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Colorado Springs

$111+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — COS
Apr 21 — Apr 281
Tue 4/21
Tue 4/28
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Colorado Springs are usually found in April or November, booked 48 days in advance, depart on a Saturday or Wednesday and return on a Wednesday

Cheap 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 March 22, 2026.

This United Airlines deal was found by Cheapflights users on 3/18. 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 4/158:50 am
ORD
-
COS
Nonstop3h 07m
United Airlines
Wed 4/221:33 pm
COS
-
ORD
1 stop6h 47m
United Airlines
Deal found 3/18$211
This Delta deal was found by Cheapflights users on 3/20. 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.
Tue 4/142:09 pm
ORD
-
COS
1 stop9h 04m
Delta
Tue 4/216:15 am
COS
-
ORD
1 stop5h 59m
Delta
Deal found 3/20$221
This Southwest deal was found by Cheapflights users on 3/20. 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 5/124:00 pm
MDW
-
COS
1 stop5h 15m
Southwest
Tue 5/192:30 pm
COS
-
MDW
1 stop6h 15m
Southwest
Deal found 3/20$221
This Southwest deal was found by Cheapflights users on 3/18. 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 4/1511:55 am
ORD
-
COS
2 stops10h 25m
Southwest
Wed 4/229:10 am
COS
-
ORD
1 stop8h 40m
Southwest
Deal found 3/18$226
This Southwest deal was found by Cheapflights users on 3/20. 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 5/127:25 am
MDW
-
COS
2 stops7h 25m
Southwest
Tue 5/126:50 pm
COS
-
MDW
1 stop9h 35m
Southwest
Deal found 3/20$226
This Delta deal was found by Cheapflights users on 3/20. 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.
Sat 4/115:00 pm
ORD
-
COS
1 stop6h 05m
Delta
Wed 4/151:14 pm
COS
-
ORD
1 stop6h 02m
Delta
Deal found 3/20$231
This Southwest deal was found by Cheapflights users on 3/18. 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 4/152:10 pm
MDW
-
COS
2 stops8h 10m
Southwest
Wed 4/2212:40 pm
COS
-
MDW
2 stops8h 05m
Southwest
Deal found 3/18$231
This United Airlines deal was found by Cheapflights users on 3/19. 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.
Tue 6/25:00 am
ORD
-
COS
1 stop4h 41m
United Airlines
Tue 6/912:16 pm
COS
-
ORD
Nonstop2h 46m
United Airlines
Deal found 3/19$232
This Southwest deal was found by Cheapflights users on 3/20. 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 4/147:45 am
ORD
-
COS
1 stop9h 25m
Southwest
Sat 4/189:50 am
COS
-
ORD
2 stops12h 35m
Southwest
Deal found 3/20$236
This Southwest deal was found by Cheapflights users on 3/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/152:10 pm
MDW
-
COS
2 stops8h 10m
Southwest
Thu 4/164:05 pm
COS
-
MDW
1 stop6h 50m
Southwest
Deal found 3/19$236
This Southwest deal was found by Cheapflights users on 3/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:00 am
ORD
-
COS
2 stops9h 40m
Southwest
Tue 5/512:40 pm
COS
-
ORD
2 stops9h 15m
Southwest
Deal found 3/19$241
This Southwest deal was found by Cheapflights users on 3/18. 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 4/166:00 am
MDW
-
COS
1 stop4h 20m
Southwest
Thu 4/235:20 pm
COS
-
MDW
1 stop5h 20m
Southwest
Deal found 3/18$241

Find 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 March 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$211
(United Airlines)

One-way from

$111
(Delta)

Popular in

May

Cheapest in

April

Average price

$360

Good round-trip deal

$305 or less

Good one-way deal

$143 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 ($4 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 March 22, 2026.
Use the filters below to find and compare flights from Chicago to Colorado Springs that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Mon 5/4

5:30 am-10:00 am

1 stop5h 30m

Colorado Springs

Mon 5/11

7:20 pm-5:00 am

1 stop8h 40m

$241

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Sat 5/9

5:30 am-12:48 pm

1 stop8h 18m

Colorado Springs

Tue 5/12

8:15 am-8:14 pm

2 stops10h 59m

$246

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Tue 4/28

8:50 am-10:57 am

Nonstop3h 07m

Colorado Springs

Sat 5/2

11:43 am-3:27 pm

Nonstop2h 44m

$281

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Thu 4/16

4:05 pm-10:15 pm

2 stops7h 10m

Colorado Springs

Thu 4/23

5:00 am-2:55 pm

2 stops8h 55m

$286

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Fri 4/10

6:55 am-1:35 pm

1 stop7h 40m

Colorado Springs

Mon 4/13

4:05 pm-11:55 pm

1 stop6h 50m

$316

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Thu 8/6

1:05 pm-9:22 pm

1 stop9h 17m

Colorado Springs

Tue 8/11

10:57 am-6:05 pm

1 stop6h 08m

$350

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Thu 6/4

9:06 am-11:10 am

Nonstop3h 04m

Colorado Springs

Sun 6/7

5:44 am-9:45 am

Nonstop3h 01m

$366

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Fri 8/28

1:15 pm-9:15 pm

1 stop9h 00m

Colorado Springs

Sun 8/30

1:40 pm-11:57 pm

1 stop9h 17m

$371

ChicagoColorado Springs

ORD - COS

ORDCOS

Chicago O'Hare Intl

Fri 4/17

6:15 pm-10:15 pm

1 stop5h 00m

Colorado Springs

Fri 4/24

6:45 am-3:00 pm

1 stop7h 15m

$371

ChicagoColorado Springs

MDW - COS

MDWCOS

Chicago Midway

Sun 5/31

6:00 am-9:20 am

1 stop4h 20m

Colorado Springs

Thu 6/4

7:55 pm-5:25 am

1 stop8h 30m

$371

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/18

Showing 1-10 of 38 resultsSorted by cheapest first
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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 March.
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.

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 March 13, 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, April is the cheapest month in which you can book a flight from Chicago to Colorado Springs (average of $76). Flying from Chicago to Colorado Springs in February is currently the most expensive (average of $113). 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 March 22, 2026.

It’s optimal to fly from Chicago to Colorado Springs in the afternoon. By choosing this option you can save up to 24% 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 March 22, 2026.

The most flights from CHI to COS are scheduled on a Monday (2 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 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 March 22, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican 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
4,325 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
4,325 reviews
Southwest
8.0
Very good
4,325 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
9,455 reviews
Southwest
8.0
Very good
4,325 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
7.1
Good
11,489 reviews
Southwest
8.0
Very good
4,325 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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 3h 07m. Southwest provides one of the quickest options available for as low as $281. 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 $191. Other airlines that can offer you cheap pricing are United Airlines, from $239, and Southwest, from $241. American Airlines is 44% 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 (77%), SkyWest Airlines (72%) or American Airlines (56%) 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 $115. On average you can expect to pay $249. The most popular route, (Chicago O'Hare Intl - Colorado Springs), can usually be booked for $211.

  • 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, April is the cheapest month in which you can book a flight from Chicago to Colorado Springs (average of $76). Flying from Chicago to Colorado Springs in February is currently the most expensive (average of $113). 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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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 March 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$191Average$313FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$239Average$380FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$241Average$398FlexibilityNo cancel feeOn-time63%

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