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Cheap flights from Colorado Springs to Chicago from $111

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Colorado Springs to Chicago departing on 4/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
11:43 am - 3:27 pm
COS
-
ORD
2h 44mnonstop
United Airlines Logo
8:46 am - 10:47 am
ORD
-
COS
3h 01mnonstop
$211United Airlines
Sat, May 2 - Tue, May 5
United Airlines Logo
3:25 pm - 10:58 pm
COS
-
ORD
6h 33m
1 stop
United Airlines Logo
8:46 am - 10:47 am
ORD
-
COS
3h 01mnonstop
$221United Airlines
Sat, May 2 - Tue, May 5
Southwest Logo
2:15 pm - 11:25 pm
COS
-
ORD
8h 10m
1 stop
Southwest Logo
10:30 am - 3:30 pm
ORD
-
COS
6h 00m
1 stop
$231Southwest
Sat, May 2 - Tue, May 5
Southwest Logo
2:15 pm - 11:25 pm
COS
-
ORD
8h 10m
1 stop
Southwest Logo
11:55 am - 9:20 pm
ORD
-
COS
10h 25m
2 stops
$236Southwest
Sat, May 2 - Tue, May 5
Multiple Airlines Logo
6:46 pm - 5:00 pm
COS
-
ORD
21h 14m
1 stop
Multiple Airlines Logo
7:45 am - 5:56 pm
ORD
-
COS
11h 11m
1 stop
$239Multiple Airlines
Thu, Apr 30 - Sun, May 3
Southwest Logo
6:00 am - 1:55 pm
COS
-
ORD
6h 55m
1 stop
Southwest Logo
7:00 am - 12:35 pm
ORD
-
COS
6h 35m
1 stop
$241Southwest
Wed, Apr 29 - Sat, May 2
American Airlines Logo
12:22 pm - 4:09 pm
COS
-
ORD
2h 47mnonstop
American Airlines Logo
9:53 am - 11:52 am
ORD
-
COS
2h 59mnonstop
$242American Airlines
Wed, Apr 29 - Wed, May 6
American Airlines Logo
12:22 pm - 4:09 pm
COS
-
ORD
2h 47mnonstop
American Airlines Logo
9:53 am - 11:52 am
ORD
-
COS
2h 59mnonstop
$243American Airlines
Wed, Apr 29 - Wed, May 6
American Airlines Logo
12:22 pm - 4:09 pm
COS
-
ORD
2h 47mnonstop
American Airlines Logo
9:53 am - 11:52 am
ORD
-
COS
2h 59mnonstop
$245American Airlines
Wed, Apr 29 - Sat, May 2
Southwest Logo
12:40 pm - 11:55 pm
COS
-
ORD
10h 15m
2 stops
Southwest Logo
3:05 pm - 8:45 pm
ORD
-
COS
6h 40m
1 stop
$246Southwest
Wed, Apr 29 - Sat, May 2

United Airlines flights from Colorado Springs to Chicago O'Hare Intl Airport

Our best United Airlines deals on Colorado Springs to Chicago O'Hare Intl Airport flight tickets
United Airlines
May 2
COS11:43 amColorado Springs
2h 44m
ORD3:27 pmChicago O'Hare Intl
May 5
ORD8:46 amChicago O'Hare Intl
3h 01m
COS10:47 amColorado Springs
$211
United Airlines
May 2
COS3:25 pmColorado Springs
6h 33m
1 stop
ORD10:58 pmChicago O'Hare Intl
May 5
ORD8:46 amChicago O'Hare Intl
3h 01m
COS10:47 amColorado Springs
$221
United Airlines
May 2
COS1:25 pmColorado Springs
6h 58m
1 stop
ORD9:23 pmChicago O'Hare Intl
May 5
ORD8:46 amChicago O'Hare Intl
3h 01m
COS10:47 amColorado Springs
$291

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

Our best Southwest deals on Colorado Springs to Chicago O'Hare Intl Airport flight tickets
Southwest
May 2
COS2:15 pmColorado Springs
8h 10m
1 stop
ORD11:25 pmChicago O'Hare Intl
May 5
ORD10:30 amChicago O'Hare Intl
6h 00m
1 stop
COS3:30 pmColorado Springs
$231
Southwest
May 2
COS2:15 pmColorado Springs
8h 10m
1 stop
ORD11:25 pmChicago O'Hare Intl
May 5
ORD11:55 amChicago O'Hare Intl
10h 25m
2 stops
COS9:20 pmColorado Springs
$236
Southwest
Apr 29
COS6:00 amColorado Springs
6h 55m
1 stop
ORD1:55 pmChicago O'Hare Intl
May 2
ORD7:00 amChicago O'Hare Intl
6h 35m
1 stop
COS12:35 pmColorado Springs
$241

momondo Fare Finder

 
Customize your flight search to find flights from Colorado Springs to Chicago O'Hare Intl Airport 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 March 19, 2026.
Use the filters below to find and compare flights from Colorado Springs to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Sat 5/2

11:43 am-3:27 pm

Nonstop2h 44m

Chicago O'Hare Intl

Tue 5/5

8:46 am-10:47 am

Nonstop3h 01m

$211

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Sat 5/2

3:25 pm-10:58 pm

1 stop6h 33m

Chicago O'Hare Intl

Tue 5/5

8:46 am-10:47 am

Nonstop3h 01m

$221

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Sat 5/2

2:15 pm-11:25 pm

1 stop8h 10m

Chicago O'Hare Intl

Tue 5/5

10:30 am-3:30 pm

1 stop6h 00m

$231

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Sat 5/2

2:15 pm-11:25 pm

1 stop8h 10m

Chicago O'Hare Intl

Tue 5/5

11:55 am-9:20 pm

2 stops10h 25m

$236

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Thu 4/30

6:46 pm-5:00 pm

1 stop21h 14m

Chicago O'Hare Intl

Sun 5/3

7:45 am-5:56 pm

1 stop11h 11m

$239

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Wed 4/29

6:00 am-1:55 pm

1 stop6h 55m

Chicago O'Hare Intl

Sat 5/2

7:00 am-12:35 pm

1 stop6h 35m

$241

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Wed 4/29

12:22 pm-4:09 pm

Nonstop2h 47m

Chicago O'Hare Intl

Wed 5/6

9:53 am-11:52 am

Nonstop2h 59m

$242

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Wed 4/29

12:22 pm-4:09 pm

Nonstop2h 47m

Chicago O'Hare Intl

Wed 5/6

9:53 am-11:52 am

Nonstop2h 59m

$243

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Wed 4/29

12:22 pm-4:09 pm

Nonstop2h 47m

Chicago O'Hare Intl

Sat 5/2

9:53 am-11:52 am

Nonstop2h 59m

$245

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Wed 4/29

12:40 pm-11:55 pm

2 stops10h 15m

Chicago O'Hare Intl

Sat 5/2

3:05 pm-8:45 pm

1 stop6h 40m

$246

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 Chicago from

How to get the cheapest flight ticket from Colorado Springs to Chicago O'Hare Intl Airport

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 typical price of a round-trip flight between Colorado Springs and Chicago O'Hare Intl Airport?

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

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Colorado Springs averaging around $322.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $410. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Colorado Springs because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $598.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Colorado Springs in the morning is the least expensive time of day to depart. momondo users have found prices as low as $438 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $799. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Colorado Springs to Chicago O'Hare Intl flight route?

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

What cabin class options are available on Colorado Springs to Chicago O'Hare Intl flights?

There are 4 cabin classes available to choose from on Colorado Springs to Chicago O'Hare Intl 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 Colorado Springs to Chicago O'Hare Intl Airport flights?

You could potentially save up to 33% on your flight if you consider stops on a Colorado Springs to Chicago O'Hare Intl Airport flight.

How have Colorado Springs to Chicago O'Hare Intl Airport flight prices changed over time?

As of March 2026, prices for Colorado Springs to Chicago O'Hare Intl Airport flights are approximately 56% more expensive when compared to flights at the same time last year.

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

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

Cheap Colorado Springs to Chicago O'Hare Intl Airport (COS to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Colorado Springs to Chicago O'Hare Intl Airport

Best Price Found

$189

Fastest flight time

2h 34m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Colorado Springs in the past 72 hours is $189. The best round-trip flight deal from Colorado Springs to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $360.
The fastest flight from Colorado Springs to Chicago O'Hare Intl Airport takes 2h 34m
Direct flights go from Colorado Springs to Chicago O'Hare Intl Airport every day.
Search flight deals

  • How far is Colorado Springs to Chicago O'Hare Intl by plane?

    The distance between Colorado Springs and Chicago O'Hare Intl is about 913.9 mi. 2h 34m is a normal flight duration for this route.

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

    Prices for flights from Colorado Springs Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

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

  • How old do you have to be to fly from Colorado Springs Airport to Chicago O'Hare Intl 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 Colorado Springs Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The necessary travel and health documents for your Chicago O'Hare Intl 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 Colorado Springs to Chicago O'Hare Intl Airport?

  • What is the most popular airline from Colorado Springs to Chicago O'Hare Intl Airport?

Best airlines flying from Colorado Springs to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Colorado Springs to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $229Free CancellationRating
7.1
11,472 reviews
Search American Airlines flights
United AirlinesPriceFrom $256Free CancellationRating
7.4
9,439 reviews
Search United Airlines flights

  • United Airlines Flights From Colorado Springs to Chicago O'Hare Intl Airport

    United Airlines is one of the most popular airlines flying from Colorado Springs to Chicago O'Hare Intl Airport, operating 7 flights/week on average for this route. A good United Airlines flight deal for Colorado Springs to Chicago O'Hare Intl Airport starts from $256 round-trip, up to an average price of $386. Our users have rated United Airlines at 7.4/10.

  • American Airlines Flights From Colorado Springs to Chicago O'Hare Intl Airport

    Across 11,472 American Airlines reviews on momondo, the average score is 7.1/10. American Airlines flies from Colorado Springs to Chicago O'Hare Intl Airport about 4 times each week, with ticket deals ranging from $229 to $354. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
New Buffalo
Orland Park
Kenosha
Oak Brook
Joliet
Racine
Janesville
Hammond
Aurora
Tinley Park
Elgin
South Holland

Why use momondo?

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

It is quick and easy to find Colorado Springs to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

momondo does allow users to show only those flights to Chicago from Colorado Springs which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search for Colorado Springs to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Chicago from Colorado Springs are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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