$161 Find Cheap Flights from Aspen to Illinois

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 Illinois departing on 11/16. 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 Illinois

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Aspen to Illinois, 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 Illinois, as well as popular online travel agencies
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Cheap Flights from Aspen to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicagononstop$311
St. Louis
St. Louis1 stop$339
Chicago
Chicagononstop$311
St. Louis
St. Louis1 stop$339

Book Cheap Aspen to Illinois Plane Tickets

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

Fri, Dec 5 - Sun, Dec 7
United Airlines Logo
12:40 pm - 4:39 pmASE-ORD
2h 59mnonstop
United Airlines Logo
3:35 pm - 5:49 pmORD-ASE
3h 14mnonstop
$311United Airlines
Find Deal
Fri, Dec 5 - Sun, Dec 7
United Airlines Logo
11:39 am - 6:55 pmASE-ORD
6h 16m1 stop
United Airlines Logo
3:35 pm - 5:49 pmORD-ASE
3h 14mnonstop
$321United Airlines
Find Deal
Fri, Dec 5 - Sun, Dec 7
United Airlines Logo
11:39 am - 6:55 pmASE-ORD
6h 16m1 stop
United Airlines Logo
7:10 am - 10:38 amORD-ASE
4h 28m1 stop
$331United Airlines
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Sat, Dec 6 - Tue, Dec 9
United Airlines Logo
8:30 am - 4:28 pmASE-STL
6h 58m1 stop
United Airlines Logo
6:30 am - 11:38 amSTL-ASE
6h 08m1 stop
$339United Airlines
Find Deal
Sat, Dec 6 - Tue, Dec 9
United Airlines Logo
11:39 am - 9:40 pmASE-STL
9h 01m2 stops
United Airlines Logo
6:30 am - 11:38 amSTL-ASE
6h 08m1 stop
$344United Airlines
Find Deal
Mon, Dec 29 - Sat, Jan 3
American Airlines Logo
12:56 pm - 5:11 pmASE-ORD
3h 15mnonstop
American Airlines Logo
12:05 pm - 2:35 pmORD-ASE
3h 30mnonstop
$349American Airlines
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Mon, Dec 29 - Sat, Jan 3
American Airlines Logo
7:07 am - 3:45 pmASE-ORD
7h 38m1 stop
American Airlines Logo
7:10 am - 9:51 amORD-ASE
3h 41mnonstop
$359American Airlines
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Mon, Dec 29 - Sat, Jan 3
American Airlines Logo
2:47 pm - 10:20 pmASE-ORD
6h 33m1 stop
American Airlines Logo
11:53 am - 7:37 pmORD-ASE
8h 44m1 stop
$369American Airlines
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Thu, Mar 26 - Mon, Mar 30
Delta Logo
1:50 pm - 9:46 pmASE-MDW
6h 56m1 stop
Delta Logo
6:00 am - 11:49 amMDW-ASE
6h 49m1 stop
$879Delta
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Thu, Mar 26 - Mon, Mar 30
Delta Logo
1:50 pm - 9:46 pmASE-MDW
6h 56m1 stop
Delta Logo
9:30 am - 11:49 amMDW-ASE
27h 19m2 stops
$911Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Aspen to Illinois flights

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

What is the cheapest Aspen to Illinois flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Illinois from Aspen found in the last 72 hours was to Chicago, at $268 round-trip. The most popular route is from Aspen (ASE) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $268.

Can I save money by flying with a layover from Aspen to Illinois?

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.

No, with an average price for the route of $379, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Aspen to Illinois?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Aspen to Illinois, 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 Aspen to Illinois is April, when tickets cost $340 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $634 and $621 respectively.

What’s the cheapest day of the week to fly from Aspen to Illinois?

The average price of all round-trip flights from Aspen to Illinois clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Illinois on a Thursday and more expensive on a Sunday. On your return trip to Aspen, you should consider flying back on a Tuesday, and avoid Thursdays for better deals.

Good to know

Low seasonFebruary
Cheapest flight$161
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Aspen to Chicago O'Hare Airport

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from Aspen to Illinois?

    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 Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Aspen to Illinois 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 Illinois?

    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 from Aspen to Illinois with an airline and back with another airline.

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

    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 from Aspen to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Illinois?

    The cheapest time of day to fly to Illinois is generally in the morning, when round-trip flights cost $541 on average. On average, there is no price difference when choosing to fly in the morning or the evening on this flight route. The most expensive time of day to fly to Illinois is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $768.

  • How many flights are there between Aspen and Illinois per day?

    Each day, there are 2 nonstop flights that take off from Aspen and land in Illinois, with an average flight time of 3h 05m. The most common departure time is 9:00 am and most flights take off in the morning. Each week, there are 14 flights and there are the same amount of flights each day (2).

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from Aspen to the following destinations at these prices or less: Chicago $320 one-way - $333 round-trip

Reviews of the top airlines flying from Aspen to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Aspen to Illinois. 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 Illinois? 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 8997 reviews
8.1Crew
7.3Comfort
6.6Food
7.7Boarding
7.1Entertainment
Airline reviews

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.

10.0 ExcellentDr. Joseph, Oct 2025STL - ORD
Read more United Airlines reviews

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.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

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

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

Everything you need to know for your flight from Aspen to Illinois

Information on your arrival and departure airports

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