CHI - COS

$90 Find Cheap Flights from Chicago to Colorado Springs

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 Springs departing on 4/21. 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 Colorado Springs

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Colorado Springs, 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 Chicago to Colorado Springs, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$187
Overall average: $310
American Airlines
Sat 2/21Tue 2/24
ORD - COS • Non-stop
Cheapest one-way
$90
Typical prices: $136-$496
United Airlines
Tue 4/21
ORD - COS • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers extra legroom benefits.
Southwest provides two free checked bags per passenger.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
American Airlines
Cheapest • from $187 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
ORD
-
COS
Cheapest • 26% average savings
ORD
-
COS
Most popular
Insights
Insights
Insights
Insights
When to book
5 weeks
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 48% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 21% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Colorado Springs!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Colorado Springs (CHI-COS)

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

Sat, Feb 21 - Tue, Feb 24
American Airlines Logo
9:41 am - 11:41 am
ORD
-
COS
3h 00mnonstop
American Airlines Logo
12:30 pm - 4:10 pm
COS
-
ORD
2h 40mnonstop
$187American Airlines
Sat, Feb 21 - Tue, Feb 24
United Airlines Logo
8:45 am - 10:55 am
ORD
-
COS
3h 10mnonstop
United Airlines Logo
1:40 pm - 7:50 pm
COS
-
ORD
5h 10m
1 stop
$197United Airlines
Sat, Feb 21 - Tue, Feb 24
American Airlines Logo
9:41 am - 11:41 am
ORD
-
COS
3h 00mnonstop
American Airlines Logo
12:30 pm - 4:10 pm
COS
-
ORD
2h 40mnonstop
$204American Airlines
Sat, Feb 21 - Tue, Feb 24
Delta Logo
6:45 am - 12:25 pm
ORD
-
COS
6h 40m
1 stop
Delta Logo
12:00 pm - 9:52 pm
COS
-
ORD
8h 52m
1 stop
$207Delta
Sat, Feb 21 - Tue, Feb 24
Delta Logo
6:45 am - 12:25 pm
ORD
-
COS
6h 40m
1 stop
Delta Logo
7:55 am - 11:56 pm
COS
-
ORD
15h 01m
2 stops
$212Delta
Sat, Feb 21 - Tue, Feb 24
American Airlines Logo
2:58 pm - 10:10 pm
ORD
-
COS
8h 12m
1 stop
American Airlines Logo
12:30 pm - 4:10 pm
COS
-
ORD
2h 40mnonstop
$215American Airlines
Sat, Feb 21 - Tue, Feb 24
Delta Logo
11:18 am - 10:21 pm
ORD
-
COS
12h 03m
2 stops
Delta Logo
7:55 am - 11:56 pm
COS
-
ORD
15h 01m
2 stops
$218Delta
Thu, Feb 19 - Tue, Feb 24
Southwest Logo
12:20 pm - 9:55 pm
MDW
-
COS
10h 35m
1 stop
Southwest Logo
4:35 pm - 9:50 pm
COS
-
MDW
4h 15m
1 stop
$220Southwest
Thu, Feb 19 - Tue, Feb 24
Southwest Logo
12:20 pm - 9:55 pm
MDW
-
COS
10h 35m
1 stop
Southwest Logo
7:20 am - 4:35 pm
COS
-
MDW
8h 15m
2 stops
$226Southwest
Sat, Feb 28 - Tue, Mar 3
United Airlines Logo
8:40 am - 12:31 pm
ORD
-
COS
4h 51m
1 stop
United Airlines Logo
5:59 am - 11:19 am
COS
-
ORD
4h 20m
1 stop
$226United Airlines
Booking Insights

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

Get data-powered insights and trends into flights from Chicago to Colorado Springs 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 Springs?

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 Springs departing in February.

What is the cheapest Chicago to Colorado Springs flight route?

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

The cheapest return flight from Chicago to Colorado Springs costs $229 on the route between Chicago O'Hare Intl Airport (ORD) and Colorado Springs (COS). Over the past month, this route was, on average, 26% cheaper than other Chicago-Colorado Springs routes. It is also the most popular route.

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

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

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Colorado Springs, 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 Springs is January, where tickets cost $270 (return) on average. On the other hand, the most expensive months are May and February, where the average cost of round-trip tickets is $427 and $401 respectively.

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

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 $294 on average.

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

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 Springs, 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 Springs, you should book around 5 weeks before departure, which saves you about 48% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Colorado Springs

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Good to know

Low seasonApril
Cheapest flight$90
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Chicago O'Hare Airport to Colorado Springs

When to book flights from Chicago to Colorado Springs

Are your dates flexible? Find out the best times to travel from Chicago to Colorado Springs based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Colorado Springs

  • What is the cheapest flight from Chicago to Colorado Springs?

    In the last 3 days, the lowest price for a flight from Chicago to Colorado Springs was $90 for a one-way ticket and $187 for a round-trip.

  • Do I need a passport to fly between Chicago and Colorado Springs?

    No

  • Which airports will I be using when flying from Chicago to Colorado Springs?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Colorado Springs is the only airport in Colorado Springs. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Colorado Springs?

    Only American Airlines offers inflight Wi-Fi service on the Chicago to Colorado Springs flight route.

  • Which aircraft models fly most regularly from Chicago to Colorado Springs?

    The Canadair (Bombardier) Regional Jet 700 is the aircraft model that flies most regularly on the Chicago to Colorado Springs flight route.

  • Which airline alliances offer flights from Chicago to Colorado Springs?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Colorado Springs, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Colorado Springs?

    There are nonstop flights from Chicago to Colorado Springs on a daily basis.

  • Which is the best airline for flights from Chicago to Colorado Springs, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Colorado Springs are Southwest and United Airlines. With an average price for the route of $323 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $384 and an overall rating of 7.4.

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

    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 Springs.

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

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

    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 to Colorado Springs with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Colorado Springs?

    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 to Colorado Springs from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Colorado Springs

  • Looking for a cheap flight? 25% of our users found flights on this route for $165 or less one-way and $279 or less round-trip.

Prefer to fly direct from Chicago to Colorado Springs?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Colorado Springs.
Find which airlines fly direct from Chicago to Colorado Springs Airport, which days they fly and book direct flights.

Direct departures

Chicago to Colorado Springs

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

Direct returns

Colorado Springs to Chicago

Monday

American Airlines, United Airlines

American Airlines, United Airlines

Tuesday

American Airlines, United Airlines

American Airlines, United Airlines

Wednesday

American Airlines, United Airlines

American Airlines, United Airlines

Thursday

American Airlines, United Airlines

American Airlines, United Airlines

Friday

American Airlines, United Airlines

American Airlines, United Airlines

Saturday

American Airlines, United Airlines

American Airlines, United Airlines

Sunday

American Airlines, United Airlines

American Airlines, United Airlines

See more direct flights

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

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Colorado Springs. 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 Springs? 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 4267 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
7.5Entertainment
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

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

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

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

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Always wish for more healthy, gluten free options. We have to bring our own.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

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

Information on your arrival and departure airports