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Cheap flights from Chicago to Denver from $96

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Denver departing on 9/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Logo
2:57 pm - 2:58 pmMDW-COS
25h 01m1 stop
Logo
11:21 am - 12:30 amCOS-MDW
12h 09m1 stop
$229
Find Deal
Sat, Nov 8 - Mon, Nov 10
American Airlines Logo
9:56 am - 11:51 amORD-COS
2h 55mnonstop
American Airlines Logo
12:21 pm - 4:06 pmCOS-ORD
2h 45mnonstop
$240American Airlines
Find Deal
Sat, Sep 13 - Tue, Sep 16
Southwest Logo
5:35 pm - 7:05 pmMDW-COS
2h 30mnonstop
Southwest Logo
11:55 am - 3:15 pmCOS-MDW
2h 20mnonstop
$240Southwest
Find Deal
Sat, Sep 27 - Tue, Sep 30
American Airlines Logo
9:40 am - 11:34 amORD-COS
2h 54mnonstop
American Airlines Logo
12:36 pm - 4:22 pmCOS-ORD
2h 46mnonstop
$243American Airlines
Find Deal
Thu, Oct 30 - Mon, Nov 3
Southwest Logo
6:00 am - 10:40 amMDW-COS
5h 40m1 stop
Southwest Logo
11:55 am - 3:15 pmCOS-MDW
2h 20mnonstop
$247Southwest
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Wed, Sep 24 - Wed, Sep 24
United Airlines Logo
9:07 am - 10:56 amORD-COS
2h 49mnonstop
United Airlines Logo
5:10 pm - 11:59 pmCOS-ORD
5h 49m1 stop
$250United Airlines
Find Deal
Sat, Sep 13 - Tue, Sep 16
Southwest Logo
5:35 pm - 7:05 pmMDW-COS
2h 30mnonstop
Southwest Logo
6:45 am - 11:55 amCOS-MDW
4h 10m1 stop
$250Southwest
Find Deal
Sat, Sep 27 - Tue, Sep 30
United Airlines Logo
7:15 am - 10:54 amORD-COS
4h 39m1 stop
United Airlines Logo
5:10 pm - 10:42 pmCOS-ORD
4h 32m1 stop
$260United Airlines
Find Deal
Sat, Sep 13 - Tue, Sep 16
Delta Logo
10:35 am - 8:39 pmORD-COS
11h 04m2 stops
Delta Logo
6:00 am - 2:33 pmCOS-ORD
7h 33m1 stop
$265Delta
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Sat, Sep 13 - Tue, Sep 16
Delta Logo
9:35 am - 8:39 pmMDW-COS
12h 04m2 stops
Delta Logo
1:11 pm - 9:36 pmCOS-MDW
7h 25m1 stop
$265Delta
Find Deal
Sat, Sep 13 - Tue, Sep 16

American Airlines flights from Chicago to Colorado Springs

Our best American Airlines deals on Chicago to Colorado Springs flight tickets
American Airlines
Sep 13
ORD9:56 amChicago O'Hare Intl
2h 55m
COS11:51 amColorado Springs
Sep 16
COS12:21 pmColorado Springs
2h 45m
ORD4:06 pmChicago O'Hare Intl
$240
Find similar
American Airlines
Oct 30
ORD9:40 amChicago O'Hare Intl
2h 54m
COS11:34 amColorado Springs
Nov 3
COS12:36 pmColorado Springs
2h 46m
ORD4:22 pmChicago O'Hare Intl
$243
Find similar
American Airlines
Sep 9
ORD9:56 amChicago O'Hare Intl
2h 55m
COS11:51 amColorado Springs
Sep 16
COS10:52 amColorado Springs
7h 23m
1 stop
ORD7:15 pmChicago O'Hare Intl
$254
Find similar

United Airlines flights from Chicago to Colorado Springs

Our best United Airlines deals on Chicago to Colorado Springs flight tickets
United Airlines
Sep 13
ORD9:07 amChicago O'Hare Intl
2h 49m
COS10:56 amColorado Springs
Sep 16
COS5:10 pmColorado Springs
5h 49m
1 stop
ORD11:59 pmChicago O'Hare Intl
$250
Find similar
United Airlines
Sep 13
ORD7:15 amChicago O'Hare Intl
4h 39m
1 stop
COS10:54 amColorado Springs
Sep 16
COS5:10 pmColorado Springs
4h 32m
1 stop
ORD10:42 pmChicago O'Hare Intl
$260
Find similar
United Airlines
Sep 25
ORD7:51 pmChicago O'Hare Intl
2h 50m
COS9:41 pmColorado Springs
Sep 28
COS6:00 amColorado Springs
2h 41m
ORD9:41 amChicago O'Hare Intl
$272
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Colorado Springs that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated August 20, 2025.
Use the filters below to find and compare flights from Chicago to Colorado Springs that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Sat 11/8

2:57 pm-2:58 pm

1 stop25h 01m

Colorado Springs

Mon 11/10

11:21 am-12:30 am

1 stop12h 09m

$229

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sat 9/13

9:56 am-11:51 am

Nonstop2h 55m

Colorado Springs

Tue 9/16

12:21 pm-4:06 pm

Nonstop2h 45m

$240

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Sat 9/27

5:35 pm-7:05 pm

Nonstop2h 30m

Colorado Springs

Tue 9/30

11:55 am-3:15 pm

Nonstop2h 20m

$240

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Thu 10/30

9:40 am-11:34 am

Nonstop2h 54m

Colorado Springs

Mon 11/3

12:36 pm-4:22 pm

Nonstop2h 46m

$243

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Wed 9/24

6:00 am-10:40 am

1 stop5h 40m

Colorado Springs

Wed 9/24

11:55 am-3:15 pm

Nonstop2h 20m

$247

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sat 9/13

9:07 am-10:56 am

Nonstop2h 49m

Colorado Springs

Tue 9/16

5:10 pm-11:59 pm

1 stop5h 49m

$250

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Sat 9/27

5:35 pm-7:05 pm

Nonstop2h 30m

Colorado Springs

Tue 9/30

6:45 am-11:55 am

1 stop4h 10m

$250

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sat 9/13

7:15 am-10:54 am

1 stop4h 39m

Colorado Springs

Tue 9/16

5:10 pm-10:42 pm

1 stop4h 32m

$260

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sat 9/13

10:35 am-8:39 pm

2 stops11h 04m

Colorado Springs

Tue 9/16

6:00 am-2:33 pm

1 stop7h 33m

$265

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Sat 9/13

9:35 am-8:39 pm

2 stops12h 04m

Colorado Springs

Tue 9/16

1:11 pm-9:36 pm

1 stop7h 25m

$265

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Denver from

How to get the cheapest flight ticket from Chicago to Colorado Springs

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Colorado Springs?

The month of April is another great option to travel to Colorado Springs, with average flight prices from Chicago averaging around $285.

What is the cheapest day to depart on your flight to Colorado Springs?

The cheapest day to depart from Chicago to Colorado Springs is on a Wednesday when prices can be found for as low as $351. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Colorado Springs for around $407.

What is the cheapest time of day to depart on your flight to Colorado Springs?

Flying to Colorado Springs from Chicago at noon is the least expensive time of day to depart. momondo users have found prices as low as $283 when looking at flights departing at noon. Flights to Colorado Springs are more costly in the evening, with an average ticket price of $443. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Colorado Springs flight route?

Fly from Chicago O'Hare Intl to Colorado Springs for the best Chicago - Colorado Springs flight prices

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

You are more likely to see cheaper flights to Colorado Springs from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Colorado Springs for around $422 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Colorado Springs from Chicago for as low as $286 on momondo.

What cabin class options are available on Chicago to Colorado Springs flights?

There are 3 cabin classes available to choose from on Chicago to Colorado Springs flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Colorado Springs flights?

No. A direct flight is the cheapest option for a flight between Chicago to Colorado Springs.

How have Chicago to Colorado Springs flight prices changed over time?

As of August 2025, prices for Chicago to Colorado Springs flights are approximately 10% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Colorado Springs

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Colorado Springs according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Colorado Springs (CHI to COS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Colorado Springs

Best Price Found

$165

Fastest flight time

2h 25m

Direct flights

Every day

Airports in Colorado Springs

1 airport
The best one-way flight to Colorado Springs from Chicago in the past 72 hours is $165. The best round-trip flight deal from Chicago to Colorado Springs found on momondo in the last 72 hours is $223.
The fastest flight from Chicago to Colorado Springs takes 2h 25m
Direct flights go from Chicago to Colorado Springs every day.
There is 1 airport near Colorado Springs: Colorado Springs (COS)
Search flight deals

  • How far is Chicago to Colorado Springs by plane?

    Colorado Springs is 927.0 mi away from Chicago. By plane, this route typically takes 2h 25m.

  • When did momondo last update prices for flights from Chicago to Colorado Springs Airport?

    Prices for flights from Chicago to Colorado Springs Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Colorado Springs Airport?

  • How old do you have to be to fly from Chicago to Colorado Springs Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Colorado Springs Airport.

  • What documentation or ID do you need to fly to Colorado Springs Airport?

    The necessary travel and health documents for your Colorado Springs Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Colorado Springs?

  • What is the most popular airline from Chicago to Colorado Springs?

Best airlines flying from Chicago to Colorado Springs

Compare and see reviews for airlines that fly from Chicago to Colorado Springs with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $237Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $255Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
United AirlinesPriceFrom $275Free CancellationRating
7.4
8,928 reviews
Search United Airlines flights

  • Southwest Flights From Chicago to Colorado Springs

    Southwest operates around 5 flights from Chicago to Colorado Springs every week. The average price of these flights found in the last 72 hours has been $346, but momondo users have found Southwest deals from Chicago to Colorado Springs from as low as $255 round-trip. Southwest has been scored 8.0/10 in 4,246 reviews.

  • United Airlines Flights From Chicago to Colorado Springs

    The best United Airlines deal for Chicago to Colorado Springs flight tickets found on momondo in the last 72 hours was $275, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $425 round-trip. United Airlines operates 14 flights out of Chicago into Colorado Springs in an average week, so prices vary by time and availability. 8,928 United Airlines reviews by users on momondo have scored the airline at 7.4/10.

Traveling to a place near Denver?

Book flights to Denver if you plan to visit one of these locations
Cañon City

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Colorado Springs?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Colorado Springs from Chicago.

Can I find flights from Chicago to Colorado Springs with flexible booking policies on momondo?

All flight searches from Chicago to Colorado Springs on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Colorado Springs?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Colorado Springs.

I’m not ready to book a flight from Chicago to Colorado Springs right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Colorado Springs flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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