COS - ORD

$79 Find Cheap Flights from Colorado Springs to Chicago O'Hare Airport

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 O'Hare Intl departing on 1/31. 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 Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Colorado Springs to Chicago, 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 Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Colorado Springs to O'Hare Intl (COS-ORD)

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

Sat, Oct 11 - Sat, Oct 18
United Airlines Logo
3:40 pm - 9:30 pmCOS-ORD
4h 50m1 stop
United Airlines Logo
9:10 am - 11:15 amORD-COS
3h 05mnonstop
$165United Airlines
Find Deal
Wed, Oct 29 - Sat, Nov 1
Southwest Logo
11:35 am - 4:45 pmCOS-ORD
4h 10m1 stop
Southwest Logo
7:00 am - 10:15 amORD-COS
4h 15m1 stop
$177Southwest
Find Deal
Wed, Oct 29 - Sat, Nov 1
Southwest Logo
11:35 am - 9:30 pmCOS-ORD
8h 55m2 stops
Southwest Logo
7:00 am - 10:15 amORD-COS
4h 15m1 stop
$182Southwest
Find Deal
Sat, Oct 11 - Sat, Oct 18
United Airlines Logo
3:40 pm - 9:30 pmCOS-ORD
4h 50m1 stop
United Airlines Logo
5:01 am - 9:05 amORD-COS
5h 04m1 stop
$185United Airlines
Find Deal
Sat, Nov 8 - Tue, Nov 11
American Airlines Logo
12:40 pm - 4:26 pmCOS-ORD
2h 46mnonstop
American Airlines Logo
10:02 am - 12:06 pmORD-COS
3h 04mnonstop
$192American Airlines
Find Deal
Sat, Nov 8 - Tue, Nov 11
American Airlines Logo
12:40 pm - 4:26 pmCOS-ORD
2h 46mnonstop
American Airlines Logo
11:46 am - 6:06 pmORD-COS
7h 20m1 stop
$207American Airlines
Find Deal
Wed, Oct 29 - Tue, Nov 4
United Airlines Logo
6:20 pm - 11:59 pmCOS-ORD
4h 39m1 stop
United Airlines Logo
9:20 am - 11:26 amORD-COS
3h 06mnonstop
$211United Airlines
Find Deal
Wed, Oct 29 - Tue, Nov 4
Southwest Logo
11:35 am - 4:45 pmCOS-ORD
4h 10m1 stop
Southwest Logo
2:15 pm - 7:25 pmORD-COS
6h 10m1 stop
$212Southwest
Find Deal
Wed, Oct 29 - Tue, Nov 4
Southwest Logo
11:35 am - 4:45 pmCOS-ORD
4h 10m1 stop
Southwest Logo
1:45 pm - 9:30 pmORD-COS
8h 45m2 stops
$217Southwest
Find Deal
Fri, Dec 5 - Mon, Dec 8
American Airlines Logo
12:36 pm - 4:21 pmCOS-ORD
2h 45mnonstop
American Airlines Logo
10:04 am - 12:06 pmORD-COS
3h 02mnonstop
$225American Airlines
Find Deal

Everything you should know

Top airlines
United Airlines
Cheapest • from $165 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
July
Cheapest • 16% price drop
August
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$165
Overall average: $386
United Airlines
Sat 10/11Sat 10/18
COS - ORD • 1 stop
Cheapest non-stop
$192
Typical prices: $360-664
American Airlines
Sat 11/8Tue 11/11
COS - ORD • Non-stop
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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 O'Hare Intl!
Booking Insights

KAYAK's insights & trends for Colorado Springs to O'Hare Intl flights

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

What’s the cheapest day of the week to fly from Colorado Springs to Chicago O'Hare Airport?

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

If you are looking for a flight deal from Colorado Springs to Chicago O'Hare Airport, look for departures on Wednesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago O'Hare Airport, Wednesday is the cheapest day to fly and Friday is the most expensive.

What is the cheapest month to fly from Colorado Springs to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Colorado Springs to Chicago O'Hare Intl Airport, 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 Chicago O'Hare Intl Airport is July, where tickets cost $331 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $473 and $451 respectively.

Can I save money by flying with a layover from Colorado Springs to Chicago O'Hare Intl Airport?

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.

No, with an average price for the route of $373, prices are generally cheapest when you fly direct.

Good to know

Low seasonFebruary
Cheapest flight$79
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Colorado Springs to Chicago O'Hare Airport

When to book flights from Colorado Springs to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Colorado Springs to O'Hare Intl 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 Colorado Springs to Chicago O'Hare Airport flights

  • What is the cheapest flight from Colorado Springs to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Colorado Springs to Chicago O'Hare Intl Airport was $79 for a one-way ticket and $165 for a round-trip.

  • Do I need a passport to fly between Colorado Springs and Chicago O'Hare Airport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

    American Airlines, and Delta offer inflight Wi-Fi service on the Colorado Springs to Chicago O'Hare Airport flight route.

  • Which aircraft models fly most regularly from Colorado Springs to Chicago O'Hare Airport?

    The Embraer 175 (Enhanced Winglets) is the aircraft model that flies most regularly on the Colorado Springs to Chicago O'Hare Airport flight route.

  • Which airline alliances offer flights from Colorado Springs to Chicago O'Hare Airport?

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

  • On which days can I fly direct from Colorado Springs to Chicago O'Hare Airport?

    There are nonstop flights from Colorado Springs to Chicago O'Hare Airport on a daily basis.

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

    The two airlines most popular with KAYAK users for flights from Colorado Springs to Chicago are Southwest and United Airlines. With an average price for the route of $360 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 $402 and an overall rating of 7.4.

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

    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 Chicago O'Hare Airport.

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

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

    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 Chicago O'Hare Airport with an airline and back to Colorado Springs with another airline. Booking your flights between Colorado Springs and ORD can sometimes prove cheaper using this method.

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

    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 Chicago O'Hare Airport from Colorado Springs 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 Colorado Springs to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $178 or less one-way and $346 or less round-trip.

Prefer to fly direct from Colorado Springs to Chicago O'Hare Airport?

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

Direct departures

Colorado Springs to Chicago O'Hare Intl

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

Chicago O'Hare Intl 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

Reviews of the top 3 airlines serving from Colorado Springs to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Colorado Springs to Chicago. 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 O'Hare Intl? 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 4242 reviews
8.0Comfort
7.0Food
8.1Boarding
8.6Crew
7.5Entertainment
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.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

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.

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

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

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.

Everything you need to know for your flight from Colorado Springs to O'Hare Intl

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