ASE - ORD

$139 Find Cheap Flights from Aspen to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Aspen to O'Hare Intl departing on 4/1. 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, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Aspen to Chicago, 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 Aspen to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$308
Typical prices: $453-$555
American Airlines
Mon 3/30Sun 4/5
ASE - ORD • Non-stop
Cheapest one-way
$139
Typical prices: $519-$529
American Airlines
Wed 4/1
ASE - ORD • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
American's Basic Economy is budget-friendly but restrictive.
United's Priority Boarding secures overhead bin space.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
American Airlines
Cheapest • from $312 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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 O'Hare Intl!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Aspen to O'Hare Intl 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 Aspen to O'Hare Intl

Mon, Mar 30 - Sun, Apr 5
American Airlines Logo
3:46 pm - 7:47 pm
ASE
-
ORD
3h 01mnonstop
American Airlines Logo
12:24 pm - 2:52 pm
ORD
-
ASE
3h 28mnonstop
$308American Airlines
Thu, Jan 29 - Sun, Feb 1
American Airlines Logo
2:48 pm - 6:55 pm
ASE
-
ORD
3h 07mnonstop
American Airlines Logo
10:00 am - 12:38 pm
ORD
-
ASE
3h 38mnonstop
$311American Airlines
Thu, Jan 29 - Sun, Feb 1
American Airlines Logo
2:48 pm - 6:55 pm
ASE
-
ORD
3h 07mnonstop
American Airlines Logo
11:40 am - 2:18 pm
ORD
-
ASE
3h 38mnonstop
$312American Airlines
Mon, Mar 30 - Sun, Apr 5
United Airlines Logo
5:16 pm - 12:29 am
ASE
-
ORD
6h 13m1 stop
United Airlines Logo
9:14 am - 11:33 am
ORD
-
ASE
3h 19mnonstop
$318United Airlines
Thu, Jan 29 - Sun, Feb 1
American Airlines Logo
4:58 pm - 11:44 pm
ASE
-
ORD
5h 46m1 stop
American Airlines Logo
11:40 am - 2:18 pm
ORD
-
ASE
3h 38mnonstop
$321American Airlines
Mon, Mar 30 - Sun, Apr 5
United Airlines Logo
6:19 pm - 12:29 am
ASE
-
ORD
5h 10m1 stop
United Airlines Logo
7:00 am - 11:09 am
ORD
-
ASE
5h 09m1 stop
$328United Airlines
Thu, Jan 29 - Sun, Feb 1
American Airlines Logo
4:58 pm - 11:44 pm
ASE
-
ORD
5h 46m1 stop
American Airlines Logo
5:05 am - 10:22 am
ORD
-
ASE
6h 17m1 stop
$331American Airlines
Fri, Mar 13 - Wed, Mar 18
American Airlines Logo
12:39 pm - 4:40 pm
ASE
-
ORD
3h 01mnonstop
American Airlines Logo
12:24 pm - 2:52 pm
ORD
-
ASE
3h 28mnonstop
$351American Airlines
Fri, Mar 13 - Wed, Mar 18
United Airlines Logo
6:28 pm - 11:52 pm
ASE
-
ORD
4h 24m1 stop
United Airlines Logo
3:35 pm - 5:58 pm
ORD
-
ASE
3h 23mnonstop
$360United Airlines
Fri, Mar 13 - Wed, Mar 18
United Airlines Logo
5:16 pm - 11:52 pm
ASE
-
ORD
5h 36m1 stop
United Airlines Logo
7:00 am - 11:20 am
ORD
-
ASE
5h 20m1 stop
$370United Airlines
Booking Insights

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

Get data-powered insights and trends into flights from Aspen to O'Hare Intl 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 Aspen to Chicago O'Hare Airport?

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

For Aspen to Chicago O'Hare Airport, Thursday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago O'Hare Airport back to Aspen, the best deals are generally found on Tuesday, with Thursday being the most expensive.

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

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 $515 on average.

Expert advice

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

 
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.
Airlines
United Airlines

United First provides ample legroom, up to seven inches more than economy, for added comfort.


Purchase Priority Boarding to ensure overhead bin space and avoid gate-checking your carry-on.

American Airlines

Consider Basic Economy for budget travel; check restrictions like late boarding and no seat assignment.


Main Cabin Extra offers early boarding and complimentary drinks, ideal for longer flights.

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$139
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 20% lower on average.
Flight from Aspen to Chicago O'Hare Airport

When to book flights from Aspen to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Aspen to O'Hare Intl 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 Aspen to Chicago O'Hare Airport flights

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

    In the last 3 days, the lowest price for a flight from Aspen to Chicago O'Hare Intl Airport was $139 for a one-way ticket and $308 for a round-trip.

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

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

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

    American Airlines, and Delta offer inflight Wi-Fi service on the Aspen to Chicago O'Hare Airport flight route.

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

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

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Aspen to Chicago are United Airlines and American Airlines. With an average price for the route of $409 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 $404 and an overall rating of 7.2.

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

    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 Aspen to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Aspen 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 Aspen to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport with an airline and back to Aspen with another airline. Booking your flights between Aspen and ORD 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 Aspen to Chicago O'Hare Airport?

    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 Chicago O'Hare Airport from Aspen 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 Aspen to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $278 or less one-way and $288 or less round-trip.

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

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

Direct departures

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

Direct returns

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

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

 
See real verified KAYAK customer reviews for airlines flying from Aspen to Chicago. 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 Aspen to O'Hare Intl? 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 9138 reviews
7.1Entertainment
6.6Food
8.1Crew
7.7Boarding
7.3Comfort
Airline reviews

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

10.0 ExcellentSandy, Dec 2025
TPA - ORD
Read more United Airlines reviews

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

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

Information on your arrival and departure airports