$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 8/4. 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, Jul 30 - Sun, Aug 2
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
$345American 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
Fri, Oct 23 - Sun, Oct 25
United Airlines Logo
12:15 pm - 4:19 pm
ASE
-
ORD
3h 04mnonstop
United Airlines Logo
8:45 am - 11:04 am
ORD
-
ASE
3h 19mnonstop
$362United Airlines
Fri, Oct 16 - Tue, Oct 20
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
Fri, Oct 16 - Tue, Oct 20
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
Fri, Oct 16 - Tue, Oct 20
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, Oct 23 - Sun, Oct 25
United Airlines Logo
3:20 pm - 9:52 pm
ASE
-
ORD
5h 32m
1 stop
United Airlines Logo
8:45 am - 11:04 am
ORD
-
ASE
3h 19mnonstop
$371United Airlines
Fri, Aug 7 - Tue, Aug 18
United Airlines Logo
5:10 pm - 10:49 pm
ASE
-
ORD
4h 39m
1 stop
United Airlines Logo
2:42 pm - 6:46 pm
ORD
-
ASE
5h 04m
1 stop
$380United 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
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 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 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 morning, which is peak travel time and where the average cost of a ticket is $501.

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 $439, 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 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 $265 one-way - $449 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 9894 reviews
7.3Comfort
8.1Crew
7.1Entertainment
6.6Food
7.7Boarding
Airline reviews

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

10.0 ExcellentJoanne, Jun 2026
DEN - ORD
Read more United Airlines reviews

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

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

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

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.

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

flights were on time, boarding was easy. maybe better snack selection, like mini kind bars?.

Flight was delayed by over an hour and gate checked bags took 15 minutes to be delivered to the jet bridge.

We have taken this flight before and it is a tight connection and they were late out of denver and did not wait for us. The plane was there and the departure time had not passed but would not let us on. Next flight is very late and a connection through Newark - a big mess. Sooooo appreciate them holding the plane so we could catch the connection.

Upgrade planes to have larger overhead bins, especially on this popular route and first class. Easy flight to Chicago, good service in first class. Can't wait for seatback entertainment to be brought back. I like the free wifi and messaging with T-Mobile. Although, the tray tables are not big enough to work even on a small laptop - so why is it called "business" class?

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

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

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

American flight was diverted and delayed but app didn’t show that information so I wasn’t able to change my connection until the last min.

It was great. It was just a commuter so I splurged on first class and it was wonderful. Wish all seats were this spacious. Enjoyed it and will do it again.

Deicing in Denver took forever and I almost missed my connection. De-ice faster! Not Americans fault.

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

Information on your arrival and departure airports