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Cheap flights from Chicago to Colorado Springs from $95

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 Colorado Springs departing on 2/4. 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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Find the cheapest flights from Chicago to Colorado Springs

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
12:25 pm - 4:35 pm
MDW
-
COS
5h 10m1 stop
Southwest Logo
6:50 pm - 5:20 am
COS
-
MDW
9h 30m1 stop
$190Southwest
Tue, Mar 17 - Tue, Mar 24
Delta Logo
5:30 am - 12:23 pm
ORD
-
COS
7h 53m1 stop
Delta Logo
12:03 pm - 9:52 pm
COS
-
ORD
8h 49m1 stop
$197Delta
Wed, Feb 4 - Wed, Feb 11
Southwest Logo
8:10 am - 5:05 pm
MDW
-
COS
9h 55m1 stop
Southwest Logo
5:15 am - 1:00 pm
COS
-
MDW
6h 45m1 stop
$198Southwest
Tue, Feb 10 - Sat, Feb 14
Southwest Logo
2:15 pm - 7:20 pm
ORD
-
COS
6h 05m1 stop
Southwest Logo
6:00 am - 1:30 pm
COS
-
ORD
6h 30m1 stop
$201Southwest
Wed, Feb 25 - Tue, Mar 3
Delta Logo
5:30 am - 12:23 pm
ORD
-
COS
7h 53m1 stop
Delta Logo
7:59 am - 5:55 pm
COS
-
ORD
8h 56m2 stops
$202Delta
Wed, Feb 4 - Wed, Feb 11
Delta Logo
9:35 am - 8:28 pm
MDW
-
COS
11h 53m2 stops
Delta Logo
1:28 pm - 10:31 pm
COS
-
MDW
8h 03m1 stop
$202Delta
Tue, Mar 17 - Tue, Mar 24
Southwest Logo
10:05 am - 3:55 pm
MDW
-
COS
6h 50m1 stop
Southwest Logo
9:45 am - 5:00 pm
COS
-
MDW
6h 15m2 stops
$203Southwest
Tue, Feb 10 - Sat, Feb 14
United Airlines Logo
8:50 am - 11:02 am
ORD
-
COS
3h 12mnonstop
United Airlines Logo
11:43 am - 3:35 pm
COS
-
ORD
2h 52mnonstop
$227United Airlines
Tue, Jan 20 - Tue, Jan 27
American Airlines Logo
10:00 am - 12:00 pm
ORD
-
COS
3h 00mnonstop
American Airlines Logo
12:30 pm - 4:10 pm
COS
-
ORD
2h 40mnonstop
$229American Airlines
Tue, Feb 24 - Wed, Mar 4
United Airlines Logo
8:50 am - 11:02 am
ORD
-
COS
3h 12mnonstop
United Airlines Logo
5:05 pm - 11:59 pm
COS
-
ORD
5h 54m1 stop
$237United Airlines
Tue, Jan 20 - Tue, Jan 27

Southwest flights from Chicago to Colorado Springs

Our best Southwest deals on Chicago to Colorado Springs flight tickets
Southwest
Mar 17
MDW12:25 pmChicago Midway
5h 10m
1 stop
COS4:35 pmColorado Springs
Mar 24
COS6:50 pmColorado Springs
9h 30m
1 stop
MDW5:20 amChicago Midway
$190
Find similar
Southwest
Feb 10
MDW8:10 amChicago Midway
9h 55m
1 stop
COS5:05 pmColorado Springs
Feb 14
COS5:15 amColorado Springs
6h 45m
1 stop
MDW1:00 pmChicago Midway
$198
Find similar
Southwest
Feb 25
ORD2:15 pmChicago O'Hare Intl
6h 05m
1 stop
COS7:20 pmColorado Springs
Mar 3
COS6:00 amColorado Springs
6h 30m
1 stop
ORD1:30 pmChicago O'Hare Intl
$201
Find similar

Delta flights from Chicago to Colorado Springs

Our best Delta deals on Chicago to Colorado Springs flight tickets
Delta
Feb 4
ORD5:30 amChicago O'Hare Intl
7h 53m
1 stop
COS12:23 pmColorado Springs
Feb 11
COS12:03 pmColorado Springs
8h 49m
1 stop
ORD9:52 pmChicago O'Hare Intl
$197
Find similar
Delta
Feb 4
ORD5:30 amChicago O'Hare Intl
7h 53m
1 stop
COS12:23 pmColorado Springs
Feb 11
COS7:59 amColorado Springs
8h 56m
2 stops
ORD5:55 pmChicago O'Hare Intl
$202
Find similar
Delta
Mar 4
ORD6:45 amChicago O'Hare Intl
6h 40m
1 stop
COS12:25 pmColorado Springs
Mar 9
COS1:28 pmColorado Springs
6h 42m
1 stop
ORD9:10 pmChicago O'Hare Intl
$213
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 January 6, 2026.
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

Tue 3/17

12:25 pm-4:35 pm

1 stop5h 10m

Colorado Springs

Tue 3/24

6:50 pm-5:20 am

1 stop9h 30m

$190

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Wed 2/4

5:30 am-12:23 pm

1 stop7h 53m

Colorado Springs

Wed 2/11

12:03 pm-9:52 pm

1 stop8h 49m

$197

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Tue 2/10

8:10 am-5:05 pm

1 stop9h 55m

Colorado Springs

Sat 2/14

5:15 am-1:00 pm

1 stop6h 45m

$198

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Wed 2/25

2:15 pm-7:20 pm

1 stop6h 05m

Colorado Springs

Tue 3/3

6:00 am-1:30 pm

1 stop6h 30m

$201

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Wed 2/4

5:30 am-12:23 pm

1 stop7h 53m

Colorado Springs

Wed 2/11

7:59 am-5:55 pm

2 stops8h 56m

$202

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Tue 3/17

9:35 am-8:28 pm

2 stops11h 53m

Colorado Springs

Tue 3/24

1:28 pm-10:31 pm

1 stop8h 03m

$202

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Tue 2/10

10:05 am-3:55 pm

1 stop6h 50m

Colorado Springs

Sat 2/14

9:45 am-5:00 pm

2 stops6h 15m

$203

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Tue 1/20

8:50 am-11:02 am

Nonstop3h 12m

Colorado Springs

Tue 1/27

11:43 am-3:35 pm

Nonstop2h 52m

$227

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Tue 2/24

10:00 am-12:00 pm

Nonstop3h 00m

Colorado Springs

Wed 3/4

12:30 pm-4:10 pm

Nonstop2h 40m

$229

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Tue 1/20

8:50 am-11:02 am

Nonstop3h 12m

Colorado Springs

Tue 1/27

5:05 pm-11:59 pm

1 stop5h 54m

$237

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 Colorado Springs 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 $272.

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 $311. 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 $391.

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 $275 when looking at flights departing at noon. Flights to Colorado Springs are more costly in the evening, with an average ticket price of $387. 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 $350 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 $245 on momondo.

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

There are 4 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 January 2026, prices for Chicago to Colorado Springs flights are approximately 53% 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 30m

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 $266.
The fastest flight from Chicago to Colorado Springs takes 2h 30m
Direct flights go from Chicago to Colorado Springs every day.
There is 1 airport in Colorado Springs. From Chicago there are direct flights to 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 30m.

  • 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 $163Free CancellationRating
7.2
11,084 reviews
Search American Airlines flights
SouthwestPriceFrom $241Free CancellationRating
8.0
4,248 reviews
Search Southwest flights
United AirlinesPriceFrom $271Free CancellationRating
7.4
9,132 reviews
Search United Airlines flights

  • Southwest Flights From Chicago to Colorado Springs

    Southwest operates around 1 flight 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 $241 round-trip. Southwest has been scored 8.0/10 in 4,248 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 $271, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $391 round-trip. United Airlines operates 8 flights out of Chicago into Colorado Springs in an average week, so prices vary by time and availability. 9,132 United Airlines reviews by users on momondo have scored the airline at 7.4/10.

Traveling to a place near Colorado Springs?

Book flights to Colorado Springs 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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