CHI - COS

$111 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 4/14. 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
Travelers love KAYAK
41 299 237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$221
Overall average: $417
American Airlines
Sat 5/2Sat 5/9
ORD - COS • Non-stop
Cheapest one-way
$111
Typical prices: $129-$496
American Airlines
Tue 4/14
ORD - COS • Non-stop
Advice from real travelers
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
Cheapest • from $221 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
You can fly direct with American Airlines and United Airlines. Average duration is 3h 05m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top routes
Cheapest • 8% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $259 (round-trip)
Shortest trip • 4h 43m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 41% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 23% price drop
Most popular
Good to know
Good to know
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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
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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, May 2 - Sat, May 9
American Airlines Logo
9:53 am - 11:52 am
ORD
-
COS
2h 59mnonstop
American Airlines Logo
12:22 pm - 4:09 pm
COS
-
ORD
2h 47mnonstop
$221American Airlines
Sat, Apr 11 - Sat, Apr 18
Southwest Logo
7:00 am - 12:35 pm
ORD
-
COS
6h 35m
1 stop
Southwest Logo
2:15 pm - 11:25 pm
COS
-
ORD
8h 10m
1 stop
$241Southwest
Mon, Apr 13 - Mon, Apr 20
Southwest Logo
6:00 am - 9:20 am
MDW
-
COS
4h 20m
1 stop
Southwest Logo
4:05 pm - 11:55 pm
COS
-
MDW
6h 50m
1 stop
$241Southwest
Sat, May 2 - Mon, May 4
American Airlines Logo
9:53 am - 11:52 am
ORD
-
COS
2h 59mnonstop
American Airlines Logo
12:22 pm - 4:09 pm
COS
-
ORD
2h 47mnonstop
$243American Airlines
Sat, Apr 11 - Tue, Apr 14
American Airlines Logo
9:53 am - 11:52 am
ORD
-
COS
2h 59mnonstop
American Airlines Logo
12:22 pm - 4:09 pm
COS
-
ORD
2h 47mnonstop
$245American Airlines
Mon, Apr 13 - Mon, Apr 20
Southwest Logo
6:15 pm - 10:15 pm
ORD
-
COS
5h 00m
1 stop
Southwest Logo
5:00 am - 3:30 pm
COS
-
ORD
9h 30m
1 stop
$246Southwest
Mon, Apr 13 - Mon, Apr 20
Southwest Logo
4:35 pm - 12:05 am
MDW
-
COS
8h 30m
2 stops
Southwest Logo
5:20 pm - 11:40 pm
COS
-
MDW
5h 20m
1 stop
$246Southwest
Sat, Apr 11 - Sat, Apr 18
Southwest Logo
2:05 pm - 8:45 pm
ORD
-
COS
7h 40m
2 stops
Southwest Logo
1:10 pm - 10:20 pm
COS
-
ORD
8h 10m
2 stops
$251Southwest
Sat, May 30 - Mon, Jun 1
Delta Logo
6:23 am - 12:48 pm
MDW
-
COS
7h 25m
1 stop
Delta Logo
8:15 am - 6:33 pm
COS
-
MDW
9h 18m
2 stops
$290Delta
Sat, May 30 - Mon, Jun 1
Delta Logo
1:22 pm - 9:27 pm
MDW
-
COS
9h 05m
2 stops
Delta Logo
8:15 am - 6:33 pm
COS
-
MDW
9h 18m
2 stops
$295Delta
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.

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 $239 on the route between Chicago O'Hare Intl Airport (ORD) and Colorado Springs (COS). Over the past month, this route was, on average, 8% 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 Friday 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 April, where tickets cost $268 (return) on average. On the other hand, the most expensive months are May and February, where the average cost of round-trip tickets is $417 and $409 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 $289 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 41% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 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 seasonFebruary
Cheapest flight$111
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly with an average 5% 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 $111 for a one-way ticket and $221 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?

    American Airlines, and Alaska Airlines offer 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?

    Star Alliance, and oneworld are the airline alliances operating flights between Chicago and Colorado Springs, with Star Alliance 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 $369 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 $143 or less one-way and $305 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 4318 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
7.0Food
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

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.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

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. :/

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

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

Information on your arrival and departure airports