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Aspen

$187+ Cheap flights from O'Hare Intl (ORD) to Aspen (ASE)

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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — ASE
Sep 17 — Sep 241
Thu 9/17
Thu 9/24
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Aspen Pitkin County are usually found in May or November, booked 45 days in advance, depart on a Tuesday or Sunday and return on a Thursday

Cheap flight deals from O'Hare Intl to Aspen

Cheapest flights from O'Hare Intl to Aspen
Explore the most affordable flight options available from O'Hare Intl to Aspen. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2026.

This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sun 9/137:20 pm -
Nonstop3h 09m
Wed 9/167:00 am -
Nonstop3h 05m
Deal found 8/14$373
This American Airlines deal was found by Cheapflights users on 8/15. 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 9/297:20 pm -
Nonstop3h 09m
Tue 10/612:48 pm -
Nonstop3h 17m
Deal found 8/15$374
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sun 9/136:00 am -
1 stop7h 21m
Tue 9/227:00 am -
Nonstop3h 05m
Deal found 8/14$383
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/811:16 am -
Nonstop3h 08m
Tue 9/157:00 am -
Nonstop3h 05m
Deal found 8/13$411
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Sun 9/611:16 am -
Nonstop3h 08m
Tue 9/157:00 am -
Nonstop3h 05m
Deal found 8/13$412

Find flight deals from O'Hare Intl to Aspen

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Aspen (ASE). 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 August 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$373
(American Airlines)

One-way from

$187
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$539

Good round-trip deal

$469 or less

Good one-way deal

$242 or less
Provider with most accurate pricing for Chicago O'Hare Intl-Aspen Pitkin County flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Aspen Pitkin County flights.
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From Chicago O'Hare Intl to Aspen Pitkin County
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One-way flight from Chicago O'Hare Intl to Aspen Pitkin County
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Highest demand for flights based on searches. 10% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in August 2026
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Aspen Pitkin County.
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Price to beat on a one-way flight from Chicago O'Hare Intl to Aspen Pitkin County.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Aspen 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 August 18, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Aspen that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Thu 10/22

7:00 am-10:36 am

1 stop4h 36m

Aspen Pitkin County

Sun 10/25

8:21 am-12:30 pm

Nonstop3h 09m

$509
Quickest round-trip

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Mon 9/7

7:45 pm-9:53 pm

Nonstop3h 08m

Aspen Pitkin County

Fri 9/11

8:21 am-12:29 pm

Nonstop3h 08m

$539

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Fri 11/13

6:50 am-6:27 pm

2 stops12h 37m

Aspen Pitkin County

Tue 11/17

3:18 pm-10:46 pm

1 stop6h 28m

$588

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Mon 12/28

7:20 am-9:54 am

Nonstop3h 34m

Aspen Pitkin County

Fri 1/1

6:23 pm-12:30 am

1 stop5h 07m

$608

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Fri 9/11

5:55 am-10:44 am

1 stop5h 49m

Aspen Pitkin County

Mon 9/14

2:15 pm-9:30 pm

1 stop6h 15m

$609

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Sat 1/16

1:00 pm-3:19 pm

Nonstop3h 19m

Aspen Pitkin County

Tue 1/19

4:00 pm-8:00 pm

Nonstop3h 00m

$623

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Tue 9/29

5:30 am-11:21 am

1 stop6h 51m

Aspen Pitkin County

Tue 10/6

7:30 am-8:30 pm

2 stops12h 00m

$651

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Wed 9/16

7:47 pm-9:55 pm

Nonstop3h 08m

Aspen Pitkin County

Sun 9/20

4:45 pm-11:59 pm

1 stop6h 14m

$673
Cheapest one-way

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Tue 10/13

9:10 am-11:29 am

Nonstop3h 19m

$187

ChicagoAspen

ORD Chicago O'Hare Intl - ASE Aspen Pitkin County

ORDASE

Chicago O'Hare Intl

Tue 9/15

7:47 pm-9:55 pm

Nonstop3h 08m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

Compare providers for flights from O'Hare Intl to Aspen

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Aspen in August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Aspen flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Aspen flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Aspen flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Aspen flights, Cheapflights users trust FlightHub the most. FlightHub 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 Chicago O'Hare Intl Airport-Aspen 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 O'Hare Intl to Aspen

Have a flexible travel schedule? Discover the best time to fly to Aspen from O'Hare Intl 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 Chicago O'Hare Intl Airport to Aspen

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Aspen?

Booking 44 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to Aspen. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Aspen?

Currently, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Aspen (average of $299). Flying from Chicago O'Hare Intl Airport to Aspen in December is currently the most expensive (average of $779). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Find hourly flight availability from O'Hare Intl to Aspen. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2026.

A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Aspen at noon. If you’re flexible enough to do this you can expect to save up to 37% on your trip compared to booking a flight in the evening.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Aspen?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Aspen. Price data was last updated on August 15, 2026.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Aspen flight should consider departing on Friday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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

Airfare is below average for this route at the moment.

Chicago O'Hare Intl Airport to Aspen flights typically cost between $449 and $539 in September.
The cheapest round-trip price found within the last 5 days was $373 on American Airlines (Sep 13-Sep 16).

Reviews of airlines servicing Aspen

Get insights into the airlines that provide service to Aspen. 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 Aspen. Reviews last updated August 18, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Chicago O'Hare Intl Airport to Aspen by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
10,100 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
United Airlines
7.4
Good
10,100 reviews
United Airlines
7.4
Good
10,100 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible
American Airlines
7.1
Good
11,951 reviews
United Airlines
7.4
Good
10,100 reviews

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.7

Overall

7.4

Reviews

1 / 20
2.0
Mediocre

Dawn,Aug 2026

ORD - DEN

I missed my connecting flight because our plane took off ten minutes late and then when we got to the airport another plane was in our shoot waiting to get fueled up and that took 30 minutes so I missed my connecting flight. I asked if I could get off and they assured me the plane would most likely wait for me since they know what time the planes get in because of an app. I was not happy. I had to wait till 7:25 to board the next flight and then that was delayed. Gates changed till 9:20. Terrible

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Aspen. 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 into for flights to Aspen from Chicago O'Hare Intl?

    For a flight from Chicago O'Hare Intl to Aspen, you will be flying into Pitkin County. Aspen Pitkin County (ASE) is just 3.5 mi from the center of the city. Pitkin County is the only Aspen airport and it handles 5 inbound flights from Chicago O'Hare Intl per day. 2 airlines have flights to Aspen Pitkin County from Chicago O'Hare Intl on a regular basis.

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

    There are many flights that can get you from Chicago O'Hare Intl Airport to Aspen in 4h 36m. Fly via United Airlines to get the fastest option. The distance between Chicago O'Hare Intl Airport and Aspen is about 1010 mi.

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

    Cheapflights users have booked flights from Chicago O'Hare Intl Airport to Aspen round-trip from $259. Another airline that can offer you cheap pricing is American Airlines. United Airlines is priced at 47% lower than the current average price of a flight leaving 3 months from now.

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

    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 Chicago O'Hare Intl Airport to Aspen on time: Lufthansa (57%), United Airlines (52%), SkyWest Airlines (50%).

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

    While on average a flight from Chicago O'Hare Intl Airport to Aspen is generally $462, our data shows the cheapest flight currently is $209. When looking at the most popular route, (Chicago O'Hare Intl - Aspen Pitkin County), you can expect to pay $421 for that flight.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Aspen?

    Currently, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Aspen (average of $299). Flying from Chicago O'Hare Intl Airport to Aspen in December is currently the most expensive (average of $779). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Aspen?

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Snowmass Village
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Top 2 airlines flying from O'Hare Intl to Aspen

Discover the top 2 airlines that operate flights from O'Hare Intl to Aspen. 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 August 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$259Average$495FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$304Average$472FlexibilityNo cancel feeOn-time71%

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