HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Colorado Springs

$72+ Cheap flights from Chicago (CHI) to Colorado Springs (COS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — COS
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Colorado Springs with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago to Colorado Springs are usually found in November or April, booked 48 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Find flight deals from Chicago to Colorado Springs

Cheapest flights from Chicago to Colorado Springs
Explore the most affordable flight options available from Chicago to Colorado Springs. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 26, 2025.

This United Airlines deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/169:20 amORD - COS
Nonstop3h 06mUnited Airlines
Wed 12/171:35 pmCOS - ORD
1 stop5h 09mUnited Airlines
Deal found 11/25$174
This United Airlines deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/109:20 amORD - COS
Nonstop3h 06mUnited Airlines
Wed 12/1712:32 pmCOS - ORD
1 stop6h 12mUnited Airlines
Deal found 11/25$226
This Southwest deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/163:10 pmMDW - COS
1 stop8h 15mSouthwest
Wed 12/175:15 amCOS - MDW
1 stop6h 25mSouthwest
Deal found 11/25$234
This United Airlines deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:55 pmORD - COS
1 stop6h 51mUnited Airlines
Wed 12/315:45 amCOS - ORD
1 stop4h 40mUnited Airlines
Deal found 11/24$238
This Delta deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/96:45 amORD - COS
1 stop6h 51mDelta
Wed 12/171:42 pmCOS - ORD
1 stop8h 01mDelta
Deal found 11/24$239
This Delta deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/106:00 amMDW - COS
1 stop7h 36mDelta
Wed 12/178:10 amCOS - MDW
2 stops9h 08mDelta
Deal found 11/25$244
This Southwest deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:15 pmMDW - COS
1 stop6h 10mSouthwest
Wed 12/316:35 amCOS - MDW
1 stop8h 45mSouthwest
Deal found 11/24$247
This American Airlines deal was found by Cheapflights users on 11/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/149:55 amORD - COS
Nonstop3h 07mAmerican Airlines
Tue 12/1612:36 pmCOS - ORD
Nonstop2h 45mAmerican Airlines
Deal found 11/23$254
This American Airlines deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/189:50 amORD - COS
Nonstop3h 02mAmerican Airlines
Sun 12/2112:25 pmCOS - ORD
Nonstop2h 44mAmerican Airlines
Deal found 11/25$261
This United Airlines deal was found by Cheapflights users on 11/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:10 amORD - COS
1 stop5h 08mUnited Airlines
Tue 12/169:24 amCOS - ORD
Nonstop2h 51mUnited Airlines
Deal found 11/23$264
This Southwest deal was found by Cheapflights users on 11/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/103:10 pmMDW - COS
1 stop8h 15mSouthwest
Wed 12/176:35 amCOS - MDW
1 stop8h 45mSouthwest
Deal found 11/25$281
This Southwest deal was found by Cheapflights users on 11/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/119:45 amMDW - COS
1 stop8h 40mSouthwest
Tue 12/1612:15 pmCOS - MDW
1 stop7h 40mSouthwest
Deal found 11/24$305

Cheap flight deals from Chicago to Colorado Springs

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Colorado Springs (COS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$143
(American Airlines)

One-way from

$72
(American Airlines)

Popular in

December

Cheapest in

November

Average price

$292

Good round-trip deal

$215 or less

Good one-way deal

$231 or less
Provider with most accurate pricing for Chicago (CHI)-Colorado Springs flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Colorado Springs flights.
Search Deals
From Chicago (CHI) to Colorado Springs
Search Deals
One-way flight from Chicago (CHI) to Colorado Springs
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($5 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Colorado Springs.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Colorado Springs.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Colorado Springs 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, Cheapflights users made 2,558,603 searches. Data last updated November 26, 2025.
Use the filters below to find and compare flights from Chicago to Colorado Springs that are best for you.

Fly from

Chicago

Fly to

Colorado Springs

Route

Depart

Return

Price

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Wed 2/4

5:55 am-1:05 pm

1 stop8h 10m

Colorado Springs

Mon 2/9

4:50 pm-10:25 pm

1 stop4h 35m

$163

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sat 1/31

8:50 am-11:02 am

Nonstop3h 12m

Colorado Springs

Tue 2/3

11:33 am-7:51 pm

1 stop7h 18m

$167

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sat 1/24

8:50 am-11:02 am

Nonstop3h 12m

Colorado Springs

Wed 1/28

11:33 am-5:04 pm

1 stop4h 31m

$167

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sat 2/7

9:32 am-11:36 am

Nonstop3h 04m

Colorado Springs

Sat 2/14

12:24 pm-4:01 pm

Nonstop2h 37m

$171

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Tue 12/16

9:20 am-11:26 am

Nonstop3h 06m

Colorado Springs

Wed 12/17

1:35 pm-7:44 pm

1 stop5h 09m

$174

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sat 2/7

2:15 pm-6:18 pm

1 stop5h 03m

Colorado Springs

Sat 2/14

11:36 am-3:17 pm

Nonstop2h 41m

$181

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Tue 1/27

7:05 am-12:23 pm

1 stop6h 18m

Colorado Springs

Sat 1/31

12:00 pm-9:52 pm

1 stop8h 52m

$197

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sat 2/7

5:30 am-12:23 pm

1 stop7h 53m

Colorado Springs

Sat 2/14

7:59 am-6:01 pm

2 stops9h 02m

$202

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Sun 2/15

5:20 am-9:55 am

1 stop5h 35m

Colorado Springs

Mon 3/2

10:35 am-9:55 pm

1 stop10h 20m

$229

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Tue 12/16

3:10 pm-10:25 pm

1 stop8h 15m

Colorado Springs

Wed 12/17

5:15 am-12:40 pm

1 stop6h 25m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/26

Showing 1-10 of 34 results
1
2
3
4

Compare providers for flights from Chicago to Colorado Springs

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Colorado Springs in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Colorado Springs flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Colorado Springs flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Colorado Springs flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Colorado Springs flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Colorado Springs flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Colorado Springs

Have a flexible travel schedule? Discover the best time to fly to Colorado Springs from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Colorado Springs

How far ahead should I book a flight from Chicago to Colorado Springs?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Colorado Springs. Price data was last updated on November 21, 2025.

The best time to book flights from Chicago to Colorado Springs is 48 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago to Colorado Springs?

Currently, March is the cheapest month in which you can book a flight from Chicago to Colorado Springs (average of $52). Flying from Chicago to Colorado Springs in July is currently the most expensive (average of $114). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to COS?

Find hourly flight availability from Chicago to Colorado Springs. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 26, 2025.

It’s optimal to fly from Chicago to Colorado Springs at noon. By choosing this option you can save up to 40% on the cost of your flight, compared to a flight in the evening.

How much does it cost to fly round-trip from Chicago to Colorado Springs?

Reviews of airlines servicing Colorado Springs

Get insights into the airlines that provide service to Colorado Springs. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Colorado Springs. Reviews last updated November 26, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American Airlines from Chicago to Colorado Springs by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
9,050 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
11,037 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Colorado Springs. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Colorado Springs from Chicago?

    If you book a flight to Colorado Springs from Chicago, you will be flying to Colorado Springs, which is the city’s only airport. Colorado Springs (COS) is located 6.7 mi from the center of Colorado Springs. There are 4 flights from Chicago to Colorado Springs per day from 3 different airlines.

  • How long is the flight from Chicago to Colorado Springs?

    A quick flight from Chicago to Colorado Springs can take about 3h 04m. Southwest provides one of the quickest options available for as low as $171. Chicago and Colorado Springs are separated by a distance of 908 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Colorado Springs round-trip?

    Cheapflights users have booked flights from Chicago to Colorado Springs round-trip from $163. Other airlines that can offer you cheap pricing are Southwest, from $241, and United Airlines, from $271. American Airlines is 54% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago to Colorado Springs one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $79. United Airlines flights start at $96 while deals on Delta start at $99 one-way.

  • What are the most reliable airlines from Chicago to Colorado Springs?

    No one likes to see their flight delayed. When booking a flight from Chicago to Colorado Springs consider choosing United Airlines (78%), SkyWest Airlines (73%) or American Airlines (72%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Colorado Springs?

    The cheapest flight price from Chicago to Colorado Springs is $78. On average you can expect to pay $320. The most popular route, (Chicago O'Hare Intl - Colorado Springs), can usually be booked for $143.

  • Can I find deals for flights from Chicago to Colorado Springs that include hotel bookings?

    Yes. In addition to deals on Chicago to Colorado Springs flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Colorado Springs?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Colorado Springs.

  • Can I find deals for business class flights from Chicago to Colorado Springs?

    Yes. Cheapflights offers flight deals from Chicago to Colorado Springs by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Colorado Springs?

    Currently, March is the cheapest month in which you can book a flight from Chicago to Colorado Springs (average of $52). Flying from Chicago to Colorado Springs in July is currently the most expensive (average of $114). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Colorado Springs?

Book flights to Colorado Springs if you plan to visit one of these locations
Cañon City

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Colorado Springs

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Denver flights
St. Louis to Denver flights
Midway to Denver flights
O'Hare Intl to Vail flights
O'Hare Intl to Hayden flights
O'Hare Intl to Aspen flights
O'Hare Intl to Colorado Springs flights
Moline to Denver flights
O'Hare Intl to Montrose flights
Peoria to Denver flights
O'Hare Intl to Grand Junction flights
Midway to Aspen flights
Midway to Colorado Springs flights
O'Hare Intl to Gunnison flights
St. Louis to Montrose flights
St. Louis to Durango flights
O'Hare Intl to Durango flights
St. Louis to Colorado Springs flights
Peoria to Colorado Springs flights
Bloomington to Denver flights
St. Louis to Vail flights
St. Louis to Grand Junction flights
St. Louis to Gunnison flights
Evansville to Denver flights
St. Louis to Hayden flights
Peoria to Grand Junction flights
St. Louis to Aspen flights
Midway to Grand Junction flights
Springfield to Denver flights
Moline to Montrose flights
Moline to Colorado Springs flights
Decatur to Denver flights
Peoria to Montrose flights
Moline to Grand Junction flights
Evansville to Colorado Springs flights
Champaign to Denver flights
O'Hare Intl to Cortez flights
Evansville to Grand Junction flights
Bloomington to Montrose flights
Springfield to Colorado Springs flights
Bloomington to Colorado Springs flights
Paducah to Colorado Springs flights
Champaign to Colorado Springs flights
Evansville to Vail flights
Moline to Vail flights
Dubuque to Denver flights
Paducah to Denver flights

Top 3 airlines flying from Chicago to Colorado Springs

Discover the top 3 airlines that operate flights from Chicago to Colorado Springs. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$163Average$328FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$248Average$382FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$272Average$401FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.