CHI - COS

$151 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 1/14. 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.
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Search 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
In the last 7 days travelers have searched 41,299,237 times on KAYAK, and here is why:

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Cheap Flight Deals 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.

Recent round-trip flight deals from Chicago to Colorado Springs

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Colorado Springs.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:30 am - 11:34 amORD-COS
3h 04mnonstop
12:54 pm - 4:42 pmCOS-ORD
2h 48mnonstop
$292United Airlines
Find Deal
Wed, Jan 22 - Thu, Jan 30
12:45 pm - 2:25 pmMDW-COS
2h 40mnonstop
2:00 pm - 5:20 pmCOS-MDW
2h 20mnonstop
$293Southwest
Find Deal
Wed, Feb 12 - Tue, Feb 18
11:35 am - 1:15 pmMDW-COS
2h 40mnonstop
11:50 am - 3:05 pmCOS-MDW
2h 15mnonstop
$298Southwest
Find Deal
Fri, Feb 7 - Wed, Feb 12
2:55 pm - 9:06 pmORD-COS
7h 11m1 stop
6:00 am - 3:45 pmCOS-ORD
8h 45m1 stop
$302Delta
Find Deal
Wed, Jan 15 - Wed, Jan 22
7:15 am - 1:15 pmMDW-COS
7h 00m1 stop
6:00 am - 1:35 pmCOS-MDW
6h 35m1 stop
$302Southwest
Find Deal
Wed, Feb 12 - Tue, Feb 18
2:55 pm - 9:06 pmORD-COS
7h 11m1 stop
8:20 am - 8:53 pmCOS-ORD
11h 33m2 stops
$307Delta
Find Deal
Wed, Jan 15 - Wed, Jan 22
5:00 am - 12:09 pmORD-COS
8h 09m1 stop
6:00 am - 2:25 pmCOS-ORD
7h 25m1 stop
$318American Airlines
Find Deal
Thu, Jan 30 - Thu, Feb 6
2:35 pm - 7:10 pmORD-COS
5h 35m1 stop
5:15 pm - 10:40 pmCOS-ORD
4h 25m1 stop
$320United Airlines
Find Deal
Mon, Feb 24 - Thu, Feb 27
6:45 pm - 11:51 pmORD-COS
6h 06m1 stop
4:43 pm - 11:50 pmCOS-ORD
6h 07m1 stop
$321American Airlines
Find Deal
Thu, Jan 30 - Thu, Feb 6
3:35 pm - 9:16 amORD-COS
18h 41m3 stops
8:53 am - 11:49 pmCOS-ORD
13h 56m2 stops
$515Alaska Airlines
Find Deal
Thu, Jan 30 - Thu, Feb 6

Flights from Chicago to Colorado Springs - Travel Insights & Trends

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Colorado Springs.
Our data shows that the cheapest route for a return flight from Chicago to Colorado Springs cost $261 and was between Chicago Midway Airport (MDW) and Colorado Springs (COS). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $261.

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, Thursday is the most expensive day to fly from Chicago to Colorado Springs. For your return ticket, we recommend flying on a Wednesday and avoiding Sundays 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 November, where tickets cost $285 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $444 and $423 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 $384 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 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Good to know

Low season

February

High season

August

Cheapest flight

$151
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly and prices are also 5% lower on average.
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 $151 for a one-way ticket and $292 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 Midway 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 Embraer 175 (Enhanced Winglets) 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 is the only airline alliance operating flights between Chicago and Colorado Springs.

  • 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 Delta?

    The two airlines most popular with KAYAK users for flights from Chicago to Colorado Springs are Southwest and Delta. With an average price for the route of $360 and an overall rating of 8.1, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $316 and an overall rating of 8.0.

  • 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.

See more FAQs

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 $176 or less one-way and $312 or less round-trip.

Prefer to fly 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

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 more

Tuesday

Southwest, United Airlines

Southwest, United Airlines

Wednesday

Emirates, Southwest, United Airlines

Emirates, Southwest, +1 more

Thursday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 more

Friday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 more

Saturday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 more

Sunday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 more

See more direct flights

Direct returns

Colorado Springs to Chicago

Monday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 more

Tuesday

Emirates, Southwest, United Airlines

Emirates, Southwest, +1 more

Wednesday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 more

Thursday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 more

Friday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 more

Saturday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 more

Sunday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 more

See more direct flights
See more direct flights

Top 4 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.
8.1
SouthwestOverall score based on 4854 reviews
8.1Comfort
7.2Food
8.2Boarding
8.7Crew
7.7Entertainment
Airline reviews

For the first time in a long time we had a flawless experience with Southwest. Both flights were early and no mechanical errors at all. We were shocked and pleasantly surprised 😮.

10.0 ExcellentDawn, Nov 2024SLC - DEN
Read more Southwest reviews

For the first time in a long time we had a flawless experience with Southwest. Both flights were early and no mechanical errors at all. We were shocked and pleasantly surprised 😮.

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

Excellent experience. WiFi worked on this leg of My trip

It was really nice! I appreciate the gate attendant allowing families with small children to board early on in the process… that was very helpful! The internet service didn’t work with the app I was trying to use even though I paid the $8… other than that it was great! Oh and I should’ve asked for the whole cranberry cocktail can. That cup was about 2 sips…

A bit expensive for the overall service; but the flight departed on time and arrived early.

I love no assigned seats and bags fly free. If Private Equity gets their way and forces Southwest to change they will be everyone else and I will stop being loyal to them. DON'T CHANGE YOUR BUSINESS MODEL!!!

wifi wasn't working correctly so couldn't watch live tv

Flight was delayed by 12 minutes. Boarding wasn’t fun. The crew was nice though.

Crew always seems to be unprofessional no matter what Southwest flight I fly

The 700 model seating is too tight both seat size & leg room

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Typically I give delta excellent reviews. Our flight was delayed 2hrs, I was one of the fortunate ones who were able to get to my connecting flight. Also, annoying that on the connecting flight boarding personnel make me put away a small bag into my carryon. It small enough to put in back pocket seat, why hold me and the line up to just push it into my carryon.

Everything was great. Great service, excellent communication, and early arrival

Delta flight attendants poorly managed the boarding process and overhead storage. My bag was checked last minute and no claim ticket was provided. My bag is now lost. Complete incompetence by all flight crew involved.

Inexpensive, got an exit row aisle aeat with no middle passenger, bought a great breakfast sandwich, flight comfortable & arrived ahead of schedule.

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

It was terrible, if they ran flights on time it would make a big difference.

Great flight. On-time, comfortable, clean aircraft, and offered snacks pre-flight to plan for a potentially turbulent route. I wish there was Wi-Fi an all Delta Aircrafts but for a short flight this is not much of a problem.

Delta seems to be improving in many areas, except they are super bad with the food available. Bring back normal food service on long flights.

If I pay extra for "comfort+" I expect leg room where I can stretch my legs. I was seated with an attendant's seat blocking my feet. Knee space was fine but my feet had less room than the non-"comfort+" seats. Also, don't go cheap on food when you have flights of 3+ hours. It's insulting.

Was a pain having to leave the plane and reboard but glad the plane was fixed

Plane was was better than th YVR to ORD flight but was a fraction of the distance. Fly your better planes on longer distance flights.

Nothing wrong with the flight itself. But due to 2+ hrs waiting in immigration and the additional security checkup in O’hare, I nearly missed the flight.

They need to improve their boarding process. Group 1 and/or paying first class passengers shouldn't be in the middle of boarding process

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.

The entertainment would not work. The comfort of the seats leaves something to be desired, pretty uncomfortable.

I still prefer Delta, but Delta doesn’t fly to State College PA.

Everything was fantastic. Modern plane. All the amenities! Although the paid snacks and meals are pure robbery. Like i understand airlines need to make money, but 11$ USD for an overnight oats with some nuts in it and barely any pieces of apple.... Highway robbery

The flight was bumpy. No Breakfast or coffee was served, not even a bottle of water. The food was okay but odd. Rice with peas instead of couscous with some unknown green thing. United Airlines did not tell me that there was VERY LIMITED HANDICAP SERVICE IN NAPLES. De-plane via 20 aluminum steps. Taken to Van. You must walk into the terminal, find luggage, and then walk out to the rental car pickup spot that is 1 block from the terminal.

Crew did their best but the plane configuration is too tight if you're bigger than an average sardine. Controls for the entertainment system didn't all work. The aircraft hadn't been cleaned in awhile.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

Baby cried a lot. Nothing anyone could do about it. Just part of flying.

The flight crew was fantastic! Which the seats had a small TV.

The flight was delayed till next day ! They kept delaying every 30 minutes then after 3 hours they delayed it till next day. We kept waiting in line standing more than an hour to get the hotel and meal vouchers. There was no communication at all. Everything was bad

Smoothe flight. Pilot and crew did a great job. Uncomfortable seat in this jet, felt worn out

seats were way too small. Too short of a flight to offer amenities.

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

Information on your arrival and departure airports

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