$172 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 7/30. 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$341
St. Louis
St. Louis1 stop$329
Chicago
Chicagononstop$341
St. Louis
St. Louis1 stop$329

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

Thu, Aug 27 - Mon, Aug 31
American Airlines Logo
7:30 am - 2:45 pm
ASE
-
STL
6h 15m
1 stop
American Airlines Logo
5:42 am - 10:01 am
STL
-
ASE
5h 19m
1 stop
$329American Airlines
Thu, Jul 9 - Sun, Jul 12
American Airlines Logo
7:25 am - 11:31 am
ASE
-
ORD
3h 06mnonstop
American Airlines Logo
7:49 pm - 9:56 pm
ORD
-
ASE
3h 07mnonstop
$341American Airlines
Fri, Jul 17 - Mon, Jul 20
American Airlines Logo
7:25 am - 11:31 am
ASE
-
ORD
3h 06mnonstop
American Airlines Logo
7:49 pm - 9:56 pm
ORD
-
ASE
3h 07mnonstop
$343American Airlines
Fri, Jul 17 - Mon, Jul 20
United Airlines Logo
5:10 pm - 10:49 pm
ASE
-
ORD
4h 39m
1 stop
United Airlines Logo
5:00 am - 8:46 am
ORD
-
ASE
4h 46m
1 stop
$363United Airlines
Wed, Oct 28 - Sun, Nov 1
Delta Logo
8:05 am - 4:25 pm
ASE
-
MDW
7h 20m
1 stop
Delta Logo
6:00 am - 11:35 am
MDW
-
ASE
6h 35m
1 stop
$363Delta
Wed, Oct 28 - Sun, Nov 1
Delta Logo
8:05 am - 6:37 pm
ASE
-
MDW
9h 32m
2 stops
Delta Logo
6:00 am - 11:35 am
MDW
-
ASE
6h 35m
1 stop
$368Delta
Wed, Oct 28 - Sun, Nov 1
Delta Logo
8:05 am - 9:34 pm
ASE
-
ORD
12h 29m
2 stops
Delta Logo
5:30 am - 11:35 am
ORD
-
ASE
7h 05m
1 stop
$368Delta
Fri, Aug 14 - Sun, Aug 16
United Airlines Logo
4:45 pm - 11:59 pm
ASE
-
ORD
6h 14m
1 stop
United Airlines Logo
8:56 am - 11:06 am
ORD
-
ASE
3h 10mnonstop
$375United Airlines
Sat, Oct 31 - Tue, Nov 3
United Airlines Logo
1:00 pm - 8:59 pm
ASE
-
STL
6h 59m
1 stop
United Airlines Logo
9:13 am - 12:26 pm
STL
-
ASE
4h 13m
1 stop
$409United Airlines
Thu, Aug 27 - Mon, Aug 31
United Airlines Logo
9:15 am - 4:34 pm
ASE
-
STL
6h 19m
1 stop
United Airlines Logo
12:59 pm - 8:16 pm
STL
-
ASE
8h 17m
2 stops
$414United Airlines
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.

How much is a round-trip flight from Aspen to Illinois?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Aspen to Illinois departing in July.

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 5 days was to Chicago, at $343 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 5 days was $343.

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

The average price for all round-trip flights from Aspen to Illinois depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Illinois is generally in the afternoon, when round-trip flights cost $404 on average. Morning departures are around 22% more expensive than evening flights, on average. The most expensive time of day to fly to Illinois is generally in the morning, which is peak travel time and where the average cost of a ticket is $496.

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.

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 $397 on average.

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 March, when tickets cost $0 (return) on average. On the other hand, the most expensive months are December and February, when the average cost of round-trip tickets is $646 and $505 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 Monday. On your return trip to Aspen, you should consider flying back on a Tuesday, and avoid Wednesdays for better deals.

Good to know

Cheapest flight$172
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.

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 $287 one-way - $455 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 9804 reviews
7.1Entertainment
7.3Comfort
8.1Crew
6.6Food
7.7Boarding
Airline reviews

Boarded early, left early, arrived 40 mins early! A win win for me!

10.0 ExcellentJanice, Jun 2026
IAH - ORD
Read more United Airlines reviews

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

The flight from LA to Chicago was smooth and service was very good overall.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

They lost my baggage and I am still struggling to the information and update

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

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

Information on your arrival and departure airports