$105 Find Cheap Flights from Chicago to Colorado - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Colorado 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.
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Cheap Flights from Chicago to Colorado

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Denver
Denvernonstop$169
Colorado Springs
Colorado Springsnonstop$215
Aspen
Aspennonstop$343
Grand Junction
Grand Junction1 stop$338
Denver
Denvernonstop$169
Colorado Springs
Colorado Springsnonstop$215
Aspen
Aspennonstop$343
Grand Junction
Grand Junction1 stop$338

Book Cheap Chicago to Colorado Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Colorado 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 Chicago to Colorado

Sat, Aug 29 - Mon, Aug 31
Southwest Logo
6:50 am - 8:20 am
MDW
-
DEN
2h 30mnonstop
Southwest Logo
11:00 am - 5:00 pm
DEN
-
MDW
5h 00m
1 stop
$169Southwest
Wed, Aug 26 - Sat, Aug 29
Frontier Logo
9:20 am - 8:36 pm
ORD
-
DEN
12h 16m
1 stop
Frontier Logo
7:00 am - 3:59 pm
DEN
-
ORD
7h 59m
1 stop
$169Frontier
Wed, Sep 9 - Sat, Sep 12
Southwest Logo
11:10 am - 3:00 pm
MDW
-
DEN
4h 50m
1 stop
Southwest Logo
11:40 am - 5:05 pm
DEN
-
MDW
4h 25m
1 stop
$170Southwest
Wed, Aug 19 - Sat, Aug 22
Frontier Logo
9:20 am - 8:17 pm
ORD
-
DEN
11h 57m
1 stop
Frontier Logo
7:00 am - 3:59 pm
DEN
-
ORD
7h 59m
1 stop
$170Frontier
Sat, Aug 22 - Wed, Aug 26
United Airlines Logo
7:45 pm - 9:54 pm
ORD
-
COS
3h 09mnonstop
United Airlines Logo
11:55 am - 3:38 pm
COS
-
ORD
2h 43mnonstop
$215United Airlines
Sat, Aug 22 - Wed, Aug 26
United Airlines Logo
12:45 pm - 5:53 pm
ORD
-
COS
6h 08m
1 stop
United Airlines Logo
11:55 am - 3:38 pm
COS
-
ORD
2h 43mnonstop
$225United Airlines
Sat, Aug 22 - Wed, Aug 26
Delta Logo
1:50 pm - 9:38 pm
ORD
-
COS
8h 48m
1 stop
Delta Logo
6:00 am - 2:09 pm
COS
-
ORD
7h 09m
1 stop
$235Delta
Sat, Aug 22 - Wed, Aug 26
Delta Logo
11:22 am - 9:38 pm
ORD
-
COS
11h 16m
2 stops
Delta Logo
6:00 am - 2:09 pm
COS
-
ORD
7h 09m
1 stop
$240Delta
Sat, Aug 22 - Wed, Aug 26
American Airlines Logo
10:56 am - 12:47 pm
ORD
-
COS
2h 51mnonstop
American Airlines Logo
12:37 pm - 4:30 pm
COS
-
ORD
2h 53mnonstop
$243American Airlines
Thu, Aug 20 - Mon, Aug 24
American Airlines Logo
10:56 am - 12:47 pm
ORD
-
COS
2h 51mnonstop
American Airlines Logo
12:37 pm - 4:30 pm
COS
-
ORD
2h 53mnonstop
$244American Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Colorado flights

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

How much is a round-trip flight from Chicago to Colorado?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Colorado departing in August.

What is the cheapest Chicago to Colorado flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Colorado from Chicago found in the last 5 days was to Denver, at $139 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Denver (DEN), and the cheapest round-trip airline ticket found on this route in the last 5 days was $139.

What is the cheapest time of day to fly to Colorado?

The average price for all round-trip flights from Chicago to Colorado depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Colorado is generally at night, when round-trip flights cost $239 on average. Morning departures are around 14% cheaper than evening flights, on average. The most expensive time of day to fly to Colorado is generally in the evening, which is peak travel time and where the average cost of a ticket is $314.

Can I save money by flying with a layover from Chicago to Colorado?

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 $311 on average.

What is the cheapest month to fly from Chicago to Colorado?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Colorado, 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 Chicago to Colorado is October, when tickets cost $167 (return) on average. On the other hand, the most expensive months are June and March, when the average cost of round-trip tickets is $336 and $333 respectively.

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

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

If your flying dates are flexible, you should consider flying to Colorado on a Wednesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Chicago to Colorado. For your return ticket, we recommend flying on a Thursday and avoiding Sundays for the best deals.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Colorado, 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 Chicago to Colorado, you should book around 4 weeks before departure, which saves you about 33% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonApril
Cheapest flight$105
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Chicago Midway Airport to Denver

FAQs - booking Colorado flights

  • Are the pet relief areas at Denver International Airport (DEN)?

    In the Denver International Airport indoor pet relief area, travelers with pets and service animals can unwind and engage in enjoyable activities with their pets. The post-security center cores of gates A, B, and C are where you'll find the pet rest areas. The pet relief area includes an automatic hand dryer, wall-mounted faucet, paper towel dispenser, soap dispenser, artificial turf ground, artificial rock, and drainage.

  • Is there a nursing room at the Colorado Springs Airport (COS)?

    There are two Family Care Rooms located within security on the main Concourse of the Colorado Springs Airport . These rooms are available to nursing moms arriving at COS from Chicago. Both areas may be found between Gates 4 and 6, while the other pet relief area can be found between Gates 8 and 10. The rooms provide a waste bin, chair, a baby changing table, a faucet with running water, and a comfy seat.

  • Are there hotels near Denver International Airport (DEN) that offer complimentary airport shuttle services?

    Travelers who arrive late at the Denver International Airport (DEN) do not need to worry. Several hotels in Colorado offer free shuttle service from the airport. You can reserve a room in one of the hotels where you can stay during your vacation in Colorado. Some of the hotels are only 10-minute drive from the airport. Additionally, the airport has a layover room for travelers to rest and spend time before proceeding with their journey.

  • Are there facilities for people with reduced mobility at Chicago O'Hare International Airport (ORD)?

    Chicago's O'Hare International Airport is wheelchair-accessible. The airport has a motorized passenger lift that offers access to the adult changing table, an accessible wall-mount toilet, accessible showers, and a sink. In the rooms, there are emergency pull wires linked to O'Hare Communication Center. All of the buttons on the elevator panels have Braille and raised numbers. Every airline offers wheelchair assistance to the customer.

  • How does KAYAK find such low prices on flights from Chicago to Colorado?

    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 Chicago to Colorado.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Colorado 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 Chicago to Colorado?

    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 Chicago to Colorado 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 Chicago to Colorado?

    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 Chicago to Colorado 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 Colorado

  • San Luis Valley Regional (ALS) is a perfect destination airport for those traveling from Chicago to southern parts of Colorado. You can take a one-stop flight aboard United Airlines, American Airlines, or Key Lime Airlines.
  • If you are looking for a place to relax and unwind after a long and tiring flight from Chicago, you can visit one of the several lounges at the Denver International Airport (DEN) in Colorado. Admirals Club, managed by American Airlines, is located at level 2 of Concourse A past security check offers a variety of refreshments for clients.
  • Most of Chicago's airports will allow you to book a trip to Colorado's Denver International Airport (DEN). United Airlines and Southwest Airlines offer direct flights from the airport to Chicago's O'Hare International Airport (ORD).
  • You can take a cab or bus for a trip into downtown Colorado Springs Airport (COS). To go downtown quickly and easily, a cab is your best bet. The trip to downtown Colorado Springs, only 19 km (12 miles) from the airport, will take around 20 minutes.
  • United Airlines offers nonstop service from O'Hare International Airport in Chicago to Northern Colorado Regional Airport (FNL). This service is available to passengers departing from Chicago and intending to fly directly to the northern part of Colorado.

Reviews of the top 5 airlines serving from Chicago to Colorado

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Colorado. 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 Chicago to Colorado? 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.
7.9
SouthwestOverall score based on 4251 reviews
7.5Entertainment
8.6Crew
8.1Boarding
7.0Food
8.0Comfort
Airline reviews

Overall good, just screaming kids in the area the whole flight.

8.0 ExcellentAnonymous, Jul 2026
MDW - MHT
Read more Southwest reviews

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

One of the crew performed a hilarious skit to accompany the standard instructions. Passengers enjoyed it so much they applauded at the end!

Long delay due to mechanical issues. They should have just swapped the plane and not make us wait while they figure it out. Disappointed

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

late departure due to some unspecified issue with ventilating the cabin. They got it running but it was FREEZING for the whole flight. I asked for a blanket but they didn't provide one. They could not turn up the heat. it was quite miserable.

Plane was so old it had cigarette butt trays in the seat

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

Because I can’t stand very long in one place, I was allowed to reword.

The flight kept getting delayed, but the ground crew did not communicate well to the passengers in the terminal. First, we were told that it was an engine issue. That was understandable. We asked, after the third delay, if it would be canceled; they reassured us that that would not happen because a new plane was on its way from Washington DC. Four hours later, that is exactly what happened. No announcement was made only people who had the JetBlue app learned of the cancellation. They rebooked us on a flight that would get into our destination 36 hours after our original time I had to spend an exorbitant amount of money to book an additional flight with a different airline, the following morning in order to make it to my conference in time. Not to mention the fact that by the time I discovered the cancellation on the departures board, it was too late for me to receive a refund on my lodging in the destination city for that night. Because I had booked with KAYAK, I did not receive any JetBlue email with rebooking information. This is what the information information desk kept telling everyone who inquired about a rebooking. This was my first time flying with JetBlue. Needless to say, after extremely poor communication andover $1000 of additional expense later, I will not be flying with them again.

We were several hours delayed due to confusion during boarding. Evidently the crew could not match the manifest with the boarded customers. After significant time trying to find individuals on board, a crew member walked through the entire plane re-scanning each of our boarding passes. Then we had to wait for a new slot to depart, and when we landed, our gate was not ready. It was a complete goat rodeo from start to finish.

Flight is delayed by more than an hour without any reason, the jet blue gates kept changing every 20 mins and there is no proper communication. No ear phones provided in flight, there is a screen with entertainment but what is the use, I have earphones but the console has outdated audio connections, no usb C or bluetooth, they are living 15 years behind

Horrible. Flight was cancelled, jet blue app not working to rebook, no phone number available to call Jet Blue, 400 ish people in line for the help desk, stuck in Boston for 2 more days had to book new flight with a different airline and still not sure if I will be able to get any refund.

Flight was cancelled, no support at JFK even though it is their main hub.. wait times on the phone was very long

I liked the punctuality, the crew, and overall the whole flight

Separated a pair of family members(father and teenage daughter) on all legs of the flight that were booked together, just to create an upsell. Food was horrible and only catered to vegetarians and gluten free crowd. I’d rather give more of my money to another straight shooting airline.

When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

The pilots were awesome and got us there early. Great landing too. No complaints on the flight. Service - a young cabin crew woman was terrible as she seemed to hate her job and never smiled. Why do they hire people like that? Terrible. The cabin crew lead woman was wonderful - very professional (and more mature go figure)

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

Better than expected. Staff were friendly and nice on both flights.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

Everything you need to know for your flight from Chicago to Colorado

Cabin class types available on flights to Colorado

Cabin classes available on flights to Colorado. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.