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Cheap flights from Colorado Springs to Chicago from $123

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Colorado Springs to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
1:34 pm - 5:29 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
2h 55mnonstop
American Airlines Logo
11:00 am - 1:04 pmORD  Chicago O'Hare Intl-COS Colorado Springs
3h 04mnonstop
$253American Airlines
Sat, Nov 7 - Tue, Nov 10
American Airlines Logo
1:34 pm - 5:29 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
2h 55mnonstop
American Airlines Logo
3:00 pm - 10:46 pmORD  Chicago O'Hare Intl-COS Colorado Springs
8h 46m1 stop Dallas/Fort Worth
$263American Airlines
Sat, Nov 7 - Tue, Nov 10
United Airlines Logo
12:01 pm - 3:46 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
2h 45mnonstop
United Airlines Logo
7:50 pm - 9:57 pmORD  Chicago O'Hare Intl-COS Colorado Springs
3h 07mnonstop
$264United Airlines
Wed, Oct 21 - Mon, Oct 26
United Airlines Logo
11:57 am - 3:42 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
2h 45mnonstop
United Airlines Logo
9:03 am - 10:55 amORD  Chicago O'Hare Intl-COS Colorado Springs
2h 52mnonstop
$264United Airlines
Mon, Oct 19 - Wed, Oct 21
American Airlines Logo
1:34 pm - 5:29 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
2h 55mnonstop
American Airlines Logo
11:00 am - 1:04 pmORD  Chicago O'Hare Intl-COS Colorado Springs
3h 04mnonstop
$264American Airlines
Mon, Nov 2 - Wed, Nov 4
Delta Logo
1:40 pm - 10:20 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
7h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:10 am - 12:58 pmORD  Chicago O'Hare Intl-COS Colorado Springs
6h 48m1 stop Atlanta Hartsfield-Jackson
$265Delta
Sat, Feb 20 - Wed, Feb 24
Delta Logo
6:00 am - 2:28 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
7h 28m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:23 pm - 8:16 pmORD  Chicago O'Hare Intl-COS Colorado Springs
7h 53m1 stop Atlanta Hartsfield-Jackson
$265Delta
Tue, Nov 3 - Wed, Nov 4
Delta Logo
1:40 pm - 10:20 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
7h 40m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:10 am - 12:58 pmORD  Chicago O'Hare Intl-COS Colorado Springs
6h 48m1 stop Atlanta Hartsfield-Jackson
$265Delta
Wed, Feb 17 - Sat, Feb 20
American Airlines Logo
12:54 pm - 8:00 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
6h 06m1 stop Dallas/Fort Worth
American Airlines Logo
4:53 pm - 10:46 pmORD  Chicago O'Hare Intl-COS Colorado Springs
6h 53m1 stop Dallas/Fort Worth
$273American Airlines
Sat, Nov 7 - Tue, Nov 10
United Airlines Logo
5:08 pm - 11:59 pmCOS  Colorado Springs-ORD Chicago O'Hare Intl
5h 51m1 stop Denver Intl
United Airlines Logo
9:03 am - 10:55 amORD  Chicago O'Hare Intl-COS Colorado Springs
2h 52mnonstop
$274United Airlines
Mon, Oct 19 - Wed, Oct 21

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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
Oct 19
COS11:57 amColorado Springs
2h 45m
ORD3:42 pmChicago O'Hare Intl
Oct 21
ORD9:03 amChicago O'Hare Intl
2h 52m
COS10:55 amColorado Springs
$264
United Airlines
Oct 19
COS5:08 pmColorado Springs
5h 51m
1 stop
ORD11:59 pmChicago O'Hare Intl
Oct 21
ORD9:03 amChicago O'Hare Intl
2h 52m
COS10:55 amColorado Springs
$274
United Airlines
Oct 12
COS5:08 pmColorado Springs
5h 51m
1 stop
ORD11:59 pmChicago O'Hare Intl
Oct 19
ORD9:03 amChicago O'Hare Intl
2h 52m
COS10:55 amColorado Springs
$293

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

Our best American Airlines deals on Colorado Springs to Chicago O'Hare Intl Airport flight tickets
American Airlines
Nov 7
COS1:34 pmColorado Springs
2h 55m
ORD5:29 pmChicago O'Hare Intl
Nov 10
ORD11:00 amChicago O'Hare Intl
3h 04m
COS1:04 pmColorado Springs
$253
American Airlines
Nov 7
COS1:34 pmColorado Springs
2h 55m
ORD5:29 pmChicago O'Hare Intl
Nov 10
ORD3:00 pmChicago O'Hare Intl
8h 46m
1 stop
COS10:46 pmColorado Springs
$263
American Airlines
Nov 7
COS12:54 pmColorado Springs
6h 06m
1 stop
ORD8:00 pmChicago O'Hare Intl
Nov 10
ORD4:53 pmChicago O'Hare Intl
6h 53m
1 stop
COS10:46 pmColorado Springs
$273

momondo Fare Finder

 
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

Colorado SpringsChicago

COS Colorado Springs - ORD Chicago O'Hare Intl

COSORD

Colorado Springs

Sat 11/7

1:34 pm-5:29 pm

Nonstop2h 55m

Chicago O'Hare Intl

Tue 11/10

11:00 am-1:04 pm

Nonstop3h 04m

$253

Colorado SpringsChicago

COS Colorado Springs - ORD Chicago O'Hare Intl

COSORD

Colorado Springs

Sat 11/7

1:34 pm-5:29 pm

Nonstop2h 55m

Chicago O'Hare Intl

Tue 11/10

3:00 pm-10:46 pm

1 stop8h 46m

$263

Colorado SpringsChicago

COS Colorado Springs - ORD Chicago O'Hare Intl

COSORD

Colorado Springs

Wed 10/21

12:01 pm-3:46 pm

Nonstop2h 45m

Chicago O'Hare Intl

Mon 10/26

7:50 pm-9:57 pm

Nonstop3h 07m

$264
Quickest round-trip

Colorado SpringsChicago

COS Colorado Springs - ORD Chicago O'Hare Intl

COSORD

Colorado Springs

Mon 10/19

11:57 am-3:42 pm

Nonstop2h 45m

Chicago O'Hare Intl

Wed 10/21

9:03 am-10:55 am

Nonstop2h 52m

$264

Colorado SpringsChicago

COS Colorado Springs - ORD Chicago O'Hare Intl

COSORD

Colorado Springs

Mon 11/2

1:34 pm-5:29 pm

Nonstop2h 55m

Chicago O'Hare Intl

Wed 11/4

11:00 am-1:04 pm

Nonstop3h 04m

$264

Colorado SpringsChicago

COS Colorado Springs - ORD Chicago O'Hare Intl

COSORD

Colorado Springs

Sat 2/20

1:40 pm-10:20 pm

1 stop7h 40m

Chicago O'Hare Intl

Wed 2/24

7:10 am-12:58 pm

1 stop6h 48m

$265

Colorado SpringsChicago

COS Colorado Springs - ORD Chicago O'Hare Intl

COSORD

Colorado Springs

Tue 11/3

6:00 am-2:28 pm

1 stop7h 28m

Chicago O'Hare Intl

Wed 11/4

1:23 pm-8:16 pm

1 stop7h 53m

$265

Colorado SpringsChicago

COS Colorado Springs - ORD Chicago O'Hare Intl

COSORD

Colorado Springs

Wed 2/17

1:40 pm-10:20 pm

1 stop7h 40m

Chicago O'Hare Intl

Sat 2/20

7:10 am-12:58 pm

1 stop6h 48m

$265

Colorado SpringsChicago

COS Colorado Springs - ORD Chicago O'Hare Intl

COSORD

Colorado Springs

Sat 11/7

12:54 pm-8:00 pm

1 stop6h 06m

Chicago O'Hare Intl

Tue 11/10

4:53 pm-10:46 pm

1 stop6h 53m

$273

Colorado SpringsChicago

COS Colorado Springs - ORD Chicago O'Hare Intl

COSORD

Colorado Springs

Mon 10/19

5:08 pm-11:59 pm

1 stop5h 51m

Chicago O'Hare Intl

Wed 10/21

9:03 am-10:55 am

Nonstop2h 52m

$274

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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?

Prices are currently low for flights on this route.

Typical prices usually range from $301 to $468.
The lowest price recently found on this route was $245.

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 Saturday when prices can be found for as low as $408. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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 $599.

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 $465 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $674. 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

How far in advance should I book a flight from Colorado Springs to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Colorado Springs when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $389 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Colorado Springs for as low as $264 on momondo.

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

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

No. A direct flight is the cheapest option for a flight between Colorado Springs to Chicago O'Hare Intl Airport.

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

As of September 2026, prices for Colorado Springs to Chicago O'Hare Intl Airport flights are approximately 10% cheaper 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

$123

Fastest flight time

2h 43m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Colorado Springs in the past 72 hours is $123. The best round-trip flight deal from Colorado Springs to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $253.
The fastest flight from Colorado Springs to Chicago O'Hare Intl Airport takes 2h 43m
Direct flights go from Colorado Springs to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from Colorado Springs to Chicago O'Hare Intl Airport

  • 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 43m 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
12,058 reviews
Search American Airlines flights
United AirlinesPriceFrom $239Free CancellationRating
7.4
10,208 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 $239 round-trip, up to an average price of $422. Our users have rated United Airlines at 7.4/10.

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

    Across 12,058 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 11 times each week, with ticket deals ranging from $229 to $344. 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
Merrillville
Rockford
South Haven
Rosemont
Gurnee
Oak Brook
Orland Park
Joliet
Naperville
New Buffalo
Kenosha
Hammond
Aurora
Racine
Elgin
Janesville
Evanston
Skokie

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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