$174 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 7/23. 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$371
St. Louis
St. Louis1 stop$409
Chicago
Chicagononstop$371
St. Louis
St. Louis1 stop$409

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, May 22 - Sun, May 24
United Airlines Logo
9:00 am - 1:04 pm
ASE
-
ORD
3h 04mnonstop
United Airlines Logo
8:52 am - 11:01 am
ORD
-
ASE
3h 09mnonstop
$371United Airlines
Wed, May 27 - Sat, May 30
United Airlines Logo
12:39 pm - 4:45 pm
ASE
-
ORD
3h 06mnonstop
United Airlines Logo
7:45 pm - 10:00 pm
ORD
-
ASE
3h 15mnonstop
$375United Airlines
Tue, Apr 14 - Sat, Apr 18
United Airlines Logo
12:25 pm - 4:24 pm
ASE
-
ORD
2h 59mnonstop
United Airlines Logo
9:14 am - 11:33 am
ORD
-
ASE
3h 19mnonstop
$379United Airlines
Fri, May 22 - Sun, May 24
United Airlines Logo
12:39 pm - 4:45 pm
ASE
-
ORD
3h 06mnonstop
United Airlines Logo
2:33 pm - 8:11 pm
ORD
-
ASE
6h 38m
1 stop
$381United Airlines
Tue, Jun 30 - Thu, Jul 9
United Airlines Logo
5:10 pm - 12:44 am
ASE
-
ORD
6h 34m
1 stop
United Airlines Logo
7:45 pm - 10:00 pm
ORD
-
ASE
3h 15mnonstop
$385United Airlines
Mon, Jun 29 - Fri, Jul 10
United Airlines Logo
2:22 pm - 8:25 pm
ASE
-
ORD
5h 03m
1 stop
United Airlines Logo
7:45 pm - 10:00 pm
ORD
-
ASE
3h 15mnonstop
$389United Airlines
Tue, May 26 - Sun, May 31
Delta Logo
8:05 am - 4:55 pm
ASE
-
ORD
7h 50m
1 stop
Delta Logo
5:30 am - 11:19 am
ORD
-
ASE
6h 49m
1 stop
$391Delta
Fri, May 22 - Sun, May 24
American Airlines Logo
12:51 pm - 10:10 pm
ASE
-
ORD
8h 19m
1 stop
American Airlines Logo
1:25 pm - 8:18 pm
ORD
-
ASE
7h 53m
1 stop
$394American Airlines
Sun, May 24 - Tue, Jun 2
Delta Logo
8:05 am - 4:55 pm
ASE
-
ORD
7h 50m
1 stop
Delta Logo
5:30 am - 11:19 am
ORD
-
ASE
6h 49m
1 stop
$395Delta
Thu, May 28 - Sun, May 31
Delta Logo
8:05 am - 8:14 pm
ASE
-
ORD
11h 09m
2 stops
Delta Logo
5:30 am - 11:19 am
ORD
-
ASE
6h 49m
1 stop
$396Delta
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 May.

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 $368 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 $368.

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 19% 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 $484.

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’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

Low seasonMay
Cheapest flight$174
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Aspen to St. Louis

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 $340 one-way - $476 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 9533 reviews
8.1Crew
7.7Boarding
7.3Comfort
6.6Food
7.1Entertainment
Airline reviews

Just a bad day to fly. Flight was delayed from scheduled 6:50 pm departure to 8:50 pm. Combination of factors mostly related to weather at the destination airport (which is where the incoming flight originated) which delayed the inbound flight over an hour. Once on board, we taxied but had to hold again on the taxiway for 10 minutes or so. We did not get wheels up until after 9 pm. The flight was smooth but about 18 minutes from our destination, we had to hold for several minutes more due to weather at ORD. We finally landed at ORD about 11:08 pm (accounting for the time difference, that was about a 3 hour delay from our scheduled departure time). It felt like we were never going to get to our destination. But the flight crew and attendants were very good. The movie selection onboard was also very nice. Got to watch half of a movie just during our taxi from the gate at ATL due to the delay!

2.0 MediocreDr. Joseph, Apr 2026
ATL - ORD
Read more United Airlines reviews

Just a bad day to fly. Flight was delayed from scheduled 6:50 pm departure to 8:50 pm. Combination of factors mostly related to weather at the destination airport (which is where the incoming flight originated) which delayed the inbound flight over an hour. Once on board, we taxied but had to hold again on the taxiway for 10 minutes or so. We did not get wheels up until after 9 pm. The flight was smooth but about 18 minutes from our destination, we had to hold for several minutes more due to weather at ORD. We finally landed at ORD about 11:08 pm (accounting for the time difference, that was about a 3 hour delay from our scheduled departure time). It felt like we were never going to get to our destination. But the flight crew and attendants were very good. The movie selection onboard was also very nice. Got to watch half of a movie just during our taxi from the gate at ATL due to the delay!

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Flights were on time. Free Wifi on plane. Everything was well organized.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

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

Information on your arrival and departure airports