$155 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 6/3. 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.
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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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Best Illinois Flight Deals from Aspen

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Chicago
Chicago1 stop$339
St. Louis
St. Louis1 stop$390

Cheap Flight Deals from Aspen to Illinois (ASE-USIL)

 
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.

Recent round-trip flight deals from Aspen to Illinois

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Aspen to Illinois.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
6:15 pm - 12:30 amASE-ORD
5h 15m1 stop
5:00 am - 8:42 amORD-ASE
4h 42m1 stop
$339United Airlines
Find Deal
Thu, Jun 26 - Sun, Jun 29
6:15 pm - 12:30 amASE-ORD
5h 15m1 stop
5:00 am - 10:55 amORD-ASE
6h 55m1 stop
$364United Airlines
Find Deal
Fri, Jun 27 - Sun, Jun 29
1:39 pm - 8:39 pmASE-STL
6h 00m1 stop
6:00 am - 11:38 amSTL-ASE
6h 38m1 stop
$390Delta
Find Deal
Thu, Apr 24 - Wed, Apr 30
9:15 am - 1:13 pmASE-ORD
2h 58mnonstop
5:00 am - 10:55 amORD-ASE
6h 55m1 stop
$399United Airlines
Find Deal
Thu, Jun 26 - Sun, Jun 29
7:35 am - 12:47 pmASE-STL
4h 12m1 stop
9:39 am - 6:28 pmSTL-ASE
9h 49m2 stops
$447United Airlines
Find Deal
Thu, Apr 24 - Wed, Apr 30
2:55 pm - 11:29 pmASE-STL
7h 34m1 stop
6:00 am - 11:38 amSTL-ASE
6h 38m1 stop
$519Delta
Find Deal
Thu, Apr 10 - Sun, Apr 13
12:29 pm - 6:00 amASE-ORD
16h 31m2 stops
10:10 pm - 11:51 amORD-ASE
14h 41m2 stops
$603American Airlines
Find Deal
Thu, Apr 17 - Sun, Apr 20
12:29 pm - 9:52 amASE-STL
20h 23m2 stops
6:00 pm - 11:51 amSTL-ASE
18h 51m2 stops
$639American Airlines
Find Deal
Thu, Apr 24 - Wed, Apr 30
7:45 am - 6:40 pmASE-ORD
9h 55m2 stops
6:00 am - 11:23 amORD-ASE
6h 23m1 stop
$714Delta
Find Deal
Thu, Aug 14 - Sun, Aug 17
12:29 pm - 11:32 amASE-STL
22h 03m2 stops
6:21 pm - 11:51 amSTL-ASE
18h 30m2 stops
$1,181American Airlines
Find Deal
Thu, Apr 10 - Sun, Apr 13

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Aspen to Illinois.
The cheapest ticket to Illinois from Aspen found in the last 72 hours was to Chicago, at $329 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 $329.

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 $543 on average. Morning departures are around 18% 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 $639.

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 $670, 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 May, when tickets cost $350 (return) on average. On the other hand, the most expensive months are March and February, when the average cost of round-trip tickets is $621 and $550 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 season

February

High season

June

Cheapest flight

$155
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly and prices are also 5% 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.

See more FAQs

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 $364 one-way - $458 round-trip

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 8614 reviews
7.0Entertainment
7.7Boarding
7.3Comfort
6.6Food
8.1Crew
Airline reviews

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

2.0 MediocreJ.C., Mar 2025COS - ORD
Read more United Airlines reviews

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

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

They canceled our flight and left us stranded to figure it out

Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done

Being stick waiting for gate at ORD cause me to almost miss my connecting flight…being deaf United made no no effort to keep me updated as I couldn’t hear the PA

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Per usual, flight status, staff courtesy and professionalism were excellent

Everything was on time, we arrived early, everything worked well.

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

Delayed due to no crew. On a major holiday travel day.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

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

Information on your arrival and departure airports

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