ORD - ASE

$191 Find Cheap Flights from Chicago O'Hare Airport to Aspen

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Aspen departing on 2/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Aspen

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Aspen, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Aspen, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$191
United Airlines
Sun 2/1Thu 2/5
ORD - ASE • Non-stop
Cheapest one-way
$211
Typical prices: $490-$602
American Airlines
Tue 12/30
ORD - ASE • Non-stop
Our travelers' advice
AI-generated summary based on content written by travel experts
Choose Economy Plus on United for extra legroom.
Consider Main Cabin Extra on American for early boarding.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
United Airlines
Cheapest • from $191 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 25% compared to booking last minute.
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Aspen!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from O'Hare Intl to Aspen (ORD-ASE)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Aspen that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Aspen

Sun, Feb 1 - Thu, Feb 5
United Airlines Logo
3:55 pm - 6:25 pmORD-ASE
3h 30mnonstop
United Airlines Logo
4:01 pm - 8:06 pmASE-ORD
3h 05mnonstop
$191United Airlines
Find Deal
Sun, Feb 1 - Thu, Feb 5
United Airlines Logo
3:55 pm - 6:25 pmORD-ASE
3h 30mnonstop
United Airlines Logo
10:35 am - 6:49 pmASE-ORD
7h 14m1 stop
$201United Airlines
Find Deal
Sun, Feb 1 - Thu, Feb 5
United Airlines Logo
7:00 am - 11:04 amORD-ASE
5h 04m1 stop
United Airlines Logo
12:36 pm - 6:49 pmASE-ORD
5h 13m1 stop
$211United Airlines
Find Deal
Tue, Jan 6 - Fri, Jan 9
American Airlines Logo
10:00 am - 12:38 pmORD-ASE
3h 38mnonstop
American Airlines Logo
2:48 pm - 6:55 pmASE-ORD
3h 07mnonstop
$251American Airlines
Find Deal
Sun, Feb 1 - Fri, Feb 6
American Airlines Logo
11:40 am - 2:18 pmORD-ASE
3h 38mnonstop
American Airlines Logo
2:48 pm - 6:55 pmASE-ORD
3h 07mnonstop
$261American Airlines
Find Deal
Tue, Jan 6 - Fri, Jan 9
American Airlines Logo
1:15 pm - 7:04 pmORD-ASE
6h 49m1 stop
American Airlines Logo
7:30 am - 3:37 pmASE-ORD
7h 07m1 stop
$271American Airlines
Find Deal
Thu, Jan 8 - Mon, Jan 12
American Airlines Logo
11:40 am - 2:18 pmORD-ASE
3h 38mnonstop
American Airlines Logo
12:54 pm - 4:55 pmASE-ORD
3h 01mnonstop
$309American Airlines
Find Deal
Sun, Mar 1 - Wed, Mar 4
United Airlines Logo
4:00 pm - 6:21 pmORD-ASE
3h 21mnonstop
United Airlines Logo
4:00 pm - 8:00 pmASE-ORD
3h 00mnonstop
$311United Airlines
Find Deal
Thu, Jan 22 - Sun, Jan 25
American Airlines Logo
1:15 pm - 7:04 pmORD-ASE
6h 49m1 stop
American Airlines Logo
12:54 pm - 4:55 pmASE-ORD
3h 01mnonstop
$319American Airlines
Find Deal
Sun, Mar 1 - Wed, Mar 4
United Airlines Logo
7:20 am - 9:39 amORD-ASE
3h 19mnonstop
United Airlines Logo
1:00 pm - 6:54 pmASE-ORD
4h 54m1 stop
$321United Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Aspen flights

Get data-powered insights and trends into flights from O'Hare Intl to Aspen to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Aspen?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Aspen clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Aspen on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Chicago O'Hare Airport to Aspen. For your return ticket, we recommend flying on a Thursday and avoiding Mondays for the best deals.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Aspen, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Aspen, you should book around 2 weeks before departure, which saves you about 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Expert advice

Expert advice for your flight from O'Hare Intl to Aspen

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
United Airlines

Opt for Economy Plus for extra legroom, up to six inches more than standard economy.


Download the United app for access to in-flight entertainment on personal devices.

American Airlines

Consider Main Cabin Extra for early boarding and complimentary drinks on short flights.


Use Track your bag tool for efficient baggage handling and peace of mind.

Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more

Good to know

Low seasonSeptember
Cheapest flight$191
Best time to beat the crowds with an average 37% drop in price.
Most popular time to fly with an average 16% increase in price.
Flight from Chicago O'Hare Airport to Aspen

When to book flights from O'Hare Intl to Aspen

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Aspen based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago O'Hare Airport to Aspen flights

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

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Aspen was $211 for a one-way ticket and $191 for a round-trip.

  • Do I need a passport to fly between Chicago O'Hare Airport and Aspen?

    No, a passport isn't needed to fly from Chicago O'Hare Airport to Aspen. However, local authorities might ask for an official ID.

  • Which airlines offer Wi-Fi service onboard planes from Chicago O'Hare Airport to Aspen?

    Only American Airlines offers inflight Wi-Fi service on the Chicago O'Hare Airport to Aspen flight route.

  • Which aircraft models fly most regularly from Chicago O'Hare Airport to Aspen?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Chicago O'Hare Airport to Aspen flight route.

  • Which airline alliances offer flights from Chicago O'Hare Airport to Aspen?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago O'Hare Airport and Aspen, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago O'Hare Airport to Aspen?

    There are nonstop flights from Chicago O'Hare Airport to Aspen on a daily basis.

  • Which is the best airline for flights from Chicago to Aspen, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Aspen are United Airlines and American Airlines. With an average price for the route of $538 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $471 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Aspen?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Aspen.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Aspen?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Aspen from Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Aspen?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Aspen with an airline and back to Chicago O'Hare Airport with another airline. Booking your flights between Chicago O'Hare Airport and ASE can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Aspen?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Aspen from Chicago O'Hare Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Aspen

  • Looking for a cheap flight? 25% of our users found flights on this route for $360 or less one-way and $259 or less round-trip.

Prefer to fly direct from Chicago O'Hare Airport to Aspen?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Aspen Pitkin County.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Aspen Pitkin County Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Aspen Pitkin County

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

Aspen Pitkin County to Chicago O'Hare Intl

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Reviews of the top airlines flying from O'Hare Intl to Aspen

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Aspen. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Aspen? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8968 reviews
8.1Crew
7.1Entertainment
7.3Comfort
6.6Food
7.7Boarding
Airline reviews

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

8.0 ExcellentCynthia, Oct 2025ORD - PDX
Read more United Airlines reviews

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

Subject: Formal Complaint: Discriminatory and Unprofessional Conduct – Request for Immediate Action & Compensation Dear [Airline Customer Relations Team], I am writing to file a formal complaint regarding my recent travel experience with [Airline], which was by far the worst I have ever encountered. What occurred was not only unprofessional, but in several instances discriminatory, unsafe, and unacceptable. On the first leg of my trip, I arrived only four minutes past check-in. Instead of making any attempt to resolve the matter, your representative flatly denied me boarding and made me wait while she attended to passengers who arrived after me. By the time a manager intervened, it was too late to board, costing me time, money, and unnecessary frustration. The second leg of my trip (Chicago–San Francisco) raised even more serious concerns. From the outset, it was apparent that the staff—particularly two attendants—prioritized Caucasian passengers while dismissing African American and minority passengers. • When a Caucasian passenger in the exit row refused to comply with federal safety requirements, I, as a first responder, immediately offered to switch seats and assume the responsibility. My offer was blatantly ignored, and instead, a Caucasian passenger seated further up was chosen. This was discriminatory and deeply insulting, especially as I was actively de-escalating the situation that could have delayed the flight further. • During a lengthy tarmac delay of over 90 minutes, passengers were given conflicting and unreasonable instructions that created unnecessary distress and tension. • Throughout the flight, a visibly intoxicated passenger directly in front of me was disruptive, rude to others, failed to comply with seatbelt and electronic device rules, and yet faced no enforcement from the crew. In stark contrast, I was singled out for repeated compliance checks even though I was following every rule. This unequal treatment was so obvious that multiple passengers around me spoke up in my defense. This pattern of behavior demonstrated a clear lack of professionalism, disregard for passenger safety, and discriminatory treatment. I expect far better from an airline of your stature. As a paying customer subjected to this unacceptable treatment, I am formally requesting: 1. A full investigation into the conduct of the staff on both flights. 2. A written apology acknowledging the discriminatory and unprofessional behavior I endured. 3. Appropriate compensation for the distress, inconvenience, and mishandling of my travel. If this matter is not addressed promptly and thoroughly, I will have no choice but to escalate my complaint further, including filing with the U.S. Department of Transportation and sharing my experience through other channels. I trust [Airline] will take this complaint seriously and provide a timely resolution.

Check in was quick and easy during early hours. Flight was on time, and customer services was a plus.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

Because the plane was 90 degrees F, they would not let us board. I wish they had, because it meant we were delayed. It's Texas, of course it's hot. We would have survived.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Everything you need to know for your flight from O'Hare Intl to Aspen

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