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Cheap flights from Colorado Springs to Chicago from $79

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 1/31. 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

United Airlines Logo
3:40 pm - 9:30 pmCOS-ORD
4h 50m1 stop
United Airlines Logo
9:10 am - 11:15 amORD-COS
3h 05mnonstop
$165United Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 18
Southwest Logo
11:35 am - 4:45 pmCOS-ORD
4h 10m1 stop
Southwest Logo
7:00 am - 10:15 amORD-COS
4h 15m1 stop
$177Southwest
Find Deal
Wed, Oct 29 - Sat, Nov 1
Southwest Logo
11:35 am - 9:30 pmCOS-ORD
8h 55m2 stops
Southwest Logo
7:00 am - 10:15 amORD-COS
4h 15m1 stop
$182Southwest
Find Deal
Wed, Oct 29 - Sat, Nov 1
United Airlines Logo
3:40 pm - 9:30 pmCOS-ORD
4h 50m1 stop
United Airlines Logo
5:01 am - 9:05 amORD-COS
5h 04m1 stop
$185United Airlines
Find Deal
Sat, Oct 11 - Sat, Oct 18
American Airlines Logo
12:40 pm - 4:26 pmCOS-ORD
2h 46mnonstop
American Airlines Logo
10:02 am - 12:06 pmORD-COS
3h 04mnonstop
$192American Airlines
Find Deal
Sat, Nov 8 - Tue, Nov 11
American Airlines Logo
12:40 pm - 4:26 pmCOS-ORD
2h 46mnonstop
American Airlines Logo
11:46 am - 6:06 pmORD-COS
7h 20m1 stop
$207American Airlines
Find Deal
Sat, Nov 8 - Tue, Nov 11
United Airlines Logo
6:20 pm - 11:59 pmCOS-ORD
4h 39m1 stop
United Airlines Logo
9:20 am - 11:26 amORD-COS
3h 06mnonstop
$211United Airlines
Find Deal
Wed, Oct 29 - Tue, Nov 4
Southwest Logo
11:35 am - 4:45 pmCOS-ORD
4h 10m1 stop
Southwest Logo
2:15 pm - 7:25 pmORD-COS
6h 10m1 stop
$212Southwest
Find Deal
Wed, Oct 29 - Tue, Nov 4
Southwest Logo
11:35 am - 4:45 pmCOS-ORD
4h 10m1 stop
Southwest Logo
1:45 pm - 9:30 pmORD-COS
8h 45m2 stops
$217Southwest
Find Deal
Wed, Oct 29 - Tue, Nov 4
American Airlines Logo
12:36 pm - 4:21 pmCOS-ORD
2h 45mnonstop
American Airlines Logo
10:04 am - 12:06 pmORD-COS
3h 02mnonstop
$225American Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8

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 8
COS12:40 pmColorado Springs
2h 46m
ORD4:26 pmChicago O'Hare Intl
Nov 11
ORD10:02 amChicago O'Hare Intl
3h 04m
COS12:06 pmColorado Springs
$192
Find similar
American Airlines
Nov 8
COS12:40 pmColorado Springs
2h 46m
ORD4:26 pmChicago O'Hare Intl
Nov 11
ORD11:46 amChicago O'Hare Intl
7h 20m
1 stop
COS6:06 pmColorado Springs
$207
Find similar
American Airlines
Dec 5
COS12:36 pmColorado Springs
2h 45m
ORD4:21 pmChicago O'Hare Intl
Dec 8
ORD10:04 amChicago O'Hare Intl
3h 02m
COS12:06 pmColorado Springs
$225
Find similar

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
Oct 29
COS11:35 amColorado Springs
4h 10m
1 stop
ORD4:45 pmChicago O'Hare Intl
Nov 1
ORD7:00 amChicago O'Hare Intl
4h 15m
1 stop
COS10:15 amColorado Springs
$177
Find similar
Southwest
Oct 29
COS11:35 amColorado Springs
8h 55m
2 stops
ORD9:30 pmChicago O'Hare Intl
Nov 1
ORD7:00 amChicago O'Hare Intl
4h 15m
1 stop
COS10:15 amColorado Springs
$182
Find similar
Southwest
Oct 29
COS11:35 amColorado Springs
4h 10m
1 stop
ORD4:45 pmChicago O'Hare Intl
Nov 4
ORD2:15 pmChicago O'Hare Intl
6h 10m
1 stop
COS7:25 pmColorado Springs
$212
Find similar

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 September 15, 2025.
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

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Sat 10/11

3:40 pm-9:30 pm

1 stop4h 50m

Chicago O'Hare Intl

Sat 10/18

9:10 am-11:15 am

Nonstop3h 05m

$165

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Wed 10/29

11:35 am-4:45 pm

1 stop4h 10m

Chicago O'Hare Intl

Sat 11/1

7:00 am-10:15 am

1 stop4h 15m

$177

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Wed 10/29

11:35 am-9:30 pm

2 stops8h 55m

Chicago O'Hare Intl

Sat 11/1

7:00 am-10:15 am

1 stop4h 15m

$182

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Sat 10/11

3:40 pm-9:30 pm

1 stop4h 50m

Chicago O'Hare Intl

Sat 10/18

5:01 am-9:05 am

1 stop5h 04m

$185

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Sat 11/8

12:40 pm-4:26 pm

Nonstop2h 46m

Chicago O'Hare Intl

Tue 11/11

10:02 am-12:06 pm

Nonstop3h 04m

$192

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Sat 11/8

12:40 pm-4:26 pm

Nonstop2h 46m

Chicago O'Hare Intl

Tue 11/11

11:46 am-6:06 pm

1 stop7h 20m

$207

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Wed 10/29

6:20 pm-11:59 pm

1 stop4h 39m

Chicago O'Hare Intl

Tue 11/4

9:20 am-11:26 am

Nonstop3h 06m

$211

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Wed 10/29

11:35 am-4:45 pm

1 stop4h 10m

Chicago O'Hare Intl

Tue 11/4

2:15 pm-7:25 pm

1 stop6h 10m

$212

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Wed 10/29

11:35 am-4:45 pm

1 stop4h 10m

Chicago O'Hare Intl

Tue 11/4

1:45 pm-9:30 pm

2 stops8h 45m

$217

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Fri 12/5

12:36 pm-4:21 pm

Nonstop2h 45m

Chicago O'Hare Intl

Mon 12/8

10:04 am-12:06 pm

Nonstop3h 02m

$225

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 cheapest month to fly to Chicago O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Colorado Springs averaging around $357.

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 $327. 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 $554.

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 evening is the least expensive time of day to depart. momondo users have found prices as low as $201 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $676. 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.

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

As of September 2025, prices for Colorado Springs to Chicago O'Hare Intl Airport flights are approximately 14% 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

$192

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 $192. The best round-trip flight deal from Colorado Springs to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $357.
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 41m 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 $223Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $290Free CancellationRating
7.4
8,929 reviews
Search United Airlines flights
SouthwestPriceFrom $301Free CancellationRating
8.0
4,242 reviews
Search Southwest 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 13 flights/week on average for this route. A good United Airlines flight deal for Colorado Springs to Chicago O'Hare Intl Airport starts from $290 round-trip, up to an average price of $401. Our users have rated United Airlines at 7.4/10.

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

    Across 10,000 American Airlines reviews on momondo, the average score is 7.2/10. American Airlines flies from Colorado Springs to Chicago O'Hare Intl Airport about 6 times each week, with ticket deals ranging from $223 to $373. 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
South Haven
Rockford
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Orland Park
Tinley Park
Elgin
Aurora
Janesville
Benton Harbor

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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