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Colorado Springs

$79+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — COS
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 20 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 September 17, 2025.

Round-trip from

$157
(American Airlines)

One-way from

$79
(United Airlines)

Popular in

December

Cheapest in

November

Average price

$349

Good round-trip deal

$239 or less

Good one-way deal

$135 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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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 17, 2025.

This Southwest deal was found by Cheapflights users on 9/17. 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 10/285:25 pmORD - COS
1 stop6h 35mSouthwest
Thu 10/305:35 amCOS - ORD
1 stop7h 25mSouthwest
Deal found 9/17$177
This Southwest deal was found by Cheapflights users on 9/17. 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 10/283:25 pmMDW - COS
1 stop6h 45mSouthwest
Thu 10/3012:35 pmCOS - MDW
1 stop6h 00mSouthwest
Deal found 9/17$177
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/212:17 pmORD - COS
1 stop6h 23mUnited Airlines
Sat 10/256:00 amCOS - ORD
Nonstop2h 41mUnited Airlines
Deal found 9/16$189
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 12/610:06 amORD - COS
Nonstop3h 02mAmerican Airlines
Wed 12/1012:36 pmCOS - ORD
Nonstop2h 45mAmerican Airlines
Deal found 9/15$192
This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 12/52:15 pmORD - COS
1 stop6h 10mSouthwest
Wed 12/105:15 amCOS - ORD
1 stop6h 45mSouthwest
Deal found 9/15$199
This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 10/312:30 pmMDW - COS
1 stop6h 45mSouthwest
Mon 11/312:15 pmCOS - MDW
1 stop7h 40mSouthwest
Deal found 9/15$199
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 10/97:51 pmORD - COS
Nonstop2h 50mUnited Airlines
Tue 10/141:54 pmCOS - ORD
1 stop5h 31mUnited Airlines
Deal found 9/15$201
This Southwest deal was found by Cheapflights users on 9/16. 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 11/55:00 amMDW - COS
1 stop7h 15mSouthwest
Mon 11/103:10 pmCOS - MDW
Nonstop2h 20mSouthwest
Deal found 9/16$202
This Southwest deal was found by Cheapflights users on 9/16. 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 10/145:45 amMDW - COS
2 stops8h 20mSouthwest
Fri 10/176:15 pmCOS - MDW
1 stop4h 15mSouthwest
Deal found 9/16$204
This Southwest deal was found by Cheapflights users on 9/17. 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 10/294:00 pmMDW - COS
Nonstop2h 35mSouthwest
Fri 10/318:15 amCOS - MDW
Nonstop2h 25mSouthwest
Deal found 9/17$209
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Fri 10/107:51 pmORD - COS
Nonstop2h 50mUnited Airlines
Fri 10/176:20 pmCOS - ORD
1 stop4h 39mUnited Airlines
Deal found 9/16$211
This Southwest deal was found by Cheapflights users on 9/16. 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 10/75:25 pmORD - COS
1 stop6h 35mSouthwest
Sat 10/113:50 pmCOS - ORD
1 stop6h 15mSouthwest
Deal found 9/16$212

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 September 17, 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

Tue 10/28

5:25 pm-11:00 pm

1 stop6h 35m

Colorado Springs

Thu 10/30

5:35 am-2:00 pm

1 stop7h 25m

$177

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Tue 10/28

3:25 pm-9:10 pm

1 stop6h 45m

Colorado Springs

Thu 10/30

12:35 pm-7:35 pm

1 stop6h 00m

$177

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Tue 10/14

7:51 pm-9:41 pm

Nonstop2h 50m

Colorado Springs

Fri 10/17

6:20 pm-11:59 pm

1 stop4h 39m

$189

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Tue 10/28

9:40 am-11:34 am

Nonstop2h 54m

Colorado Springs

Thu 10/30

12:05 pm-3:49 pm

Nonstop2h 44m

$192

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Fri 10/31

2:30 pm-8:15 pm

1 stop6h 45m

Colorado Springs

Mon 11/3

12:15 pm-8:55 pm

1 stop7h 40m

$199

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Fri 12/5

2:15 pm-9:30 pm

2 stops8h 15m

Colorado Springs

Wed 12/10

5:15 am-1:00 pm

1 stop6h 45m

$204

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Tue 10/14

5:45 am-1:05 pm

2 stops8h 20m

Colorado Springs

Fri 10/17

6:15 pm-11:30 pm

1 stop4h 15m

$204

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Wed 10/29

6:00 am-12:11 pm

1 stop7h 11m

Colorado Springs

Fri 10/31

1:16 pm-10:14 pm

1 stop7h 58m

$219

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Sat 12/6

9:59 am-5:19 pm

2 stops8h 20m

Colorado Springs

Wed 12/10

1:42 pm-11:32 pm

1 stop8h 50m

$222

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Fri 11/14

6:25 pm-11:10 pm

2 stops5h 45m

Colorado Springs

Sat 11/15

5:00 am-3:20 pm

2 stops9h 20m

$231

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 32 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 September 12, 2025.

The best time to book flights from Chicago to Colorado Springs is 20 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 September 17, 2025.

It’s optimal to fly from Chicago to Colorado Springs at noon. By choosing this option you can save up to 35% 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 September 17, 2025.

The most flights from CHI to COS are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

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 September 17, 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
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

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
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

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
4,242 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

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.

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

    A quick flight from Chicago to Colorado Springs can take about 2h 50m. Southwest provides one of the quickest options available for as low as $189. 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 $244. Other airlines that can offer you cheap pricing are Southwest, from $248, and United Airlines, from $271. American Airlines is 32% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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 (74%), American Airlines (66%) or SkyWest Airlines (63%) 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 $136. On average you can expect to pay $275. The most popular route, (Chicago O'Hare Intl - Colorado Springs), can usually be booked for $157.

  • 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$244Average$353FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$248Average$346FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$271Average$417FlexibilityNo cancel feeOn-time69%

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