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Colorado Springs

$69+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — COS
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Colorado Springs are usually found in November or April, booked 76 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

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 August 14, 2025.

Round-trip from

$137
(United Airlines)

One-way from

$69
(American Airlines)

Popular in

December

Cheapest in

November

Average price

$342

Good round-trip deal

$223 or less

Good one-way deal

$90 or less
From Chicago (CHI) to Colorado Springs
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One-way flight from Chicago (CHI) to Colorado Springs
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Colorado Springs.
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Price to beat on a one-way flight from Chicago (CHI) to Colorado Springs.
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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 August 14, 2025.

This United Airlines deal was found by Cheapflights users on 8/13. 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 9/109:07 amORD - COS
Nonstop2h 49mUnited Airlines
Wed 9/1712:02 pmCOS - ORD
Nonstop2h 41mUnited Airlines
Deal found 8/13$137
This Southwest deal was found by Cheapflights users on 8/14. 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 10/224:00 pmMDW - COS
Nonstop2h 35mSouthwest
Fri 10/242:10 pmCOS - MDW
Nonstop2h 20mSouthwest
Deal found 8/14$183
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Sat 9/131:58 pmORD - COS
1 stop4h 32mUnited Airlines
Tue 9/1612:02 pmCOS - ORD
Nonstop2h 41mUnited Airlines
Deal found 8/12$187
This Southwest deal was found by Cheapflights users on 8/14. 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 10/84:00 pmMDW - COS
Nonstop2h 35mSouthwest
Sat 10/113:50 pmCOS - MDW
1 stop5h 45mSouthwest
Deal found 8/14$187
This United Airlines deal was found by Cheapflights users on 8/14. 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 9/77:15 amORD - COS
1 stop4h 39mUnited Airlines
Tue 9/912:02 pmCOS - ORD
Nonstop2h 41mUnited Airlines
Deal found 8/14$193
This Southwest deal was found by Cheapflights users on 8/14. 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.
Sun 9/78:20 amMDW - COS
Nonstop2h 30mSouthwest
Tue 9/96:45 amCOS - MDW
1 stop4h 10mSouthwest
Deal found 8/14$193
This Southwest deal was found by Cheapflights users on 8/13. 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.
Sun 10/57:00 amORD - COS
1 stop4h 55mSouthwest
Wed 10/812:30 pmCOS - ORD
1 stop8h 50mSouthwest
Deal found 8/13$203
This Southwest deal was found by Cheapflights users on 8/13. 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.
Mon 9/297:45 amMDW - COS
Nonstop2h 25mSouthwest
Wed 10/111:55 amCOS - MDW
Nonstop2h 20mSouthwest
Deal found 8/13$203
This United Airlines deal was found by Cheapflights users on 8/12. 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 9/29:07 amORD - COS
Nonstop2h 49mUnited Airlines
Tue 9/96:00 amCOS - ORD
Nonstop2h 52mUnited Airlines
Deal found 8/12$207
This Southwest deal was found by Cheapflights users on 8/14. 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.
Sat 9/135:35 pmMDW - COS
Nonstop2h 30mSouthwest
Wed 9/1711:55 amCOS - MDW
Nonstop2h 20mSouthwest
Deal found 8/14$209
This Southwest deal was found by Cheapflights users on 8/14. 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 9/47:45 amMDW - COS
Nonstop2h 25mSouthwest
Mon 9/89:45 amCOS - MDW
Nonstop2h 25mSouthwest
Deal found 8/14$217
This Southwest deal was found by Cheapflights users on 8/12. 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 9/242:45 pmMDW - COS
Nonstop2h 25mSouthwest
Sun 9/286:50 pmCOS - MDW
1 stop4h 30mSouthwest
Deal found 8/12$219

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 August 14, 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

ORD - COS

ORDCOS

Chicago O'Hare Intl

Wed 9/10

9:07 am-10:56 am

Nonstop2h 49m

Colorado Springs

Wed 9/17

12:02 pm-3:43 pm

Nonstop2h 41m

$137

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Tue 9/23

9:07 am-10:56 am

Nonstop2h 49m

Colorado Springs

Tue 9/30

6:00 am-9:41 am

Nonstop2h 41m

$137

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Tue 10/7

5:01 am-9:05 am

1 stop5h 04m

Colorado Springs

Tue 10/21

6:00 am-9:41 am

Nonstop2h 41m

$173

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Wed 10/22

4:00 pm-5:35 pm

Nonstop2h 35m

Colorado Springs

Fri 10/24

2:10 pm-5:30 pm

Nonstop2h 20m

$183

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Wed 10/8

4:00 pm-5:35 pm

Nonstop2h 35m

Colorado Springs

Sat 10/11

3:50 pm-10:35 pm

1 stop5h 45m

$187

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sat 9/13

1:58 pm-5:30 pm

1 stop4h 32m

Colorado Springs

Tue 9/16

12:02 pm-3:43 pm

Nonstop2h 41m

$187

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Sun 9/7

8:20 am-9:50 am

Nonstop2h 30m

Colorado Springs

Tue 9/9

6:45 am-11:55 am

1 stop4h 10m

$193

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sun 9/7

7:15 am-10:54 am

1 stop4h 39m

Colorado Springs

Tue 9/9

12:02 pm-3:43 pm

Nonstop2h 41m

$193

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sun 10/19

5:01 am-9:05 am

1 stop5h 04m

Colorado Springs

Tue 10/21

6:00 am-9:41 am

Nonstop2h 41m

$193

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sun 10/5

7:00 am-10:55 am

1 stop4h 55m

Colorado Springs

Wed 10/8

12:30 pm-10:20 pm

1 stop8h 50m

$203

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 28 results
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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 August 8, 2025.

The best time to book flights from Chicago to Colorado Springs is 73 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, January is the cheapest month in which you can book a flight from Chicago to Colorado Springs (average of $316). Flying from Chicago to Colorado Springs in March is currently the most expensive (average of $412). 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 August 14, 2025.

It’s optimal to fly from Chicago to Colorado Springs at noon. By choosing this option you can save up to 36% on the cost of your flight, compared to a flight in the evening.

Weekly flight availability from Chicago to Colorado Springs

Explore weekly flight availability from Chicago to Colorado Springs. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 14, 2025.

The most flights from CHI to COS are scheduled on a Monday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).

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 August 14, 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
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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 5 flights from Chicago to Colorado Springs per day from 3 different airlines.

  • 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 $251. Other airlines that can offer you cheap pricing are Southwest, from $255, and United Airlines, from $273. American Airlines is 30% 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 $69. Southwest flights start at $69 while deals on United Airlines start at $84 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 (65%), American Airlines (57%) or SkyWest Airlines (50%) 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 $114. On average you can expect to pay $286. The most popular route, (Chicago O'Hare Intl - Colorado Springs), can usually be booked for $137.

  • 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, January is the cheapest month in which you can book a flight from Chicago to Colorado Springs (average of $316). Flying from Chicago to Colorado Springs in March is currently the most expensive (average of $412). 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

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Alternative routes for Chicago to Colorado Springs

See prices for flight routes from nearby airports that may be better suited for you.
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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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$251Average$343FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$255Average$346FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$273Average$419FlexibilityNo cancel feeOn-time69%

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