ORD - ASE

$172 Find Cheap Flights from Chicago O'Hare Airport to Aspen

This is the cheapest one-way 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 8/10. 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, 0 bags

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
$346
Typical prices: $598-$337
American Airlines
Do 8/20Di 8/25
ORD - ASE • Non-stop
Cheapest non-stop
$349
Typical prices: $369-$289
United Airlines
Mi 5/27Sa 5/30
ORD - ASE • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
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
Cheapest • from $346 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 3h 19m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $448 (round-trip)
Shortest trip • 4h 49m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 32% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 35% price drop
Most popular
Good to know
Good to know
+1
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Good to know
Good to know
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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

Do, Aug 20 - Di, Aug 25
American Airlines Logo
5:15 pm - 7:23 pm
ORD
-
ASE
3h 08mnonstop
American Airlines Logo
7:00 am - 11:06 am
ASE
-
ORD
3h 06mnonstop
$346American Airlines
Do, Aug 20 - Di, Aug 25
American Airlines Logo
5:15 pm - 7:23 pm
ORD
-
ASE
3h 08mnonstop
American Airlines Logo
12:15 pm - 4:12 pm
ASE
-
ORD
2h 57mnonstop
$349American Airlines
Di, Aug 11 - Fr, Aug 14
United Airlines Logo
7:35 pm - 9:41 pm
ORD
-
ASE
3h 06mnonstop
United Airlines Logo
5:00 pm - 11:59 pm
ASE
-
ORD
5h 59m
1 stop
$353United Airlines
Do, Aug 20 - Di, Aug 25
American Airlines Logo
3:00 pm - 8:16 pm
ORD
-
ASE
6h 16m
1 stop
American Airlines Logo
12:15 pm - 4:12 pm
ASE
-
ORD
2h 57mnonstop
$356American Airlines
Do, Aug 20 - Di, Aug 25
American Airlines Logo
1:39 pm - 8:16 pm
ORD
-
ASE
7h 37m
1 stop
American Airlines Logo
7:00 am - 11:06 am
ASE
-
ORD
3h 06mnonstop
$359American Airlines
Di, Aug 4 - Mi, Sep 2
Delta Logo
5:15 am - 11:23 am
ORD
-
ASE
7h 08m
1 stop
Delta Logo
8:05 am - 6:39 pm
ASE
-
ORD
9h 34m
1 stop
$363Delta
Sa, Jun 27 - Do, Jul 2
United Airlines Logo
7:45 pm - 10:00 pm
ORD
-
ASE
3h 15mnonstop
United Airlines Logo
9:00 am - 1:04 pm
ASE
-
ORD
3h 04mnonstop
$364United Airlines
Fr, Mai 22 - Mi, Mai 27
United Airlines Logo
7:45 pm - 10:00 pm
ORD
-
ASE
3h 15mnonstop
United Airlines Logo
11:32 am - 6:46 pm
ASE
-
ORD
6h 14m
1 stop
$366United Airlines
Fr, Mai 22 - Fr, Mai 29
American Airlines Logo
3:02 pm - 8:18 pm
ORD
-
ASE
6h 16m
1 stop
American Airlines Logo
12:51 pm - 9:15 pm
ASE
-
ORD
7h 24m
1 stop
$367American Airlines
Sa, Jun 27 - Mi, Jul 1
United Airlines Logo
7:45 pm - 10:00 pm
ORD
-
ASE
3h 15mnonstop
United Airlines Logo
9:00 am - 1:04 pm
ASE
-
ORD
3h 04mnonstop
$369United Airlines
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.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Aspen?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Aspen departing in August.

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.

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

To calculate monthly average prices, KAYAK takes all prices for each month 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 median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Aspen is May, where tickets cost $299 (return) on average. On the other hand, the most expensive months are December and April, where the average cost of round-trip tickets is $779 and $529 respectively.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Aspen?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $450 on average.

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 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Expert advice

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

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

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.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

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.

Good to know

Low seasonMay
Cheapest flight$172
Best time to beat the crowds with an average 36% drop in price.
Most popular time to fly with an average 4% 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 $172 for a one-way ticket and $346 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?

    Star Alliance, and oneworld are the airline alliances operating flights between Chicago O'Hare Airport and Aspen, with Star Alliance 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 $439 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 $441 and an overall rating of 7.1.

  • 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 $325 or less one-way and $458 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

United Airlines,American Airlines

United Airlines,American Airlines

Tuesday

United Airlines,American Airlines

United Airlines,American Airlines

Wednesday

United Airlines,American Airlines

United Airlines,American Airlines

Thursday

United Airlines,American Airlines

United Airlines,American Airlines

Friday

United Airlines,American Airlines

United Airlines,American Airlines

Saturday

United Airlines,American Airlines

United Airlines,American Airlines

Sunday

United Airlines,American Airlines

United Airlines,American Airlines

See more direct flights

Direct returns

Aspen Pitkin County to Chicago O'Hare Intl

Monday

United Airlines,American Airlines

United Airlines,American Airlines

Tuesday

United Airlines,American Airlines

United Airlines,American Airlines

Wednesday

United Airlines,American Airlines

United Airlines,American Airlines

Thursday

United Airlines,American Airlines

United Airlines,American Airlines

Friday

United Airlines,American Airlines

United Airlines,American Airlines

Saturday

United Airlines,American Airlines

United Airlines,American Airlines

Sunday

United Airlines,American Airlines

United Airlines,American 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 9562 reviews
7.1Entertainment
7.3Comfort
6.6Food
8.1Crew
7.7Boarding
Airline reviews

Poor communication, flight was delayed for preventable reasons. I missed my connection.

2.0 MediocreAaron, Apr 2026
ORD - BNA
Read more United Airlines reviews

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

Awful. No counter attendants. No dinner offered due to delays.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

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

Information on your arrival and departure airports