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$128+ 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 3/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — COS
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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The best prices from Chicago to Colorado Springs are usually found in November or January, booked 46 days in advance, depart on a Monday or Saturday 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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$255
(Mytrip)

One-way from

$128
(Southwest)

Popular in

December

Cheapest in

November

Average price

$331

Good round-trip deal

$295 or less

Good one-way deal

$155 or less
Provider with most accurate pricing for Chicago (CHI)-Colorado Springs flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Colorado Springs flights.
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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, 5% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/28:09 amORD - COS
2 stops34h 27mMultiple Airlines
Sun 4/66:21 pmCOS - ORD
2 stops35h 21mMultiple Airlines
Deal found 2/20$255
This Southwest deal was found by Cheapflights users on 2/20. 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 4/22:00 pmMDW - COS
Nonstop2h 35mSouthwest
Wed 4/91:50 pmCOS - MDW
Nonstop2h 20mSouthwest
Deal found 2/20$255
This United Airlines deal was found by Cheapflights users on 2/19. 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 4/94:10 pmORD - COS
1 stop5h 33mUnited Airlines
Tue 4/1512:55 pmCOS - ORD
Nonstop2h 48mUnited Airlines
Deal found 2/19$265
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Mon 4/145:00 amORD - COS
1 stop5h 52mAmerican Airlines
Wed 4/1612:41 pmCOS - ORD
1 stop5h 41mAmerican Airlines
Deal found 2/19$275
This Southwest deal was found by Cheapflights users on 2/20. 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 3/111:30 pmORD - COS
2 stops9h 55mSouthwest
Mon 3/176:50 amCOS - ORD
1 stop7h 30mSouthwest
Deal found 2/20$280
This Delta deal was found by Cheapflights users on 2/19. 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 4/99:52 amMDW - COS
1 stop9h 01mDelta
Tue 4/158:05 amCOS - MDW
2 stops8h 14mDelta
Deal found 2/19$280
This Delta deal was found by Cheapflights users on 2/20. 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 4/1612:15 pmORD - COS
2 stops8h 07mDelta
Fri 4/186:00 amCOS - ORD
2 stops11h 10mDelta
Deal found 2/20$305

Find flights from Chicago to Colorado Springs within your budget

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 February 20, 2025.

Fly from

Chicago

Fly to

Colorado Springs

Route

Depart

Return

Price

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Wed 4/2

8:09 am-5:36 pm

2 stops34h 27m

Colorado Springs

Sun 4/6

6:21 pm-6:42 am

2 stops35h 21m

$255

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Wed 4/2

2:00 pm-3:35 pm

Nonstop2h 35m

Colorado Springs

Wed 4/9

1:50 pm-5:10 pm

Nonstop2h 20m

$255

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Wed 4/9

4:10 pm-8:43 pm

1 stop5h 33m

Colorado Springs

Tue 4/15

12:55 pm-4:43 pm

Nonstop2h 48m

$265

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Mon 4/14

5:00 am-9:52 am

1 stop5h 52m

Colorado Springs

Wed 4/16

12:41 pm-7:22 pm

1 stop5h 41m

$275

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Wed 4/9

9:52 am-5:53 pm

1 stop9h 01m

Colorado Springs

Tue 4/15

8:05 am-5:19 pm

2 stops8h 14m

$280

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Tue 3/11

1:30 pm-10:25 pm

2 stops9h 55m

Colorado Springs

Mon 3/17

6:50 am-3:20 pm

1 stop7h 30m

$280

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Wed 4/16

12:15 pm-7:22 pm

2 stops8h 07m

Colorado Springs

Fri 4/18

6:00 am-6:10 pm

2 stops11h 10m

$305

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Thu 3/20

10:05 am-11:45 am

Nonstop2h 40m

$128

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Tue 4/22

1:45 pm-7:22 pm

1 stop6h 37m

$138

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Wed 3/19

10:25 am-7:01 pm

2 stops9h 36m

$143

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 14 results
1
2

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Colorado Springs flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.

Travel insights for flights from Chicago to Colorado Springs

Get recent, data-driven insights about flights from Chicago to Colorado Springs including ideal travel times, pricing trends, and more.

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 February 14, 2025.

The best time to book flights from Chicago to Colorado Springs is 46 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 June is currently the most expensive (average of $443). 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 February 20, 2025.

It’s optimal to fly from Chicago to Colorado Springs at noon. By choosing this option you can save up to 31% on the cost of your flight, compared to a flight in the evening.

Rainfall in Colorado Springs by month

Plan your trip to Colorado Springs by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Colorado Springs ranges from 0.3 - 3.3 inches per month. August is typically the wettest month, when rainfall can reach 3.3 in. January is typically the driest time to visit Colorado Springs when rainfall is around 0.3 in.

Temperature in Colorado Springs by month

Plan your trip to Colorado Springs by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Colorado Springs, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 71.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 February 20, 2025.
Read through reviews of airlines operating flights from Chicago to Colorado Springs, such as Southwest, Delta and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

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 is 1 flight 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 $255. Other airlines that can offer you cheap pricing are United Airlines, from $265, and American Airlines, from $275. Southwest is 32% 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 Southwest, which is currently one of the cheapest options available, starting at $128. Delta flights start at $138 while deals on United Airlines start at $163 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 SkyWest Airlines (69%), United Airlines (69%) or Emirates (47%) 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 $190. On average you can expect to pay $341. The most popular route, (Chicago O'Hare Intl - Colorado Springs), can usually be booked for $265.

  • 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 June is currently the most expensive (average of $443). 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.

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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$205Average$321FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$254Average$412FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$270Average$356FlexibilityNo cancel feeOn-time63%
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