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$137+ Cheap flights from Colorado Springs (COS) to Chicago (CHI)

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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
COS — CHI
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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The best prices from Colorado Springs to Chicago are usually found in February or January, booked 34 days in advance, depart on a Wednesday or Saturday and return on a Saturday

Cheap flight deals from Colorado Springs to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Colorado Springs (COS) to Chicago (CHI). 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 November 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

November

Cheapest in

February

Round-trip from

$274
(United Airlines)

One-way from

$137
(Delta)
Provider with most accurate pricing for Colorado Springs-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Colorado Springs-Chicago (CHI) flights.
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High demand for flights, 25% potential price rise
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Best time to find cheap flights, 20% potential price drop
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From Colorado Springs to Chicago (CHI)
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One-way flight from Colorado Springs to Chicago (CHI)
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Find flight deals from Colorado Springs to Chicago

Cheapest flights from Colorado Springs to Chicago
Explore the most affordable flight options available from Colorado Springs to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This United Airlines deal was found by Cheapflights users on 11/19. 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 12/177:15 amCOS - ORD
1 stop4h 57mUnited Airlines
Thu 12/197:10 amORD - COS
1 stop4h 39mUnited Airlines
Deal found 11/19$274
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Wed 12/184:41 pmCOS - ORD
1 stop6h 18mAmerican Airlines
Thu 12/195:00 amORD - COS
1 stop6h 12mAmerican Airlines
Deal found 11/19$311
This Southwest deal was found by Cheapflights users on 11/19. 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 12/712:40 pmCOS - MDW
Nonstop2h 20mSouthwest
Sun 12/810:30 amMDW - COS
Nonstop2h 40mSouthwest
Deal found 11/19$374
This Delta deal was found by Cheapflights users on 11/19. 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.
Sat 12/78:20 amCOS - MDW
2 stops9h 12mDelta
Sun 12/86:00 amMDW - COS
1 stop7h 46mDelta
Deal found 11/19$397
This Delta deal was found by Cheapflights users on 11/19. 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.
Tue 12/178:20 amCOS - ORD
2 stops10h 25mDelta
Wed 12/185:40 amORD - COS
1 stop8h 06mDelta
Deal found 11/19$470
This Southwest deal was found by Cheapflights users on 11/19. 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.
Tue 11/266:05 amCOS - ORD
2 stops7h 55mSouthwest
Wed 12/47:00 amORD - COS
1 stop5h 20mSouthwest
Deal found 11/19$536

Find flights from Colorado Springs to Chicago within your budget

Customize your flight search to find flights from Colorado Springs to Chicago 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 2,629,791 searches. Data last updated November 20, 2024.

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Route

Depart

Return

Price

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 12/17

7:15 am-1:12 pm

1 stop4h 57m

Chicago O'Hare Intl

Thu 12/19

7:10 am-10:49 am

1 stop4h 39m

$274

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Wed 12/18

4:41 pm-11:59 pm

1 stop6h 18m

Chicago O'Hare Intl

Thu 12/19

5:00 am-10:12 am

1 stop6h 12m

$311

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Fri 5/2

2:10 pm-5:30 pm

Nonstop2h 20m

Chicago Midway

Wed 5/7

2:50 pm-4:25 pm

Nonstop2h 35m

$312

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 1/7

8:25 am-4:45 pm

2 stops7h 20m

Chicago O'Hare Intl

Fri 1/10

12:15 pm-8:20 pm

2 stops9h 05m

$335

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Fri 1/10

6:00 am-5:47 pm

2 stops10h 47m

Chicago Midway

Sun 1/12

9:34 am-9:06 pm

2 stops12h 32m

$371

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Fri 1/10

8:05 am-9:58 pm

2 stops12h 53m

Chicago O'Hare Intl

Sun 1/12

6:55 am-7:26 pm

2 stops13h 31m

$371

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Sat 1/18

6:00 am-2:53 pm

1 stop7h 53m

$137

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Tue 12/17

7:15 am-1:12 pm

1 stop4h 57m

$137

Colorado SpringsChicago

COS - MDW

COSMDW

Colorado Springs

Wed 2/19

11:50 am-3:05 pm

Nonstop2h 15m

$142

Colorado SpringsChicago

COS - ORD

COSORD

Colorado Springs

Wed 12/25

2:58 pm-11:56 pm

1 stop7h 58m

$151

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/20

Showing 1-10 of 12 results
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Compare providers for flights from Colorado Springs to Chicago

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 Colorado Springs to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
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 Colorado Springs-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Colorado Springs-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Colorado Springs-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Colorado Springs-Chicago 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 Colorado Springs-Chicago 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 Colorado Springs to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Colorado Springs 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 Colorado Springs to Chicago

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

How far ahead should I book a flight from Colorado Springs to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Colorado Springs to Chicago. Price data was last updated on November 15, 2024.

The price you pay for your flight from Colorado Springs to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 34 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Colorado Springs to Chicago?

Currently, September is the cheapest month in which you can book a flight from Colorado Springs to Chicago (average of $232). Flying from Colorado Springs to Chicago in June is currently the most expensive (average of $308). 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 COS to CHI?

Find hourly flight availability from Colorado Springs to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

A simple way to save on the total cost of your ticket is to fly from Colorado Springs to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 9% on your trip compared to booking a flight in the morning.

Weekly flight availability from Colorado Springs to Chicago

Explore weekly flight availability from Colorado Springs to Chicago. 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 November 20, 2024.

The most flights from COS to CHI 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 (4 on average).

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated November 20, 2024.
See what other customers who have flown with American Airlines, Delta and United Airlines from Colorado Springs to Chicago have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,171 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,014 reviews

Boarding

8.2

Overall

8.1

Crew

8.7

Entertainment

7.7

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Colorado Springs to Chicago. 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 from for flights from Colorado Springs to Chicago?

    For a flight from Colorado Springs to Chicago, you will be flying from Colorado Springs. Colorado Springs (COS) is just 6.7 mi from the center of the city. Colorado Springs is the only Colorado Springs airport and it handles 5 outbound flights to Chicago per day. 3 airlines have flights to Chicago from Colorado Springs on a regular basis.

  • What are the cheapest airlines flying from Colorado Springs to Chicago round-trip?

    Our cheapest airline available from Colorado Springs to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as $274 on this airline. Additional options worth looking into are American Airlines and Southwest, starting at $311 and $312 round-trip. Users have found that United Airlines is 29% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Colorado Springs to Chicago one-way?

    The cheapest airlines for a one-way flight from Colorado Springs to Chicago are Delta ($137), United Airlines ($137), and Southwest ($142).

  • What are the most reliable airlines from Colorado Springs to Chicago?

    Before booking your flight to Chicago from Colorado Springs, check out the most reliable airlines to get you to your destination on time: Emirates (92%), United Airlines (91%), SkyWest Airlines( 89%).

  • What are the cheapest flights from Colorado Springs to Chicago?

    Looking at all options, your cheapest flight can be booked for $152. While the most popular route (Colorado Springs - Chicago O'Hare Intl) can be booked for $281 on average our data indicates $870 when flying from Colorado Springs to Chicago.

  • Can I find deals for flights from Colorado Springs to Chicago that include hotel bookings?

    Yes. In addition to deals on Colorado Springs to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Colorado Springs to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Colorado Springs to Chicago.

  • Can I find deals for business class flights from Colorado Springs to Chicago?

    Yes. Cheapflights offers flight deals from Colorado Springs to Chicago 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 Colorado Springs to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Colorado Springs to Chicago (average of $232). Flying from Colorado Springs to Chicago in June is currently the most expensive (average of $308). 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 Colorado Springs to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Colorado Springs to Chicago

Discover the top 3 airlines that operate flights from Colorado Springs to Chicago. 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$188Average$522FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$192Average$399FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$250Average$396FlexibilityNo cancel feeOn-time69%
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