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O'Hare Intl

$172+ Cheap flights from Aspen (ASE) to O'Hare Intl (ORD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
ASE — ORD
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
1 adult, Economy
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Cheap flight deals from Aspen to O'Hare Intl

Cheapest flights from Aspen to O'Hare Intl
Explore the most affordable flight options available from Aspen to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 27, 2026.

This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:48 pm
ASE
-
ORD
Nonstop3h 17m
American Airlines
Mon 10/269:59 am
ORD
-
ASE
Nonstop3h 16m
American Airlines
Deal found 7/22$343
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:30 am
ASE
-
ORD
1 stop8h 27m
Delta
Mon 10/265:30 am
ORD
-
ASE
1 stop6h 51m
Delta
Deal found 7/22$353
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:20 pm
ASE
-
ORD
Nonstop3h 04m
United Airlines
Mon 9/211:30 pm
ORD
-
ASE
1 stop6h 16m
United Airlines
Deal found 7/26$363
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:53 pm
ASE
-
ORD
1 stop6h 36m
American Airlines
Mon 9/217:09 am
ORD
-
ASE
1 stop6h 12m
American Airlines
Deal found 7/26$373
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:30 am
ASE
-
ORD
2 stops12h 00m
Delta
Sun 10/115:30 am
ORD
-
ASE
1 stop6h 51m
Delta
Deal found 7/23$378
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:48 pm
ASE
-
ORD
Nonstop3h 17m
American Airlines
Sun 10/119:59 am
ORD
-
ASE
Nonstop3h 16m
American Airlines
Deal found 7/27$391
This American Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:48 pm
ASE
-
ORD
Nonstop3h 17m
American Airlines
Fri 10/309:59 am
ORD
-
ASE
Nonstop3h 16m
American Airlines
Deal found 7/22$414

Find flight deals from Aspen to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Aspen (ASE) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 27, 2026.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$343
(American Airlines)

One-way from

$172
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$486

Good round-trip deal

$498 or less

Good one-way deal

$260 or less
Provider with most accurate pricing for Aspen Pitkin County-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Aspen Pitkin County-Chicago O'Hare Intl flights.
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From Aspen Pitkin County to Chicago O'Hare Intl
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One-way flight from Aspen Pitkin County to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($39 potential savings vs. average RT price).
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Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Aspen Pitkin County to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Aspen Pitkin County to Chicago O'Hare Intl.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Aspen to O'Hare Intl 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, Cheapflights users made 2,558,603 searches. Data last updated July 27, 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

Thu 10/22

7:30 am-4:57 pm

1 stop8h 27m

Chicago O'Hare Intl

Mon 10/26

5:30 am-11:21 am

1 stop6h 51m

$353
Quickest round-trip

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

Sat 9/19

2:15 pm-5:55 am

2 stops14h 40m

Chicago O'Hare Intl

Sun 9/20

9:00 am-11:10 am

Nonstop3h 10m

$419

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Tue 10/27

12:48 pm-5:05 pm

Nonstop3h 17m

Chicago O'Hare Intl

Fri 10/30

12:11 pm-8:21 pm

1 stop9h 10m

$424

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Sat 9/19

12:53 pm-10:04 pm

1 stop8h 11m

Chicago O'Hare Intl

Sun 9/20

7:20 pm-9:29 pm

Nonstop3h 09m

$426

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Mon 9/14

3:20 pm-9:30 pm

1 stop5h 10m

Chicago O'Hare Intl

Tue 9/15

7:00 am-10:44 am

1 stop4h 44m

$444

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Fri 8/7

6:12 pm-12:44 am

1 stop5h 32m

Chicago O'Hare Intl

Sun 8/9

5:00 am-8:47 am

1 stop4h 47m

$449

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Thu 9/3

4:45 pm-11:59 pm

1 stop6h 14m

Chicago O'Hare Intl

Sun 9/6

8:56 am-11:06 am

Nonstop3h 10m

$453
Cheapest one-way

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Wed 1/20

2:55 pm-11:50 pm

1 stop7h 55m

$187

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Fri 10/23

7:30 am-5:03 pm

1 stop8h 33m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

Showing 1-10 of 19 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Aspen-Chicago O'Hare Intl Airport flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on Aspen-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. Expedia <90% of the time. Price accuracy is based on data collected from Aspen-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Aspen-Chicago O'Hare Intl Airport flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Aspen-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Aspen to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Aspen with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Aspen to Chicago O'Hare Intl Airport

What is the cheapest time of day to fly from ASE to ORD?

Find hourly flight availability from Aspen to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 27, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Aspen to Chicago O'Hare Intl Airport as you normally would.

How much does it cost to fly round-trip from Aspen to Chicago O'Hare Intl Airport?

Airfare is below average for this route at the moment.

Aspen to Chicago O'Hare Intl Airport flights typically cost between $405 and $610 in October.
The cheapest round-trip price found within the last 5 days was $343 on American Airlines (Oct 22-Oct 26).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated July 27, 2026.
See what other customers who have flown with United Airlines and American Airlines from Aspen to Chicago O'Hare Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
10,041 reviews

Overall

7.4

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
10,041 reviews
United Airlines
7.4
Good
10,041 reviews

Overall

7.4

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
American Airlines
7.1
Good
11,836 reviews
United Airlines
7.4
Good
10,041 reviews

Overall

7.4

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

Related info for your journey

Find useful and relevant information for your journey from Aspen to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Aspen to Chicago O'Hare Intl?

    Located just 3.5 mi from the city center, Aspen Pitkin County is the airport most travelers will use when flying to Chicago O'Hare Intl from Aspen. Booking flights from Pitkin County (ASE) to Chicago O'Hare Intl should be relatively easy as there are 6 daily outbound flights to Chicago O'Hare Intl from 2 different airlines.

  • How long is the flight from Aspen to Chicago O'Hare Intl Airport?

    Delta and United Airlines can get you from Aspen to Chicago O'Hare Intl Airport in just under 3h 04m. Your travel time can differ by up to 5h 23m. Aspen and Chicago O'Hare Intl Airport are separated by a distance of 1010 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Aspen to Chicago O'Hare Intl Airport round-trip?

    According to our current data, United Airlines ($335), and American Airlines ($343) offers the cheapest pricing from Aspen to Chicago O'Hare Intl Airport. United Airlines is currently priced 30% below the average price you’ll pay for this route.

  • What are the most reliable airlines from Aspen to Chicago O'Hare Intl Airport?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Aspen to Chicago O'Hare Intl Airport on time: American Airlines (75%), Qatar Airways (71%), SkyWest Airlines (70%).

  • What are the cheapest flights from Aspen to Chicago O'Hare Intl Airport?

    Looking at all options, your cheapest flight can be booked for $209. While the most popular route (Aspen Pitkin County - Chicago O'Hare Intl) can be booked for $353 on average, our data indicates $1,040 when flying from Aspen to Chicago O'Hare Intl Airport.

  • Can I find deals for flights from Aspen to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Aspen to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Aspen to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Aspen to O'Hare Intl.

  • Can I find deals for business class flights from Aspen to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Aspen to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Benton Harbor
Rosemont
Schaumburg
Lake Geneva
Naperville
Oak Brook
Delavan
Oakbrook Terrace
Gurnee
South Holland
Libertyville
Orland Park
Hoffman Estates
Beloit
Downers Grove
Rockford
Racine
Great Lakes
Janesville
Joliet

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Aspen to O'Hare Intl

Discover the top 2 airlines that operate flights from Aspen to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$335Average$449FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$343Average$414FlexibilityNo cancel feeOn-time71%

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