

2:47 pm-10:24 pm

1 stop6h 37m

Chicago O'Hare Intl

Sun 4/5

7:07 am-9:29 am

Nonstop3h 22m

$271

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 4/1

2:47 pm-11:36 pm

1 stop7h 49m

Chicago O'Hare Intl

Sun 4/5

9:20 am-4:06 pm

1 stop7h 46m

$281

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Thu 4/2

9:00 am-12:59 pm

Nonstop2h 59m

Chicago O'Hare Intl

Sun 4/5

2:35 pm-6:35 pm

1 stop5h 00m

$291

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Thu 4/2

6:19 pm-12:30 am

1 stop5h 11m

Chicago O'Hare Intl

Sun 4/5

12:55 pm-4:35 pm

1 stop4h 40m

$328

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Tue 3/24

1:24 pm-5:25 pm

Nonstop3h 01m

Chicago O'Hare Intl

Sat 3/28

10:27 am-12:58 pm

Nonstop3h 31m

$339

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Tue 3/24

12:39 pm-7:40 pm

1 stop6h 01m

Chicago O'Hare Intl

Sat 3/28

10:27 am-12:58 pm

Nonstop3h 31m

$349

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 3/25

1:24 pm-5:25 pm

Nonstop3h 01m

Chicago O'Hare Intl

Sun 3/29

10:18 am-12:49 pm

Nonstop3h 31m

$359

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 3/25

2:27 pm-9:29 pm

1 stop6h 02m

Chicago O'Hare Intl

Sun 3/29

3:35 pm-5:52 pm

Nonstop3h 17m

$369

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 4/1

7:45 am-11:44 am

Nonstop2h 59m

Chicago O'Hare Intl

Sun 4/5

7:00 am-12:25 pm

1 stop6h 25m

$371

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Aspen to Chicago O'Hare Intl Airport

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 cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $417. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Aspen because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $766.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Aspen in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $408 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $486. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Aspen Pitkin County to Chicago O'Hare Intl flight route?

Fly from Aspen Pitkin County to Chicago O'Hare Intl for the best Aspen Pitkin County - Chicago O'Hare Intl flight prices

What cabin class options are available on Aspen Pitkin County to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Aspen Pitkin County to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Aspen to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Aspen to Chicago O'Hare Intl Airport.

When to book flights from Aspen to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Aspen to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Aspen to Chicago O'Hare Intl Airport (ASE to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Aspen to Chicago O'Hare Intl Airport

Best Price Found

$305

Fastest flight time

2h 59m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Aspen in the past 72 hours is $305. The best round-trip flight deal from Aspen to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $457.
The fastest flight from Aspen to Chicago O'Hare Intl Airport takes 2h 59m
Direct flights go from Aspen to Chicago O'Hare Intl Airport every day.
Search flight deals

  • How far is Aspen Pitkin County to Chicago O'Hare Intl by plane?

    Chicago O'Hare Intl is 1008.0 mi away from Aspen Pitkin County. In terms of flight time, this usually takes a little over 2h 59m.

  • When did momondo last update prices for flights from Aspen Pitkin County Airport to Chicago O'Hare Intl Airport?

    Prices for flights from Aspen Pitkin County Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Aspen Pitkin County Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from Aspen Pitkin County Airport to Chicago O'Hare Intl 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 Aspen Pitkin County Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl 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 Chicago O'Hare Intl 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 Aspen to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Aspen to Chicago O'Hare Intl Airport?

Best airlines flying from Aspen to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Aspen to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $172Free CancellationRating
7.1
11,464 reviews
Search American Airlines flights
United AirlinesPriceFrom $319Free CancellationRating
7.4
9,423 reviews
Search United Airlines flights

  • United Airlines Flights From Aspen to Chicago O'Hare Intl Airport

    United Airlines flies from Aspen to Chicago O'Hare Intl Airport around 27 times per week, with 9,427 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Aspen to Chicago O'Hare Intl Airport in the last 72 hours was $319 (round-trip), much lower than the average airfare cost of $409 for United Airlines flights on this route.

  • American Airlines Flights From Aspen to Chicago O'Hare Intl Airport

    American Airlines is also a popular choice for this route. American Airlines flight deals for Aspen to Chicago O'Hare Intl Airport start from as low as $172 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $439. American Airlines operates 17 flights to Chicago O'Hare Intl Airport from Aspen in an average week. Users have rated it 7.1/10 across 11,472 reviews.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Kenosha
Oak Brook
Joliet
Racine
Janesville
Hammond
Aurora
Tinley Park
Elgin
South Holland

Why use momondo?

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

Finding the right flight to Chicago from Aspen is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Flights from Aspen to Chicago 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 Aspen to Chicago?

momondo helps you find the best flight between Aspen and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Yes momondo offers price alerts on flights to Chicago from Aspen. 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.

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