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Cheap flights from Colorado Springs to Chicago from $136

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 6/3. 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

Enter your travel dates to find the best prices.
United Airlines Logo
9:00 am - 1:03 pm
COS
-
ORD
3h 03mnonstop
United Airlines Logo
9:06 am - 11:10 am
ORD
-
COS
3h 04mnonstop
$281United Airlines
Tue, Jun 2 - Sat, Jun 6
American Airlines Logo
12:36 pm - 4:30 pm
COS
-
ORD
2h 54mnonstop
American Airlines Logo
10:50 am - 12:45 pm
ORD
-
COS
2h 55mnonstop
$287American Airlines
Tue, Aug 11 - Tue, Aug 18
American Airlines Logo
12:36 pm - 4:30 pm
COS
-
ORD
2h 54mnonstop
American Airlines Logo
10:50 am - 12:45 pm
ORD
-
COS
2h 55mnonstop
$289American Airlines
Tue, Aug 25 - Sat, Aug 29
United Airlines Logo
12:13 pm - 3:59 pm
COS
-
ORD
2h 46mnonstop
United Airlines Logo
5:00 am - 8:41 am
ORD
-
COS
4h 41m
1 stop
$291United Airlines
Tue, Jun 2 - Sat, Jun 6
United Airlines Logo
9:00 am - 1:03 pm
COS
-
ORD
3h 03mnonstop
United Airlines Logo
5:00 am - 8:41 am
ORD
-
COS
4h 41m
1 stop
$297United Airlines
Tue, Jun 2 - Tue, Jun 9
United Airlines Logo
12:13 pm - 3:59 pm
COS
-
ORD
2h 46mnonstop
United Airlines Logo
5:00 am - 8:41 am
ORD
-
COS
4h 41m
1 stop
$299United Airlines
Tue, Jun 2 - Sat, Jun 6
American Airlines Logo
5:19 pm - 11:37 pm
COS
-
ORD
5h 18m
1 stop
American Airlines Logo
4:45 pm - 10:24 pm
ORD
-
COS
6h 39m
1 stop
$301American Airlines
Tue, Jun 2 - Sat, Jun 6
American Airlines Logo
5:15 pm - 12:39 am
COS
-
ORD
6h 24m
1 stop
American Airlines Logo
5:00 am - 9:53 am
ORD
-
COS
5h 53m
1 stop
$307American Airlines
Tue, Jun 9 - Tue, Jun 16
American Airlines Logo
10:45 am - 8:21 pm
COS
-
ORD
8h 36m
1 stop
American Airlines Logo
3:50 pm - 10:24 pm
ORD
-
COS
7h 34m
1 stop
$309American Airlines
Tue, Jun 2 - Sat, Jun 6
American Airlines Logo
12:36 pm - 4:30 pm
COS
-
ORD
2h 54mnonstop
American Airlines Logo
10:50 am - 12:45 pm
ORD
-
COS
2h 55mnonstop
$311American Airlines
Tue, Aug 25 - Sat, Aug 29

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
Aug 11
COS12:36 pmColorado Springs
2h 54m
ORD4:30 pmChicago O'Hare Intl
Aug 18
ORD10:50 amChicago O'Hare Intl
2h 55m
COS12:45 pmColorado Springs
$287
American Airlines
Aug 25
COS12:36 pmColorado Springs
2h 54m
ORD4:30 pmChicago O'Hare Intl
Aug 29
ORD10:50 amChicago O'Hare Intl
2h 55m
COS12:45 pmColorado Springs
$289
American Airlines
Aug 25
COS8:00 amColorado Springs
6h 54m
1 stop
ORD3:54 pmChicago O'Hare Intl
Aug 29
ORD10:50 amChicago O'Hare Intl
2h 55m
COS12:45 pmColorado Springs
$299

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

Our best Delta deals on Colorado Springs to Chicago O'Hare Intl Airport flight tickets
Delta
Aug 11
COS6:00 amColorado Springs
7h 05m
1 stop
ORD2:05 pmChicago O'Hare Intl
Aug 18
ORD2:12 pmChicago O'Hare Intl
9h 44m
2 stops
COS10:56 pmColorado Springs
$312
Delta
Aug 25
COS6:00 amColorado Springs
7h 05m
1 stop
ORD2:05 pmChicago O'Hare Intl
Aug 29
ORD5:28 amChicago O'Hare Intl
13h 08m
2 stops
COS5:36 pmColorado Springs
$314
Delta
Aug 11
COS11:27 amColorado Springs
11h 31m
2 stops
ORD11:58 pmChicago O'Hare Intl
Aug 18
ORD2:12 pmChicago O'Hare Intl
9h 44m
2 stops
COS10:56 pmColorado Springs
$317

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 May 7, 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

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 6/2

9:00 am-1:03 pm

Nonstop3h 03m

Chicago O'Hare Intl

Sat 6/6

9:06 am-11:10 am

Nonstop3h 04m

$281
Quickest round-trip

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 8/11

12:36 pm-4:30 pm

Nonstop2h 54m

Chicago O'Hare Intl

Tue 8/18

10:50 am-12:45 pm

Nonstop2h 55m

$287

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 8/25

12:36 pm-4:30 pm

Nonstop2h 54m

Chicago O'Hare Intl

Sat 8/29

10:50 am-12:45 pm

Nonstop2h 55m

$289

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 6/2

12:13 pm-3:59 pm

Nonstop2h 46m

Chicago O'Hare Intl

Sat 6/6

5:00 am-8:41 am

1 stop4h 41m

$291

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 6/2

9:00 am-1:03 pm

Nonstop3h 03m

Chicago O'Hare Intl

Tue 6/9

5:00 am-8:41 am

1 stop4h 41m

$297

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 6/2

12:13 pm-3:59 pm

Nonstop2h 46m

Chicago O'Hare Intl

Sat 6/6

5:00 am-8:41 am

1 stop4h 41m

$299

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 6/2

5:19 pm-11:37 pm

1 stop5h 18m

Chicago O'Hare Intl

Sat 6/6

4:45 pm-10:24 pm

1 stop6h 39m

$301

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 6/9

5:15 pm-12:39 am

1 stop6h 24m

Chicago O'Hare Intl

Tue 6/16

5:00 am-9:53 am

1 stop5h 53m

$307

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 6/2

10:45 am-8:21 pm

1 stop8h 36m

Chicago O'Hare Intl

Sat 6/6

3:50 pm-10:24 pm

1 stop7h 34m

$309

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 8/25

12:36 pm-4:30 pm

Nonstop2h 54m

Chicago O'Hare Intl

Sat 8/29

10:50 am-12:45 pm

Nonstop2h 55m

$311

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 $417. 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 $571.

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 $442 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $792. 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

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 May 2026, prices for Colorado Springs to Chicago O'Hare Intl Airport flights are approximately 33% 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

$216

Fastest flight time

2h 44m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Colorado Springs in the past 72 hours is $216. The best round-trip flight deal from Colorado Springs to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $401.
The fastest flight from Colorado Springs to Chicago O'Hare Intl Airport takes 2h 44m
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 44m 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
United AirlinesPriceFrom $229Free CancellationRating
7.4
9,690 reviews
Search United Airlines flights
American AirlinesPriceFrom $229Free CancellationRating
7.1
11,669 reviews
Search American 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 14 flights/week on average for this route. A good United Airlines flight deal for Colorado Springs to Chicago O'Hare Intl Airport starts from $229 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 11,669 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 8 times each week, with ticket deals ranging from $229 to $359. 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
Oak Brook
Kenosha
Joliet
Aurora
Janesville
Racine
Hammond
Tinley Park
Elgin
Evanston

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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