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Cheap flights from Aspen to Chicago from $172

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 6/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:25 am - 11:31 am
ASE
-
ORD
3h 06mnonstop
American Airlines Logo
7:49 pm - 9:56 pm
ORD
-
ASE
3h 07mnonstop
$343American Airlines
Tue, Jul 14 - Tue, Jul 21
American Airlines Logo
7:25 am - 11:31 am
ASE
-
ORD
3h 06mnonstop
American Airlines Logo
5:00 am - 10:01 am
ORD
-
ASE
6h 01m
1 stop
$353American Airlines
Tue, Jul 14 - Tue, Jul 21
United Airlines Logo
9:00 am - 1:04 pm
ASE
-
ORD
3h 04mnonstop
United Airlines Logo
7:45 pm - 10:00 pm
ORD
-
ASE
3h 15mnonstop
$358United Airlines
Wed, Jun 3 - Sun, Jun 7
American Airlines Logo
2:21 pm - 9:22 pm
ASE
-
ORD
6h 01m
1 stop
American Airlines Logo
3:00 pm - 8:17 pm
ORD
-
ASE
6h 17m
1 stop
$363American Airlines
Tue, Jul 14 - Tue, Jul 21
United Airlines Logo
6:12 pm - 12:44 am
ASE
-
ORD
5h 32m
1 stop
United Airlines Logo
7:45 pm - 10:00 pm
ORD
-
ASE
3h 15mnonstop
$368United Airlines
Wed, Jun 3 - Sun, Jun 7
United Airlines Logo
2:22 pm - 8:44 pm
ASE
-
ORD
5h 22m
1 stop
United Airlines Logo
5:00 am - 8:47 am
ORD
-
ASE
4h 47m
1 stop
$378United Airlines
Wed, Jun 3 - Sun, Jun 7
American Airlines Logo
11:26 am - 3:35 pm
ASE
-
ORD
3h 09mnonstop
American Airlines Logo
7:04 pm - 9:14 pm
ORD
-
ASE
3h 10mnonstop
$381American Airlines
Fri, Jun 19 - Tue, Jun 23
United Airlines Logo
2:22 pm - 8:30 pm
ASE
-
ORD
5h 08m
1 stop
United Airlines Logo
5:00 am - 8:47 am
ORD
-
ASE
4h 47m
1 stop
$390United Airlines
Thu, Jun 11 - Sun, Jun 14
American Airlines Logo
7:00 am - 11:02 am
ASE
-
ORD
3h 02mnonstop
American Airlines Logo
1:25 pm - 8:29 pm
ORD
-
ASE
8h 04m
1 stop
$391American Airlines
Fri, Jun 19 - Tue, Jun 23
American Airlines Logo
1:56 pm - 6:04 pm
ASE
-
ORD
3h 08mnonstop
American Airlines Logo
11:18 am - 1:26 pm
ORD
-
ASE
3h 08mnonstop
$396American Airlines
Wed, Aug 26 - Sat, Aug 29

Delta flights from Aspen to Chicago O'Hare Intl Airport

Our best Delta deals on Aspen to Chicago O'Hare Intl Airport flight tickets
Delta
Aug 26
ASE8:05 amAspen Pitkin County
7h 40m
1 stop
ORD4:45 pmChicago O'Hare Intl
Aug 29
ORD5:30 amChicago O'Hare Intl
6h 51m
1 stop
ASE11:21 amAspen Pitkin County
$416
Delta
Aug 26
ASE8:05 amAspen Pitkin County
11h 19m
2 stops
ORD8:24 pmChicago O'Hare Intl
Aug 29
ORD5:30 amChicago O'Hare Intl
6h 51m
1 stop
ASE11:21 amAspen Pitkin County
$421
Delta
May 25
ASE8:05 amAspen Pitkin County
7h 51m
1 stop
ORD4:56 pmChicago O'Hare Intl
May 26
ORD5:30 amChicago O'Hare Intl
6h 49m
1 stop
ASE11:19 amAspen Pitkin County
$434

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
Jul 14
ASE7:25 amAspen Pitkin County
3h 06m
ORD11:31 amChicago O'Hare Intl
Jul 21
ORD7:49 pmChicago O'Hare Intl
3h 07m
ASE9:56 pmAspen Pitkin County
$343
American Airlines
Jul 14
ASE7:25 amAspen Pitkin County
3h 06m
ORD11:31 amChicago O'Hare Intl
Jul 21
ORD5:00 amChicago O'Hare Intl
6h 01m
1 stop
ASE10:01 amAspen Pitkin County
$353
American Airlines
Jul 14
ASE2:21 pmAspen Pitkin County
6h 01m
1 stop
ORD9:22 pmChicago O'Hare Intl
Jul 21
ORD3:00 pmChicago O'Hare Intl
6h 17m
1 stop
ASE8:17 pmAspen Pitkin County
$363

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 April 30, 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

Tue 7/14

7:25 am-11:31 am

Nonstop3h 06m

Chicago O'Hare Intl

Tue 7/21

7:49 pm-9:56 pm

Nonstop3h 07m

$343

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Tue 7/14

7:25 am-11:31 am

Nonstop3h 06m

Chicago O'Hare Intl

Tue 7/21

5:00 am-10:01 am

1 stop6h 01m

$353

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 6/3

9:00 am-1:04 pm

Nonstop3h 04m

Chicago O'Hare Intl

Sun 6/7

7:45 pm-10:00 pm

Nonstop3h 15m

$358

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Tue 7/14

2:21 pm-9:22 pm

1 stop6h 01m

Chicago O'Hare Intl

Tue 7/21

3:00 pm-8:17 pm

1 stop6h 17m

$363

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 6/3

6:12 pm-12:44 am

1 stop5h 32m

Chicago O'Hare Intl

Sun 6/7

7:45 pm-10:00 pm

Nonstop3h 15m

$368

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 6/3

2:22 pm-8:44 pm

1 stop5h 22m

Chicago O'Hare Intl

Sun 6/7

5:00 am-8:47 am

1 stop4h 47m

$378

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Fri 6/19

11:26 am-3:35 pm

Nonstop3h 09m

Chicago O'Hare Intl

Tue 6/23

7:04 pm-9:14 pm

Nonstop3h 10m

$381

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Thu 6/11

2:22 pm-8:30 pm

1 stop5h 08m

Chicago O'Hare Intl

Sun 6/14

5:00 am-8:47 am

1 stop4h 47m

$390

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Fri 6/19

7:00 am-11:02 am

Nonstop3h 02m

Chicago O'Hare Intl

Tue 6/23

1:25 pm-8:29 pm

1 stop8h 04m

$391

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 8/26

1:56 pm-6:04 pm

Nonstop3h 08m

Chicago O'Hare Intl

Sat 8/29

11:18 am-1:26 pm

Nonstop3h 08m

$396

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 $399. 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 $720.

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 at noon is the least expensive time of day to depart. momondo users have found prices as low as $404 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $474. 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

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

$316

Fastest flight time

3h 00m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Aspen in the past 72 hours is $316. The best round-trip flight deal from Aspen to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $440.
The fastest flight from Aspen to Chicago O'Hare Intl Airport takes 3h 00m
Direct flights go from Aspen to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Aspen to Chicago O'Hare Intl Airport

  • 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 3h 00m.

  • 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
11,681 reviews
Search American Airlines flights
United AirlinesPriceFrom $232Free CancellationRating
7.4
9,677 reviews
Search United Airlines flights

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
Oak Brook
Kenosha
Joliet
Aurora
Janesville
Racine
Hammond
Tinley Park
Elgin
Evanston

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

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