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Colorado Springs

$125+ 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 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — COS
feb. 14 — feb. 211
sáb. 2/14
sáb. 2/21
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Colorado Springs are usually found in January or April, booked 48 days in advance, depart on a Wednesday 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 enero 15, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$229
(American Airlines)

One-way from

$125
(Delta)

Popular in

May

Cheapest in

January

Average price

$270

Good round-trip deal

$279 or less

Good one-way deal

$165 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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Highest demand for flights based on searches. 9% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 enero 15, 2026.

This American Airlines deal was found by Cheapflights users on 1/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/159:50 am
ORD
-
COS
Nonstop3h 01m
American Airlines
sáb. 4/1812:21 pm
COS
-
ORD
Nonstop2h 45m
American Airlines
Deal found 1/14$229
This United Airlines deal was found by Cheapflights users on 1/14. 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.
sáb. 2/78:50 am
ORD
-
COS
Nonstop3h 12m
United Airlines
mar. 2/101:25 pm
COS
-
ORD
1 stop6h 50m
United Airlines
Deal found 1/14$239
This United Airlines deal was found by Cheapflights users on 1/13. 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.
mar. 8/49:20 am
ORD
-
COS
Nonstop2h 58m
United Airlines
mar. 8/111:00 pm
COS
-
ORD
Nonstop2h 34m
United Airlines
Deal found 1/13$248
This Delta deal was found by Cheapflights users on 1/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/255:25 am
ORD
-
COS
1 stop8h 00m
Delta
vie. 2/277:55 am
COS
-
ORD
1 stop8h 47m
Delta
Deal found 1/14$249
This Southwest deal was found by Cheapflights users on 1/15. 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.
mar. 2/175:20 am
MDW
-
COS
1 stop5h 35m
Southwest
mié. 2/186:40 am
COS
-
MDW
1 stop5h 30m
Southwest
Deal found 1/15$249
This United Airlines deal was found by Cheapflights users on 1/14. 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.
mar. 3/108:50 am
ORD
-
COS
Nonstop3h 10m
United Airlines
lun. 3/165:15 pm
COS
-
ORD
1 stop5h 38m
United Airlines
Deal found 1/14$251
This Delta deal was found by Cheapflights users on 1/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 2/77:05 am
ORD
-
COS
1 stop6h 18m
Delta
mar. 2/107:59 am
COS
-
ORD
2 stops12h 06m
Delta
Deal found 1/14$254
This Southwest deal was found by Cheapflights users on 1/13. 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.
mié. 2/2512:15 pm
MDW
-
COS
1 stop8h 05m
Southwest
dom. 3/111:00 am
COS
-
MDW
1 stop12h 35m
Southwest
Deal found 1/13$255
This Delta deal was found by Cheapflights users on 1/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/35:25 am
ORD
-
COS
1 stop8h 00m
Delta
vie. 3/67:55 am
COS
-
ORD
1 stop8h 47m
Delta
Deal found 1/12$259
This United Airlines deal was found by Cheapflights users on 1/14. 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.
jue. 3/127:00 am
ORD
-
COS
1 stop5h 01m
United Airlines
lun. 3/165:15 pm
COS
-
ORD
1 stop5h 38m
United Airlines
Deal found 1/14$262
This Delta deal was found by Cheapflights users on 1/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/151:26 pm
ORD
-
COS
2 stops7h 53m
Delta
sáb. 4/186:20 am
COS
-
ORD
1 stop6h 03m
Delta
Deal found 1/13$264
This Southwest deal was found by Cheapflights users on 1/14. 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.
mié. 4/1512:15 pm
MDW
-
COS
1 stop6h 50m
Southwest
sáb. 4/181:10 pm
COS
-
MDW
1 stop7h 10m
Southwest
Deal found 1/14$265

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 enero 15, 2026.
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

mié. 4/15

7:00 am-11:05 am

1 stop5h 05m

Colorado Springs

sáb. 4/18

5:13 pm-10:58 pm

1 stop4h 45m

$249

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

sáb. 2/28

5:15 pm-10:21 pm

1 stop6h 06m

Colorado Springs

sáb. 3/7

12:00 pm-9:52 pm

1 stop8h 52m

$249

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

mar. 2/17

5:20 am-9:55 am

1 stop5h 35m

Colorado Springs

mié. 2/18

6:40 am-1:10 pm

1 stop5h 30m

$249

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

jue. 2/26

5:15 am-9:30 am

1 stop5h 15m

Colorado Springs

lun. 3/2

4:20 pm-10:25 pm

1 stop5h 05m

$249

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

sáb. 2/7

7:05 am-12:23 pm

1 stop6h 18m

Colorado Springs

mar. 2/10

7:59 am-9:05 pm

2 stops12h 06m

$254

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

mié. 2/25

8:10 am-3:55 pm

2 stops8h 45m

Colorado Springs

lun. 3/2

4:20 pm-10:25 pm

1 stop5h 05m

$254

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

mié. 2/25

12:15 pm-7:20 pm

1 stop8h 05m

Colorado Springs

dom. 3/1

11:00 am-12:35 am

1 stop12h 35m

$255

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

mar. 3/3

5:25 am-12:25 pm

1 stop8h 00m

Colorado Springs

vie. 3/6

7:55 am-5:42 pm

1 stop8h 47m

$259

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

mié. 4/15

1:26 pm-8:19 pm

2 stops7h 53m

Colorado Springs

sáb. 4/18

6:20 am-1:23 pm

1 stop6h 03m

$264

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

mar. 2/10

5:30 am-12:23 pm

1 stop7h 53m

Colorado Springs

jue. 2/12

12:00 pm-9:52 pm

1 stop8h 52m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Showing 1-10 of 38 results
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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 January.
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 January 9, 2026.

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 enero 15, 2026.

It’s optimal to fly from Chicago to Colorado Springs at noon. By choosing this option you can save up to 28% 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 enero 15, 2026.

The most flights from CHI to COS are scheduled on a Monday (2 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 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 enero 15, 2026.
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
4,258 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,258 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,163 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,129 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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.

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

    A quick flight from Chicago to Colorado Springs can take about 5h 05m. United Airlines provides one of the quickest options available for as low as $249. 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 $250. American Airlines is 52% 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 $71. Southwest flights start at $113 while deals on United Airlines start at $113 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 (63%), SkyWest Airlines (62%) or American Airlines (60%) 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 $56. On average you can expect to pay $371. The most popular route, (Chicago O'Hare Intl - Colorado Springs), can usually be booked for $239.

  • 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

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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 enero 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$163Average$347FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$241Average$331FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$250Average$390FlexibilityNo cancel feeOn-time69%

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