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Cheap flights from Colorado Springs to Chicago from $135

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 1/19. 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.
12:54 pm - 4:42 pmCOS-ORD
2h 48mnonstop
9:30 am - 11:34 amORD-COS
3h 04mnonstop
$251United Airlines
Find Deal
週日, 1月 12 - 週日, 2月 2
12:54 pm - 4:42 pmCOS-ORD
2h 48mnonstop
7:10 am - 10:53 amORD-COS
4h 43m1 stop
$261United Airlines
Find Deal
週日, 1月 12 - 週日, 2月 2
6:00 am - 11:20 amCOS-ORD
4h 20m1 stop
8:45 am - 2:19 pmORD-COS
6h 34m1 stop
$270United Airlines
Find Deal
週四, 2月 6 - 週日, 2月 9
8:20 am - 5:43 pmCOS-MDW
8h 23m2 stops
3:41 pm - 9:05 pmMDW-COS
6h 24m1 stop
$275Delta
Find Deal
週四, 2月 6 - 週日, 2月 9
6:00 am - 3:45 pmCOS-ORD
8h 45m1 stop
10:30 am - 9:06 pmORD-COS
11h 36m2 stops
$275Delta
Find Deal
週二, 1月 14 - 週二, 1月 21
2:00 pm - 5:20 pmCOS-MDW
2h 20mnonstop
12:45 pm - 2:25 pmMDW-COS
2h 40mnonstop
$277Southwest
Find Deal
週四, 2月 6 - 週日, 2月 9
8:20 am - 5:47 pmCOS-MDW
8h 27m2 stops
9:34 am - 9:06 pmMDW-COS
12h 32m2 stops
$280Delta
Find Deal
週二, 1月 14 - 週二, 1月 21
8:20 am - 9:58 pmCOS-ORD
12h 38m2 stops
10:30 am - 9:06 pmORD-COS
11h 36m2 stops
$280Delta
Find Deal
週二, 1月 14 - 週二, 1月 21
6:30 am - 12:35 pmCOS-MDW
5h 05m1 stop
12:45 pm - 2:25 pmMDW-COS
2h 40mnonstop
$286Southwest
Find Deal
週四, 2月 6 - 週日, 2月 9
6:00 am - 1:14 pmCOS-ORD
6h 14m1 stop
5:00 am - 9:41 amORD-COS
5h 41m1 stop
$304American Airlines
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週六, 1月 18 - 週三, 1月 22
6:00 am - 2:53 pmCOS-MDW
7h 53m1 stop
$135Delta
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週日, 1月 19
6:00 am - 3:45 pmCOS-ORD
8h 45m1 stop
$135Delta
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週三, 1月 22
8:20 am - 5:47 pmCOS-MDW
8h 27m2 stops
$140Delta
Find Deal
週日, 1月 19
10:35 am - 1:55 pmCOS-MDW
2h 20mnonstop
$151Southwest
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週六, 2月 22
11:45 am - 7:35 pmCOS-MDW
6h 50m1 stop
$160Southwest
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週三, 1月 22
12:54 pm - 4:42 pmCOS-ORD
2h 48mnonstop
$161United Airlines
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週二, 2月 11
10:30 am - 7:20 pmCOS-MDW
7h 50m2 stops
$165Southwest
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週六, 2月 22
6:00 am - 11:20 amCOS-ORD
4h 20m1 stop
$179United Airlines
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週三, 2月 19
12:40 pm - 4:24 pmCOS-ORD
2h 44mnonstop
$186United Airlines
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週四, 2月 20
6:00 am - 9:42 amCOS-ORD
2h 42mnonstop
$191United Airlines
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週二, 6月 3
3:55 pm - 7:15 pmCOS-MDW
2h 20mnonstop
11:30 am - 10:20 pmMDW-COS
11h 50m1 stop
$817Southwest
Find Deal
週五, 12月 27 - 週三, 1月 1
5:50 pm - 1:40 amCOS-MDW
6h 50m1 stop
11:30 am - 10:20 pmMDW-COS
11h 50m1 stop
$826Southwest
Find Deal
週五, 12月 27 - 週三, 1月 1
6:35 pm - 11:59 pmCOS-ORD
4h 24m1 stop
4:00 pm - 10:03 pmORD-COS
7h 03m1 stop
$826United Airlines
Find Deal
週五, 12月 27 - 週三, 1月 1
10:20 am - 7:40 pmCOS-MDW
8h 20m2 stops
4:20 pm - 10:20 pmMDW-COS
7h 00m1 stop
$831Southwest
Find Deal
週五, 12月 27 - 週三, 1月 1
6:05 am - 11:30 amCOS-ORD
4h 25m1 stop
12:15 pm - 10:20 pmORD-COS
11h 05m2 stops
$831Southwest
Find Deal
週五, 12月 27 - 週三, 1月 1
6:05 am - 3:00 pmCOS-ORD
7h 55m2 stops
12:15 pm - 10:20 pmORD-COS
11h 05m2 stops
$836Southwest
Find Deal
週五, 12月 27 - 週三, 1月 1
6:02 am - 9:53 amCOS-ORD
2h 51mnonstop
8:20 pm - 11:52 pmORD-COS
4h 32m1 stop
$880United Airlines
Find Deal
週五, 12月 27 - 週三, 1月 1
6:02 am - 9:53 amCOS-ORD
2h 51mnonstop
9:50 am - 11:54 amORD-COS
3h 04mnonstop
$1,163United Airlines
Find Deal
週五, 12月 27 - 週三, 1月 1
8:00 am - 5:44 pmCOS-MDW
8h 44m2 stops
9:30 am - 7:39 pmMDW-COS
11h 09m2 stops
$1,218Delta
Find Deal
週五, 12月 27 - 週三, 1月 1
12:54 pm - 4:42 pmCOS-ORD
2h 48mnonstop
9:30 am - 11:34 amORD-COS
3h 04mnonstop
$251United Airlines
Find Deal
週日, 1月 12 - 週日, 2月 2
2:00 pm - 5:20 pmCOS-MDW
2h 20mnonstop
12:45 pm - 2:25 pmMDW-COS
2h 40mnonstop
$277Southwest
Find Deal
週四, 2月 6 - 週日, 2月 9
11:50 am - 3:05 pmCOS-MDW
2h 15mnonstop
12:45 pm - 2:25 pmMDW-COS
2h 40mnonstop
$302Southwest
Find Deal
週一, 1月 27 - 週一, 2月 3
2:00 pm - 5:20 pmCOS-MDW
2h 20mnonstop
11:35 am - 1:15 pmMDW-COS
2h 40mnonstop
$307Southwest
Find Deal
週四, 1月 16 - 週日, 2月 2
3:40 pm - 7:00 pmCOS-MDW
2h 20mnonstop
8:25 am - 10:10 amMDW-COS
2h 45mnonstop
$312Southwest
Find Deal
週五, 2月 14 - 週一, 2月 17
12:54 pm - 4:42 pmCOS-ORD
2h 48mnonstop
9:30 am - 11:34 amORD-COS
3h 04mnonstop
$321United Airlines
Find Deal
週二, 1月 14 - 週二, 1月 21
2:00 pm - 5:20 pmCOS-MDW
2h 20mnonstop
11:35 am - 1:15 pmMDW-COS
2h 40mnonstop
$322Southwest
Find Deal
週日, 1月 12 - 週日, 2月 2
1:15 pm - 4:54 pmCOS-ORD
2h 39mnonstop
9:20 am - 11:12 amORD-COS
2h 52mnonstop
$381United Airlines
Find Deal
週二, 5月 27 - 週六, 5月 31
6:02 am - 9:53 amCOS-ORD
2h 51mnonstop
9:30 am - 11:34 amORD-COS
3h 04mnonstop
$382United Airlines
Find Deal
週一, 1月 6 - 週五, 1月 10
12:55 pm - 4:39 pmCOS-ORD
2h 44mnonstop
9:30 am - 11:37 amORD-COS
3h 07mnonstop
$401United Airlines
Find Deal
週二, 3月 18 - 週二, 3月 25

Delta flights from Colorado Springs to Chicago

Our best Delta deals on Colorado Springs to Chicago flight tickets
Delta
Jan 14
COS6:00 amColorado Springs
8h 45m
1 stop
ORD3:45 pmChicago O'Hare Intl
Jan 21
ORD10:30 amChicago O'Hare Intl
11h 36m
2 stops
COS9:06 pmColorado Springs
Delta
Jan 14
COS8:20 amColorado Springs
12h 38m
2 stops
ORD9:58 pmChicago O'Hare Intl
Jan 21
ORD10:30 amChicago O'Hare Intl
11h 36m
2 stops
COS9:06 pmColorado Springs
Delta
Jan 12
COS6:00 amColorado Springs
9h 13m
2 stops
ORD4:13 pmChicago O'Hare Intl
Feb 2
ORD2:59 pmChicago O'Hare Intl
7h 07m
1 stop
COS9:06 pmColorado Springs

United Airlines flights from Colorado Springs to Chicago

Our best United Airlines deals on Colorado Springs to Chicago flight tickets
United Airlines
Jan 12
COS12:54 pmColorado Springs
2h 48m
ORD4:42 pmChicago O'Hare Intl
Feb 2
ORD9:30 amChicago O'Hare Intl
3h 04m
COS11:34 amColorado Springs
United Airlines
Jan 12
COS12:54 pmColorado Springs
2h 48m
ORD4:42 pmChicago O'Hare Intl
Feb 2
ORD7:10 amChicago O'Hare Intl
4h 43m
1 stop
COS10:53 amColorado Springs
United Airlines
Feb 6
COS6:00 amColorado Springs
4h 20m
1 stop
ORD11:20 amChicago O'Hare Intl
Feb 9
ORD8:45 amChicago O'Hare Intl
6h 34m
1 stop
COS2:19 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 January 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 January, then February is your next best option. Flight prices from Colorado Springs to Chicago during February average around $312.

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 Saturday when prices can be found for as low as $316. 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 $401.

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 afternoon. Flights from Colorado Springs to Chicago during this time can be as low as $350. 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 38 days out, which is when prices tend to be around $421. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $268.

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?

No. A direct flight is the cheapest option for a flight between Colorado Springs to Chicago.

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

As of December 2024, prices for Colorado Springs to Chicago flights are approximately 52% 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

$135

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 $135. The best round-trip flight deal from Colorado Springs to Chicago found on momondo in the last 72 hours is $251.
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 15m 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
4,780 reviews
Search Southwest flights
United AirlinesPriceFrom $250Free CancellationRating
7.4
9,020 reviews
Search United Airlines flights
  • Southwest Flights From Colorado Springs to Chicago

    Across 5 Southwest flights from Colorado Springs to Chicago this week, the average price was $401, with the best Southwest deals starting from $192 round-trip. 4,780 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 9,020 reviews) operates around 8 flights from Colorado Springs to Chicago in any given week. The average United Airlines airfare for this route is around $398, 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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週六 1/4
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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