$109 Find Cheap Flights from Colorado Springs 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 Colorado Springs to Illinois departing on 9/9. 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

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 Colorado Springs 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 Colorado Springs to Illinois, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Booking Insights
Flights Deals

Cheap Flights from Colorado Springs to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Chicago
Chicagononstop$217
Moline
Moline1 stop$486
Peoria
Peoria1 stop$249
Springfield
Springfield2 stops$457
St. Louis
St. Louis1 stop$237
Chicago
Chicagononstop$217
Moline
Moline1 stop$486
Peoria
Peoria1 stop$249
Springfield
Springfield2 stops$457
St. Louis
St. Louis1 stop$237

Book Cheap Colorado Springs 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 Colorado Springs 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 Colorado Springs to Illinois

Wed, Sep 10 - Sat, Sep 13
Southwest Logo
11:55 am - 3:15 pmCOS-MDW
2h 20mnonstop
Southwest Logo
5:35 pm - 7:05 pmMDW-COS
2h 30mnonstop
$217Southwest
Find Deal
Sat, Sep 6 - Tue, Sep 9
American Airlines Logo
12:25 pm - 4:10 pmCOS-ORD
2h 45mnonstop
American Airlines Logo
9:56 am - 11:51 amORD-COS
2h 55mnonstop
$217American Airlines
Find Deal
Wed, Aug 27 - Sat, Aug 30
Southwest Logo
11:55 am - 3:15 pmCOS-MDW
2h 20mnonstop
Southwest Logo
5:35 pm - 7:05 pmMDW-COS
2h 30mnonstop
$223Southwest
Find Deal
Sat, Sep 6 - Mon, Sep 8
American Airlines Logo
12:25 pm - 4:10 pmCOS-ORD
2h 45mnonstop
American Airlines Logo
9:40 am - 11:33 amORD-COS
2h 53mnonstop
$223American Airlines
Find Deal
Tue, Aug 26 - Tue, Sep 2
United Airlines Logo
5:10 pm - 11:59 pmCOS-ORD
5h 49m1 stop
United Airlines Logo
9:07 am - 10:56 amORD-COS
2h 49mnonstop
$227United Airlines
Find Deal
Wed, Aug 27 - Sat, Aug 30
Southwest Logo
11:15 am - 8:25 pmCOS-MDW
8h 10m1 stop
Southwest Logo
5:35 pm - 7:05 pmMDW-COS
2h 30mnonstop
$227Southwest
Find Deal
Mon, Aug 25 - Mon, Sep 1
American Airlines Logo
12:07 pm - 3:50 pmCOS-ORD
2h 43mnonstop
American Airlines Logo
9:50 am - 11:37 amORD-COS
2h 47mnonstop
$229American Airlines
Find Deal
Thu, Sep 11 - Tue, Sep 16
United Airlines Logo
12:02 pm - 3:43 pmCOS-ORD
2h 41mnonstop
United Airlines Logo
1:58 pm - 5:30 pmORD-COS
4h 32m1 stop
$233United Airlines
Find Deal
Wed, Aug 27 - Wed, Sep 3
Delta Logo
5:55 pm - 12:38 amCOS-STL
5h 43m1 stop
Delta Logo
6:00 am - 10:16 amSTL-COS
5h 16m1 stop
$237Delta
Find Deal
Wed, Sep 10 - Sat, Sep 13
Delta Logo
8:00 am - 5:30 pmCOS-ORD
8h 30m1 stop
Delta Logo
3:45 pm - 8:39 pmORD-COS
5h 54m1 stop
$237Delta
Find Deal
Booking Insights

KAYAK's insights & trends for Colorado Springs to Illinois flights

Get data-powered insights and trends into flights from Colorado Springs to Illinois to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Colorado Springs 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 Colorado Springs to Illinois.

The cheapest ticket to Illinois from Colorado Springs found in the last 72 hours was to Chicago, at $217 round-trip. The most popular route is from Colorado Springs (COS) to Chicago O'Hare Intl Airport (ORD), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $228.

Can I save money by flying with a layover from Colorado Springs 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 2 stops layover the cheapest option at $393 on average.

What is the cheapest month to fly from Colorado Springs to Illinois?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Colorado Springs 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 Colorado Springs to Illinois is February, when tickets cost $309 (return) on average. On the other hand, the most expensive months are November and October, when the average cost of round-trip tickets is $430 and $404 respectively.

What’s the cheapest day of the week to fly from Colorado Springs to Illinois?

The average price of all round-trip flights from Colorado Springs to Illinois clicked on KAYAK for each day over the last 12 months.

For Colorado Springs to Illinois, Wednesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Illinois back to Colorado Springs, the best deals are generally found on Wednesday, with Friday being the most expensive.

How far in advance should I book a flight from Colorado Springs to Illinois?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Colorado Springs to Illinois, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Colorado Springs to Illinois, you should book around 5 weeks before departure, which saves you about 60% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.


Good to know

Low seasonJanuary
Cheapest flight$109
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Colorado Springs to Chicago Midway Airport

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from Colorado Springs 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 Colorado Springs to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Colorado Springs to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Colorado Springs 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 Colorado Springs 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 Colorado Springs 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 Colorado Springs 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 Colorado Springs to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

    The cheapest time of day to fly to Illinois is generally in the afternoon, when round-trip flights cost $442 on average. Morning departures are around 5% 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 $477.

Top tips for finding cheap flights to Illinois

  • Looking for a cheap flight? 25% of our users found tickets from Colorado Springs to the following destinations at these prices or less: Chicago $171 one-way - $275 round-trip; Chicago $209 one-way - $371 round-trip

Reviews of the top 3 airlines serving from Colorado Springs to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Colorado Springs 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 Colorado Springs 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.
8.0
SouthwestOverall score based on 4241 reviews
8.1Boarding
7.0Food
7.5Entertainment
8.0Comfort
8.6Crew
Airline reviews

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

2.0 MediocreMike, Jul 2025DEN - BWI
Read more Southwest reviews

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

I would have liked to arrive on time - not 5 hours late!

1.5 hour delay, poor service, no compassion from the crew. Terrible experience

Our flight was diverted from being a non-stop to getting within 150 miles and requiring another plane. We heard 4 or 5 different versions from SW as to why we had to stop, then wait for a replacement plane. Five hour delay, weather did not come up as a single excuse.... communication was not clear and well explained. No one really took charge!

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

I really like open seating. I hate that I've heard this is going away. This is one of the unique things that makes Southwest my goto choice.

It seems as though the provisions are even less. Although SWA used to be an economy Airline, that isn't really the case anymore. I paid over $700. for a round trip to Denver and I could have flown just about any airline for the price. The drinks are now in a 6-ounce cup and with ice I'm sure a can would fill more than 2 cups. However, I am very proud of SWA for using paper rather than continuing to contribute to the millions of plastic cups being used each day. I've thought of this fr many years and am so glad to see it come to fruition, if not by only SWA so far.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

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

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

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.

Everything you need to know for your flight from Colorado Springs to Illinois

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.