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Cheap flights from Aspen to Chicago from $177

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 1/27. 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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Aspen to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:00 am - 11:05 am
ASE
-
ORD
3h 05mnonstop
American Airlines Logo
9:59 am - 12:15 pm
ORD
-
ASE
3h 16mnonstop
$353American Airlines
Wed, Sep 30 - Tue, Oct 6
American Airlines Logo
7:00 am - 11:06 am
ASE
-
ORD
3h 06mnonstop
American Airlines Logo
11:16 am - 1:24 pm
ORD
-
ASE
3h 08mnonstop
$353American Airlines
Tue, Sep 1 - Tue, Sep 8
American Airlines Logo
7:00 am - 11:05 am
ASE
-
ORD
3h 05mnonstop
American Airlines Logo
7:20 pm - 9:29 pm
ORD
-
ASE
3h 09mnonstop
$353American Airlines
Wed, Sep 16 - Mon, Sep 21
American Airlines Logo
1:54 pm - 6:07 pm
ASE
-
ORD
3h 13mnonstop
American Airlines Logo
11:16 am - 1:24 pm
ORD
-
ASE
3h 08mnonstop
$353American Airlines
Fri, Sep 4 - Tue, Sep 8
United Airlines Logo
12:20 pm - 4:24 pm
ASE
-
ORD
3h 04mnonstop
United Airlines Logo
1:30 pm - 6:46 pm
ORD
-
ASE
6h 16m
1 stop
$363United Airlines
Wed, Sep 16 - Mon, Sep 21
United Airlines Logo
8:30 am - 3:00 pm
ASE
-
ORD
5h 30m
1 stop
United Airlines Logo
9:00 am - 11:10 am
ORD
-
ASE
3h 10mnonstop
$363United Airlines
Tue, Sep 1 - Tue, Sep 8
United Airlines Logo
1:15 pm - 7:29 pm
ASE
-
ORD
5h 14m
1 stop
United Airlines Logo
5:00 am - 8:59 am
ORD
-
ASE
4h 59m
1 stop
$373United Airlines
Wed, Sep 30 - Tue, Oct 6
Delta Logo
7:30 am - 8:30 pm
ASE
-
ORD
12h 00m
2 stops
Delta Logo
5:27 am - 11:24 am
ORD
-
ASE
6h 57m
1 stop
$436Delta
Thu, Nov 5 - Sun, Nov 8
Delta Logo
7:20 am - 8:30 pm
ASE
-
ORD
12h 10m
2 stops
Delta Logo
5:30 am - 11:21 am
ORD
-
ASE
6h 51m
1 stop
$476Delta
Fri, Sep 4 - Tue, Sep 8
Delta Logo
7:20 am - 8:30 pm
ASE
-
ORD
12h 10m
2 stops
Delta Logo
5:30 am - 11:21 am
ORD
-
ASE
6h 51m
1 stop
$506Delta
Sat, Sep 5 - Tue, Sep 8

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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
Sep 1
ASE7:00 amAspen Pitkin County
3h 06m
ORD11:06 amChicago O'Hare Intl
Sep 8
ORD11:16 amChicago O'Hare Intl
3h 08m
ASE1:24 pmAspen Pitkin County
$353
American Airlines
Oct 7
ASE12:48 pmAspen Pitkin County
3h 17m
ORD5:05 pmChicago O'Hare Intl
Oct 11
ORD9:59 amChicago O'Hare Intl
3h 16m
ASE12:15 pmAspen Pitkin County
$391
American Airlines
Oct 7
ASE12:56 pmAspen Pitkin County
7h 24m
1 stop
ORD9:20 pmChicago O'Hare Intl
Oct 11
ORD9:59 amChicago O'Hare Intl
3h 16m
ASE12:15 pmAspen Pitkin County
$401

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
Sep 1
ASE8:30 amAspen Pitkin County
5h 30m
1 stop
ORD3:00 pmChicago O'Hare Intl
Sep 8
ORD9:00 amChicago O'Hare Intl
3h 10m
ASE11:10 amAspen Pitkin County
$363
United Airlines
Sep 1
ASE9:15 amAspen Pitkin County
4h 45m
1 stop
ORD3:00 pmChicago O'Hare Intl
Sep 8
ORD5:51 pmChicago O'Hare Intl
4h 38m
1 stop
ASE9:29 pmAspen Pitkin County
$373
United Airlines
Nov 5
ASE1:30 pmAspen Pitkin County
5h 35m
1 stop
ORD8:05 pmChicago O'Hare Intl
Nov 8
ORD7:00 amChicago O'Hare Intl
4h 46m
1 stop
ASE10:46 amAspen Pitkin County
$393

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 July 31, 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

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 9/30

7:00 am-11:05 am

Nonstop3h 05m

Chicago O'Hare Intl

Tue 10/6

9:59 am-12:15 pm

Nonstop3h 16m

$353
Quickest round-trip

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Tue 9/1

7:00 am-11:06 am

Nonstop3h 06m

Chicago O'Hare Intl

Tue 9/8

11:16 am-1:24 pm

Nonstop3h 08m

$353

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 9/16

7:00 am-11:05 am

Nonstop3h 05m

Chicago O'Hare Intl

Mon 9/21

7:20 pm-9:29 pm

Nonstop3h 09m

$353

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Fri 9/4

1:54 pm-6:07 pm

Nonstop3h 13m

Chicago O'Hare Intl

Tue 9/8

11:16 am-1:24 pm

Nonstop3h 08m

$353

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 9/16

12:20 pm-4:24 pm

Nonstop3h 04m

Chicago O'Hare Intl

Mon 9/21

1:30 pm-6:46 pm

1 stop6h 16m

$363

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Tue 9/1

8:30 am-3:00 pm

1 stop5h 30m

Chicago O'Hare Intl

Tue 9/8

9:00 am-11:10 am

Nonstop3h 10m

$363

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 9/30

1:15 pm-7:29 pm

1 stop5h 14m

Chicago O'Hare Intl

Tue 10/6

5:00 am-8:59 am

1 stop4h 59m

$373

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Thu 11/5

7:30 am-8:30 pm

2 stops12h 00m

Chicago O'Hare Intl

Sun 11/8

5:27 am-11:24 am

1 stop6h 57m

$436

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Fri 9/4

7:20 am-8:30 pm

2 stops12h 10m

Chicago O'Hare Intl

Tue 9/8

5:30 am-11:21 am

1 stop6h 51m

$476

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Sat 9/5

7:20 am-8:30 pm

2 stops12h 10m

Chicago O'Hare Intl

Tue 9/8

5:30 am-11:21 am

1 stop6h 51m

$506

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 typical price of a round-trip flight between Aspen and Chicago O'Hare Intl Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $405 to $610.
The lowest price recently found on this route was $353.

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of March is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Aspen averaging around $0.

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 $414. 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 $683.

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 at noon because they tend to be around $532. 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 to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Aspen to Chicago O'Hare Intl Airport 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

$260

Fastest flight time

3h 01m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Aspen in the past 72 hours is $260. The best round-trip flight deal from Aspen to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $498.
The fastest flight from Aspen to Chicago O'Hare Intl Airport takes 3h 01m
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 01m.

  • 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
United AirlinesPriceFrom $335Free CancellationRating
7.4
10,053 reviews
Search United Airlines flights
American AirlinesPriceFrom $343Free CancellationRating
7.1
11,846 reviews
Search American 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 9 times per week, with 10,053 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 $335 (round-trip), much lower than the average airfare cost of $449 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 $343 round-trip, depending on your selected dates, with average American Airlines deals seen on momondo around $414. American Airlines operates 11 flights to Chicago O'Hare Intl Airport from Aspen in an average week. Users have rated it 7.1/10 across 11,846 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
Merrillville
Rockford
Gurnee
Rosemont
Orland Park
Oak Brook
Naperville
Joliet
New Buffalo
Kenosha
Hammond
Aurora
Racine
Janesville
Elgin
Evanston
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.

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

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