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COS - CHI

Find cheap flights from Colorado Springs to Chicago from $92

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 Chicago departing on 7/9. 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
0 bags
Sun 6/2
Sun 6/9

Search hundreds of travel sites at once for deals on flights to Chicago

 
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
In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Filter your dealsChoose cabin class, free Wi-Fi and more.

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Cheap flight deals from Colorado Springs to Chicago (COS-CHI)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Colorado Springs to Chicago 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 and deals for you by selecting your travel dates.
Choose your dates
7:05 pm - 7:06 pmCOS-ORD
23h 01m1 stop
8:05 pm - 5:03 pmORD-COS
21h 58m1 stop
$199Sun Country Air
Find Deal
Sun, Jun 23 - Wed, Jun 26
5:55 pm - 11:38 amCOS-ORD
16h 43m1 stop
7:00 am - 6:10 pmORD-COS
12h 10m1 stop
$225Sun Country Air
Find Deal
Thu, Jun 20 - Sun, Jun 23
8:20 am - 6:24 pmCOS-ORD
9h 04m1 stop
6:05 am - 10:50 amORD-COS
5h 45m1 stop
$277Delta
Find Deal
Wed, Jun 5 - Tue, Jun 25
3:35 pm - 10:55 pmCOS-ORD
6h 20m1 stop
5:16 am - 8:39 amORD-COS
4h 23m1 stop
$282United Airlines
Find Deal
Fri, Jun 28 - Mon, Jul 1
6:05 am - 9:55 amCOS-ORD
2h 50mnonstop
5:04 am - 8:39 amORD-COS
4h 35m1 stop
$283United Airlines
Find Deal
Thu, Jun 6 - Tue, Jun 11
1:51 pm - 9:25 pmCOS-ORD
6h 34m1 stop
5:00 am - 9:52 amORD-COS
5h 52m1 stop
$338American Airlines
Find Deal
Thu, Jun 6 - Mon, Jun 10
1:51 pm - 9:25 pmCOS-ORD
6h 34m1 stop
5:00 am - 9:52 amORD-COS
5h 52m1 stop
$362American Airlines
Find Deal
Thu, Jun 6 - Mon, Jun 10
1:50 pm - 9:41 pmCOS-ORD
6h 51m1 stop
6:00 am - 1:03 pmORD-COS
8h 03m1 stop
$364Delta
Find Deal
Wed, Jul 31 - Mon, Aug 5
6:15 pm - 5:49 amCOS-ORD
34h 34m3 stops
5:20 am - 6:06 pmORD-COS
13h 46m2 stops
Thu, Jun 6 - Sun, Jun 9
6:15 pm - 9:17 pmCOS-ORD
26h 02m2 stops
5:20 am - 6:06 pmORD-COS
13h 46m2 stops
Thu, Jun 6 - Sun, Jun 9

Flights from Colorado Springs to Chicago - Travel Insights & Trends

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

What is the cheapest Colorado Springs to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Colorado Springs to Chicago.
Our data shows that the cheapest route for a one-way flight from Colorado Springs to Chicago cost $159 and was between Colorado Springs and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly this route. The average price for a return flight for this route is $307.

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

The average price of all flights from Colorado Springs to Chicago clicked on KAYAK for each day over the last 12 months.
For Colorado Springs to Chicago, Wednesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago back to Colorado Springs, the best deals are generally found on Wednesday, with Sunday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Colorado Springs to Chicago, 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 is January, where tickets cost $273 on average. On the other hand, the most expensive months are November and March, where the average cost of tickets is $533 and $444 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Colorado Springs to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Colorado Springs to Chicago, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 35 days before departure.

Which airlines provide the cheapest flights from Colorado Springs to Chicago?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago from Colorado Springs were found on United Airlines ($92) and Sun Country Air ($105), and the lowest round-trip tickets were found on Sun Country Air ($199) and Delta ($277).

Which airlines fly non-stop between Colorado Springs and Chicago?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Colorado Springs to Chicago.
There are 2 airlines that fly nonstop from Colorado Springs to Chicago. They are Southwest and United Airlines. The cheapest airline for this route is United Airlines, with the best one-way deal found costing $196. On average, the best prices for this route can be found at United Airlines.

How many flights are there between Colorado Springs and Chicago per day?

Each day, there are between 4 and 5 nonstop flights that take off from Colorado Springs and land in Chicago, with an average flight time of 2h 38m. The most common departure time is 12:00 pm and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 34 flights. The most frequent day of departure is Tuesday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Colorado Springs and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Colorado Springs to Chicago take?

Direct flights cover the 922 miles separating Colorado Springs to Chicago in about 2h 38m.

What’s the earliest departure time from Colorado Springs to Chicago?

Early birds can take the earliest flight from Colorado Springs at 5:00 am and will be landing in Chicago at 8:20 am.

What’s the latest departure time from Colorado Springs to Chicago?

If you prefer to fly at night, the latest flight from Colorado Springs to Chicago jets off at 4:20 pm and lands at 7:45 pm.

Good to know

Low season

January

High season

October

Cheapest flight

$92
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly and prices are also 19% lower on average.
Flight from Colorado Springs to Chicago O'Hare Airport

When to book flights from Colorado Springs to Chicago

Are your dates flexible? Find out the best times to travel from Colorado Springs to Chicago 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 Colorado Springs to Chicago

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

    In the last 3 days, the lowest price for a flight from Colorado Springs to Chicago was $92 for a one-way ticket and $199 for a round-trip.

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

    A passport is not required to fly from Colorado Springs to Chicago.

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

    United Airlines, Lufthansa, and American Airlines offer inflight Wi-Fi service on the Colorado Springs to Chicago flight route.

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

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

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

    Star Alliance is the only airline alliance operating flights between Colorado Springs and Chicago.

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

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

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

    The two airlines most popular with KAYAK users for flights from Colorado Springs to Chicago are United Airlines and American Airlines. With an average price for the route of $359 and an overall rating of 7.3, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $270 and an overall rating of 7.3.

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

    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.

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

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

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

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

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

See more FAQs

Top tips for finding a cheap flight from Colorado Springs to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $196 or less one-way and $477 or less round-trip.

Prefer to fly non-stop from Colorado Springs to Chicago?

Find which airlines fly direct from Colorado Springs to Chicago, which days they fly and book direct flights.

Nonstop departures

Colorado Springs to Chicago

Monday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 more

Tuesday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 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

Nonstop returns

Chicago to Colorado Springs

Monday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 more

Tuesday

Emirates, Lufthansa, Southwest, +1 more

Emirates, Lufthansa, +2 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 airlines flying from Colorado Springs to Chicago

 
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 Chicago? 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.
7.3
United AirlinesOverall score based on 11134 reviews
8.1Crew
7.2Comfort
6.7Food
7.1Entertainment
7.7Boarding
Airline reviews

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

8.0 ExcellentMichelle, Apr 2024MBS - ORD
Read more about United Airlines reviews

I was told we'd have a hot breakfast option in first class, so I chose not get a hot breakfast. It was a very strange meal, but the fresh fruit was very good quality. Service was excellent from ORD to ELP. No service from MBS to ORD, not even water. However, when flying American from FNT to ORD, which is a shorter flight, they at least pass out snacks and offer water.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

The flight was delayed instead of leaving at 11 it left at 12.20

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

It was delayed several hours which delayed our connection in Denver. Not happy.

Good movies, iffy pay WiFi, food ok- on time though and that was great!

Awful…flight was delayed more than 12hrs, missed all connections to Fort Wayne, IN, had to get flight to another city 2 hours from my destination, flight was again delayed by 40 mins because they did not have enough fuel, again missed a connection, finally arrived in Indiana at 11pm…but before my 2 hour drive home, ay, no Five That Our Luggage Never Made On The plane and Still In Chicago

Boarding was friendly and quick. While the plane model was older with no live tv, the entertainment was full of movies and tv shows. All food was available. Pilots were very communicative with status of the flight. Flight landed on time.

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

This flight is frequently delayed. The connections seemingly are more frequently delayed. I’ve missed connections as a result twice on the same route to charlotte then Charleston. Final destination arrival has been the next day, twice in a row. No pilots, no crew. Too many excuses. Unfortunately, my days with American are over.

Entertainment was okay not because anything was wrong but it is a short flight so having no wifi is annoying but understandable. Crew was outstanding as usual

Those seats were way too narrow. I had the middle seat, one person was a very skinny person and we still couldn’t avoid touching each other anytime one of us moved. The other person was larger and we were basically sitting in each others lap the entire flight. There was zero entertainment. The flight was long enough to justify tvs, but no. Gotta sit there in your infant seat and twiddle your thumbs.

Flight was fine. It took an unusually long time to have baggage delivered to the carousel in ORD.

Average - flew with Jet Blue internal and it was far more comfortable and better food and entertainment. Notable difference

The flight got canceled due to mechanical issues, and he to be rebooked and missed my appointments for that day

The flight was scheduled to depart DCA at 12:30 pm but was delayed twice on the ground so that we were finally scheduled to depart at around 4:00 pm. Once we boarded, it was announced that takeoff would be delayed again to fix a hydraulic problem which delayed our eventual takeoff until around 5:00 pm. Once we departed, it was a smooth flight back to ORD. We did not get any explanation about what caused the original significant delay. In my experience, this happens frequently with AA.

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Our second leg to Jackson WY was unable to land due to weather. We were flown back to Dallas after stopping in SLC. We were given hotel rooms and vouchers. We were told that we would be back on the same plane in the morning. Instead we were given a different flight with different seats. Not a good experience. No one knew what was going on.

Turn on the heat. Flight was way too cold from Arizona to Chicago.

Book cheap flights from Colorado Springs to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Colorado Springs to Chicago found on KAYAK in the last 72 hours.
7/9Tue
1 stopUnited Airlines
5h 21mCOS-ORD
$92
6/30Sun
1 stopSun Country Air
24h 13mCOS-ORD
$105
6/13Thu
1 stopSun Country Air
16h 43mCOS-ORD
$118
7/9Tue
1 stopDelta
6h 51mCOS-ORD
$125
6/18Tue
1 stopUnited Airlines
6h 29mCOS-ORD
$127
6/18Tue
2 stopsDelta
11h 13mCOS-ORD
$130
7/9Tue
nonstopUnited Airlines
2h 50mCOS-ORD
$132
6/13Thu
2 stops
22h 50mCOS-ORD
$212
5/11Sat
1 stopAmerican Airlines
5h 32mCOS-ORD
$238
5/12Sun
2 stopsAmerican Airlines
7h 48mCOS-ORD
$522

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Last minute flights from Colorado Springs to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Colorado Springs to Chicago that are departing in the next 10 days.
5/7Tue
multi-stopAmerican Airlines
6h 04mCOS-ORD
5/11Sat
multi-stopAmerican Airlines
6h 06mORD-COS
$644
5/8Wed
multi-stopDelta
10h 06mCOS-MDW
5/11Sat
multi-stopDelta
9h 38mMDW-COS
$688
5/7Tue
multi-stopUnited Airlines
17h 12mCOS-ORD
5/11Sat
nonstopUnited Airlines
2h 53mORD-COS
$693
5/7Tue
multi-stopUnited Airlines
8h 10mCOS-ORD
5/11Sat
nonstopUnited Airlines
2h 53mORD-COS
$704
5/7Tue
nonstopUnited Airlines
2h 39mCOS-ORD
5/11Sat
nonstopUnited Airlines
2h 53mORD-COS
$707
5/4Sat
multi-stopAmerican Airlines
7h 25mCOS-ORD
5/5Sun
multi-stopAmerican Airlines
6h 39mORD-COS
$708
5/4Sat
multi-stopUnited Airlines
11h 54mCOS-ORD
5/5Sun
multi-stopUnited Airlines
5h 10mORD-COS
$777
5/8Wed
multi-stopDelta
10h 06mCOS-MDW
5/11Sat
multi-stopDelta
5h 52mMDW-COS
$781
5/4Sat
multi-stopUnited Airlines
8h 07mCOS-ORD
5/5Sun
nonstopUnited Airlines
2h 53mORD-COS
$850
5/4Sat
nonstopUnited Airlines
2h 39mCOS-ORD
5/5Sun
nonstopUnited Airlines
2h 53mORD-COS
$853

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Colorado Springs - Chicago Flights

Departure:

Colorado Springs (COS)United States

Return flight deals:

Chicago - Colorado Springs

Cabin classes:

$1,195
$1,351
$1,175
$307