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Cheap flights from Colorado Springs to Chicago from $53

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 8/5. 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
0 bags

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Cheap round-trip flights

United Airlines Logo
12:02 pm - 3:43 pmCOS-ORD
2h 41mnonstop
United Airlines Logo
9:07 am - 10:56 amORD-COS
2h 49mnonstop
$105United Airlines
Find Deal
Sat, Aug 30 - Mon, Sep 1
Southwest Logo
5:05 pm - 11:05 pmCOS-ORD
5h 00m1 stop
Southwest Logo
7:00 am - 10:40 amORD-COS
4h 40m1 stop
$125Southwest
Find Deal
Tue, Aug 5 - Tue, Aug 12
Southwest Logo
6:00 am - 2:25 pmCOS-ORD
7h 25m1 stop
Southwest Logo
3:10 pm - 10:00 pmORD-COS
7h 50m2 stops
$130Southwest
Find Deal
Tue, Aug 5 - Tue, Aug 12
United Airlines Logo
12:05 pm - 3:45 pmCOS-ORD
2h 40mnonstop
United Airlines Logo
9:07 am - 10:56 amORD-COS
2h 49mnonstop
$133United Airlines
Find Deal
Sat, Aug 16 - Tue, Aug 19
Southwest Logo
11:45 am - 11:40 pmCOS-ORD
10h 55m2 stops
Southwest Logo
3:10 pm - 10:00 pmORD-COS
7h 50m2 stops
$135Southwest
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Mon, Aug 25 - Tue, Aug 26
American Airlines Logo
12:03 pm - 3:47 pmCOS-ORD
2h 44mnonstop
American Airlines Logo
9:40 am - 11:33 amORD-COS
2h 53mnonstop
$141American Airlines
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Thu, Sep 11 - Mon, Sep 15
Southwest Logo
11:05 am - 4:45 pmCOS-ORD
4h 40m1 stop
Southwest Logo
7:00 am - 10:20 amORD-COS
4h 20m1 stop
$143Southwest
Find Deal
Sat, Aug 23 - Sat, Aug 30
American Airlines Logo
12:25 pm - 4:10 pmCOS-ORD
2h 45mnonstop
American Airlines Logo
9:40 am - 11:33 amORD-COS
2h 53mnonstop
$173American Airlines
Find Deal
Fri, Sep 5 - Sun, Sep 7
Delta Logo
11:06 am - 4:45 pmCOS-ORD
4h 39m1 stop
Delta Logo
6:10 am - 10:16 amORD-COS
5h 06m1 stop
$217Delta
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Wed, Aug 20 - Sun, Aug 24
Delta Logo
11:11 am - 5:02 pmCOS-ORD
4h 51m1 stop
Delta Logo
11:05 am - 8:41 pmORD-COS
10h 36m2 stops
$222Delta
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Sat, Aug 16 - Tue, Aug 19

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
Aug 30
COS12:02 pmColorado Springs
2h 41m
ORD3:43 pmChicago O'Hare Intl
Sep 1
ORD9:07 amChicago O'Hare Intl
2h 49m
COS10:56 amColorado Springs
$105
Find similar
United Airlines
Aug 16
COS12:05 pmColorado Springs
2h 40m
ORD3:45 pmChicago O'Hare Intl
Aug 19
ORD9:07 amChicago O'Hare Intl
2h 49m
COS10:56 amColorado Springs
$133
Find similar
United Airlines
Aug 30
COS10:30 amColorado Springs
5h 35m
1 stop
ORD5:05 pmChicago O'Hare Intl
Sep 1
ORD9:07 amChicago O'Hare Intl
2h 49m
COS10:56 amColorado Springs
$149
Find similar

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
Sep 11
COS12:03 pmColorado Springs
2h 44m
ORD3:47 pmChicago O'Hare Intl
Sep 15
ORD9:40 amChicago O'Hare Intl
2h 53m
COS11:33 amColorado Springs
$141
Find similar
American Airlines
Sep 5
COS12:25 pmColorado Springs
2h 45m
ORD4:10 pmChicago O'Hare Intl
Sep 7
ORD9:40 amChicago O'Hare Intl
2h 53m
COS11:33 amColorado Springs
$173
Find similar
American Airlines
Aug 20
COS12:07 pmColorado Springs
2h 43m
ORD3:50 pmChicago O'Hare Intl
Aug 24
ORD9:50 amChicago O'Hare Intl
2h 47m
COS11:37 amColorado Springs
$208
Find similar

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 $340.

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 $324. 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 $562.

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 $195 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $692. 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 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 $393 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 $155 on momondo.

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 July 2025, prices for Colorado Springs to Chicago O'Hare Intl Airport flights are approximately 101% 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

$53

Fastest flight time

2h 40m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Colorado Springs in the past 72 hours is $53. The best round-trip flight deal from Colorado Springs to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $105.
The fastest flight from Colorado Springs to Chicago O'Hare Intl Airport takes 2h 40m
Direct flights go from Colorado Springs to Chicago O'Hare Intl Airport every day.
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  • 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 40m 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 $217Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $269Free CancellationRating
7.4
8,846 reviews
Search United Airlines flights
SouthwestPriceFrom $301Free CancellationRating
8.0
4,250 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 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 $269 round-trip, up to an average price of $396. 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 $217 to $331. 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
Rockford
Schaumburg
South Haven
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Tinley Park
Hammond
Elgin
Aurora
Orland Park
Janesville
Waukegan

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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