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Cheap flights from Colorado Springs to Chicago from $128

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 1/21. 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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Find the cheapest flights from Colorado Springs to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Colorado Springs to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Colorado Springs to Chicago.

Cheap last minute flights

Planning a quick getaway from Colorado Springs to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Colorado Springs to Chicago

Find recent round-trip train or bus tickets from Colorado Springs to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
7:15 am - 2:54 pmCOS-ORD
6h 39m1 stop
7:10 am - 12:16 pmORD-COS
6h 06m1 stop
$274United Airlines
Find Deal
Sat, Dec 14 - Wed, Dec 18
6:00 am - 2:15 pmCOS-ORD
7h 15m1 stop
5:00 am - 9:51 amORD-COS
5h 51m1 stop
$288American Airlines
Find Deal
Wed, Dec 11 - Sat, Dec 14
1:44 pm - 9:05 pmCOS-ORD
6h 21m1 stop
7:00 am - 7:39 pmORD-COS
13h 39m2 stops
$293Delta
Find Deal
Wed, Dec 11 - Sat, Dec 14
3:50 pm - 7:10 pmCOS-MDW
2h 20mnonstop
3:25 pm - 9:40 pmMDW-COS
7h 15m1 stop
$303Southwest
Find Deal
Fri, Dec 13 - Mon, Dec 16
3:19 pm - 9:21 pmCOS-ORD
5h 02m1 stop
7:40 pm - 9:40 pmORD-COS
3h 00mnonstop
$303United Airlines
Find Deal
Fri, Dec 13 - Mon, Dec 16
7:15 am - 2:54 pmCOS-ORD
6h 39m1 stop
12:45 pm - 4:33 pmORD-COS
4h 48m1 stop
$305United Airlines
Find Deal
Sat, Dec 14 - Wed, Dec 25
3:50 pm - 7:10 pmCOS-MDW
2h 20mnonstop
2:55 pm - 9:40 pmMDW-COS
7h 45m2 stops
$308Southwest
Find Deal
Fri, Dec 13 - Mon, Dec 16
1:00 pm - 4:44 pmCOS-ORD
2h 44mnonstop
12:45 pm - 4:33 pmORD-COS
4h 48m1 stop
$309United Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
1:50 pm - 5:10 pmCOS-MDW
2h 20mnonstop
12:05 pm - 1:35 pmMDW-COS
2h 30mnonstop
$312Southwest
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Wed, Apr 16 - Mon, Apr 21
8:20 am - 9:12 pmCOS-ORD
11h 52m2 stops
5:40 am - 12:46 pmORD-COS
8h 06m1 stop
$397Delta
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Sat, Dec 7 - Sun, Dec 8
11:50 am - 3:05 pmCOS-MDW
2h 15mnonstop
$128Southwest
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Tue, Jan 21
6:00 am - 2:53 pmCOS-MDW
7h 53m1 stop
$137Delta
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Sat, Jan 18
7:15 am - 1:12 pmCOS-ORD
4h 57m1 stop
$137United Airlines
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Tue, Dec 17
1:00 pm - 4:44 pmCOS-ORD
2h 44mnonstop
$142United Airlines
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Tue, Dec 17
6:00 am - 6:14 pmCOS-MDW
11h 14m2 stops
$142Delta
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Thu, Jan 23
6:00 am - 8:20 pmCOS-MDW
13h 20m2 stops
$148Southwest
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Mon, Jan 20
1:44 pm - 10:06 pmCOS-MDW
7h 22m1 stop
$151Delta
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Wed, Dec 18
8:05 am - 5:47 pmCOS-MDW
8h 42m2 stops
$156Delta
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Wed, Jan 22
8:20 am - 8:28 pmCOS-ORD
11h 08m2 stops
$156Delta
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Tue, Dec 17
6:00 am - 1:25 pmCOS-ORD
6h 25m1 stop
$491American Airlines
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Tue, Nov 26
10:53 am - 11:49 pmCOS-ORD
11h 56m1 stop
5:00 am - 11:31 amORD-COS
7h 31m1 stop
$530American Airlines
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Tue, Nov 26 - Wed, Dec 4
6:05 am - 2:25 pmCOS-ORD
7h 20m1 stop
7:00 am - 11:20 amORD-COS
5h 20m1 stop
$687Southwest
Find Deal
Tue, Nov 26 - Wed, Dec 4
11:30 am - 11:05 pmCOS-ORD
10h 35m2 stops
7:30 am - 1:40 pmORD-COS
7h 10m1 stop
$692Southwest
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Tue, Nov 26 - Wed, Dec 4
3:25 pm - 9:53 amCOS-ORD
17h 28m2 stops
7:40 pm - 9:40 pmORD-COS
3h 00mnonstop
$695United Airlines
Find Deal
Tue, Nov 26 - Wed, Dec 4
11:30 am - 11:05 pmCOS-ORD
10h 35m2 stops
11:25 am - 8:10 pmORD-COS
9h 45m2 stops
$697Southwest
Find Deal
Tue, Nov 26 - Wed, Dec 4
12:55 pm - 4:39 pmCOS-ORD
2h 44mnonstop
7:40 pm - 9:40 pmORD-COS
3h 00mnonstop
$703United Airlines
Find Deal
Tue, Nov 26 - Wed, Dec 4
3:25 pm - 9:11 pmCOS-ORD
4h 46m1 stop
7:40 pm - 9:40 pmORD-COS
3h 00mnonstop
$713United Airlines
Find Deal
Tue, Nov 26 - Wed, Dec 4
3:25 pm - 9:53 amCOS-ORD
17h 28m2 stops
12:45 pm - 5:17 pmORD-COS
5h 32m1 stop
$732United Airlines
Find Deal
Tue, Nov 26 - Wed, Dec 4
1:43 pm - 9:46 pmCOS-MDW
7h 03m1 stop
9:31 am - 8:56 pmMDW-COS
12h 25m2 stops
$831Delta
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Mon, Nov 25 - Fri, Nov 29
6:00 am - 6:32 pmCOS-MDW
11h 32m2 stops
9:31 am - 8:56 pmMDW-COS
12h 25m2 stops
$836Delta
Find Deal
Mon, Nov 25 - Fri, Nov 29
1:00 pm - 4:44 pmCOS-ORD
2h 44mnonstop
7:40 pm - 9:40 pmORD-COS
3h 00mnonstop
$293United Airlines
Find Deal
Fri, Dec 13 - Mon, Dec 16
1:50 pm - 5:10 pmCOS-MDW
2h 20mnonstop
12:05 pm - 1:35 pmMDW-COS
2h 30mnonstop
$312Southwest
Find Deal
Wed, Apr 16 - Mon, Apr 21
9:00 am - 12:54 pmCOS-ORD
2h 54mnonstop
9:50 am - 11:55 amORD-COS
3h 05mnonstop
$331United Airlines
Find Deal
Sat, Dec 14 - Wed, Dec 18
3:50 pm - 7:10 pmCOS-MDW
2h 20mnonstop
10:40 am - 12:15 pmMDW-COS
2h 35mnonstop
$332Southwest
Find Deal
Fri, Dec 13 - Mon, Dec 16
9:00 am - 12:54 pmCOS-ORD
2h 54mnonstop
7:50 pm - 9:43 pmORD-COS
2h 53mnonstop
$334United Airlines
Find Deal
Wed, Dec 18 - Wed, Dec 25
3:50 pm - 7:10 pmCOS-MDW
2h 20mnonstop
10:30 am - 12:10 pmMDW-COS
2h 40mnonstop
$342Southwest
Find Deal
Fri, Dec 13 - Sun, Dec 15
1:00 pm - 4:44 pmCOS-ORD
2h 44mnonstop
9:50 am - 11:55 amORD-COS
3h 05mnonstop
$354United Airlines
Find Deal
Fri, Dec 13 - Sun, Dec 15
9:00 am - 12:54 pmCOS-ORD
2h 54mnonstop
7:50 pm - 9:43 pmORD-COS
2h 53mnonstop
$358United Airlines
Find Deal
Sat, Dec 14 - Wed, Dec 25
1:00 pm - 4:44 pmCOS-ORD
2h 44mnonstop
7:40 pm - 9:40 pmORD-COS
3h 00mnonstop
$373United Airlines
Find Deal
Wed, Dec 4 - Thu, Dec 5
12:54 pm - 4:37 pmCOS-ORD
2h 43mnonstop
9:50 am - 11:54 amORD-COS
3h 04mnonstop
$378United Airlines
Find Deal
Sun, Dec 22 - Tue, Dec 24

United Airlines flights from Colorado Springs to Chicago

Our best United Airlines deals on Colorado Springs to Chicago flight tickets
United Airlines
Dec 14
COS7:15 amColorado Springs
6h 39m
1 stop
ORD2:54 pmChicago O'Hare Intl
Dec 18
ORD7:10 amChicago O'Hare Intl
6h 06m
1 stop
COS12:16 pmColorado Springs
United Airlines
Dec 13
COS3:19 pmColorado Springs
5h 02m
1 stop
ORD9:21 pmChicago O'Hare Intl
Dec 16
ORD7:40 pmChicago O'Hare Intl
3h 00m
COS9:40 pmColorado Springs
United Airlines
Dec 14
COS7:15 amColorado Springs
6h 39m
1 stop
ORD2:54 pmChicago O'Hare Intl
Dec 25
ORD12:45 pmChicago O'Hare Intl
4h 48m
1 stop
COS4:33 pmColorado Springs

Delta flights from Colorado Springs to Chicago

Our best Delta deals on Colorado Springs to Chicago flight tickets
Delta
Dec 11
COS1:44 pmColorado Springs
6h 21m
1 stop
ORD9:05 pmChicago O'Hare Intl
Dec 14
ORD7:00 amChicago O'Hare Intl
13h 39m
2 stops
COS7:39 pmColorado Springs
Delta
Dec 7
COS8:20 amColorado Springs
11h 52m
2 stops
ORD9:12 pmChicago O'Hare Intl
Dec 8
ORD5:40 amChicago O'Hare Intl
8h 06m
1 stop
COS12:46 pmColorado Springs
Delta
Dec 6
COS1:44 pmColorado Springs
7h 22m
1 stop
MDW10:06 pmChicago Midway
Dec 10
MDW6:00 amChicago Midway
7h 46m
1 stop
COS12:46 pmColorado Springs

See travel insights to Chicago from

How to get the cheapest flight ticket from Colorado Springs to Chicago

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?

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Colorado Springs, with most prices found around $312. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Colorado Springs to Chicago during January average around $321.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $330. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Colorado Springs to Chicago for around $412.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Colorado Springs to Chicago during this time can be as low as $0. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $401.

What is the cheapest Colorado Springs to Chicago flight route?

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

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from Colorado Springs is 34 days out, which is when prices tend to be around $390. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $177.

What cabin class options are available on Colorado Springs to Chicago flights?

There are 4 cabin classes available to choose from on Colorado Springs to Chicago 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 flights?

You could potentially save up to 7% on your flight if you consider stops on a Colorado Springs to Chicago flight.

How have Colorado Springs to Chicago flight prices changed over time?

As of November 2024, prices for Colorado Springs to Chicago flights are approximately 34% more expensive when compared to flights at the same time last year.

When to book flights from Colorado Springs to Chicago

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

Cheap Colorado Springs to Chicago (COS to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Colorado Springs to Chicago

Best Price Found

$128

Fastest flight time

2h 15m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Colorado Springs in the past 72 hours is $128. The best round-trip flight deal from Colorado Springs to Chicago found on momondo in the last 72 hours is $274.
The fastest flight from Colorado Springs to Chicago takes 2h 15m
Direct flights go from Colorado Springs to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • How far is Colorado Springs to Chicago by plane?

    Colorado Springs and Chicago are 927.0 mi apart from one another. Typically, this will take 2h 20m by plane in normal conditions.

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

    Prices for flights from Colorado Springs Airport to Chicago are updated daily.

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

  • How old do you have to be to fly from Colorado Springs Airport to Chicago?

    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.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Colorado Springs to Chicago?

  • What is the most popular airline from Colorado Springs to Chicago?


Best airlines flying from Colorado Springs to Chicago

Compare and see reviews for airlines that fly from Colorado Springs to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $188Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $192Free CancellationRating
8.1
5,005 reviews
Search Southwest flights
United AirlinesPriceFrom $250Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
  • Southwest Flights From Colorado Springs to Chicago

    Across 4 Southwest flights from Colorado Springs to Chicago this week, the average price was $399, with the best Southwest deals starting from $192 round-trip. 5,005 users have rated Southwest on momondo, with an average score of 8.1/10.

  • United Airlines Flights From Colorado Springs to Chicago

    United Airlines (7.4/10 from 9,172 reviews) operates around 13 flights from Colorado Springs to Chicago in any given week. The average United Airlines airfare for this route is around $396, with deals from around $250 rare but found on momondo. Referenced prices are for round-trip Colorado Springs to Chicago flight searches in the last 72 hours.


Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Colorado Springs to Chicago for you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Colorado Springs with this policy.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Colorado Springs to Chicago.

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

If you are not ready to book a flight from Colorado Springs to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago