$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 8/19. 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$343
St. Louis
St. Louis1 stop$347
Chicago
Chicagononstop$343
St. Louis
St. Louis1 stop$347

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

Wed, Aug 19 - Sun, Aug 23
American Airlines Logo
1:54 pm - 6:07 pm
ASE
-
ORD
3h 13mnonstop
American Airlines Logo
6:45 pm - 8:55 pm
ORD
-
ASE
3h 10mnonstop
$343American Airlines
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 - 12:20 pm
STL
-
ASE
7h 38m
1 stop
$347American Airlines
Wed, Aug 19 - Sun, Aug 23
American Airlines Logo
7:30 am - 3:55 pm
ASE
-
ORD
7h 25m
1 stop
American Airlines Logo
6:45 pm - 8:55 pm
ORD
-
ASE
3h 10mnonstop
$353American Airlines
Tue, Nov 3 - Sun, Nov 8
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
Tue, Nov 3 - Sun, Nov 8
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
Tue, Nov 3 - Tue, Nov 10
Delta Logo
8:05 am - 6:40 pm
ASE
-
ORD
9h 35m
2 stops
Delta Logo
5:30 am - 11:35 am
ORD
-
ASE
7h 05m
1 stop
$368Delta
Fri, Jul 17 - Mon, Jul 20
United Airlines Logo
6:12 pm - 11:57 pm
ASE
-
STL
4h 45m
1 stop
United Airlines Logo
6:00 am - 11:01 am
STL
-
ASE
6h 01m
1 stop
$401United Airlines
Thu, Aug 27 - Mon, Aug 31
United Airlines Logo
8:30 am - 4:34 pm
ASE
-
STL
7h 04m
1 stop
United Airlines Logo
8:00 am - 3:08 pm
STL
-
ASE
8h 08m
2 stops
$432United Airlines
Thu, Aug 27 - Mon, Aug 31
United Airlines Logo
2:15 pm - 10:59 pm
ASE
-
STL
7h 44m
2 stops
United Airlines Logo
12:59 pm - 8:16 pm
STL
-
ASE
8h 17m
2 stops
$437United Airlines
Fri, Jul 17 - Mon, Jul 20
United Airlines Logo
5:10 pm - 11:57 pm
ASE
-
STL
5h 47m
1 stop
United Airlines Logo
4:48 pm - 9:26 pm
STL
-
ASE
5h 38m
1 stop
$481United 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 August.

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 $358 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 $358.

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 evening, when round-trip flights cost $408 on average. Morning departures are around 23% more expensive than evening flights, on average. 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 $532.

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 $224 one-way - $492 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 9875 reviews
7.3Comfort
6.6Food
7.7Boarding
7.1Entertainment
8.1Crew
Airline reviews

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

10.0 ExcellentNerissa, Jun 2026
BOS - ORD
Read more United Airlines reviews

Boarding was great, and the crew were very friendly. The seats must have been a bit on the older side and you could feel some of the seat components through the padding. Also, the plugs did not work on the row's entertainment screen or charging ports. Checked bag was transferred for connecting flight, and we appreciated how early we had the connecting gate information.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

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.

I love the e fact that the staff communicated swiftly when my flight was delayed and gate number changed

We had a mechanical delay which made us 90 minutes late (9:30 PM) then land and put into the penalty box because a plane was in our gate? What the hell! We should get priority.Damn American.

The seats were extremely cramped, with very little legroom or personal space. There was no room left in the overhead bins for a backpack, and the space under the seat in front was so limited that I could barely fit my bag underneath. Overall, the seating arrangement felt very uncomfortable and overcrowded.

weather delay of almost 2 hours then we landed and our gate wasn't available so we waited another 30 min

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

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.

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

Information on your arrival and departure airports