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$58+ Cheap flights from Colorado 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — CHI
Apr 5 — Apr 121
Sat 4/5
Sat 4/12
1 adult, Economy
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Cheap flight deals from Colorado to Chicago

Keep the following information in mind while searching for Colorado to Chicago flight deals. Data was last updated March 31, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$95
(CheapOair)

One-way from

$58
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$219

Good round-trip deal

$153 or less

Good one-way deal

$86 or less
Provider with most accurate pricing for Denver Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Denver Intl-Chicago (CHI) flights.
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From Colorado to Chicago (CHI)
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One-way flight from Colorado to Chicago (CHI)
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Highest demand for flights based on searches. 5% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in March 2025
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Price to beat on a round-trip flight from Colorado to Chicago (CHI).
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Price to beat on a one-way flight from Colorado to Chicago (CHI).
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Find flight deals from Colorado to Chicago

Cheapest flights from Colorado to Chicago
Explore the most affordable flight options available from Colorado to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 31, 2025.

This CheapOair deal was found by Cheapflights users on 3/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/198:55 pmDEN - MDW
Nonstop2h 26mFrontier
Tue 4/226:45 amMDW - DEN
Nonstop2h 50mFrontier
Deal found 3/31$95
This Cheapflightsfares deal was found by Cheapflights users on 3/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/28:11 pmDEN - ORD
Nonstop2h 30mFrontier
Mon 5/55:21 pmORD - DEN
Nonstop3h 02mFrontier
Deal found 3/30$97
This American Airlines deal was found by Cheapflights users on 3/30. 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 4/302:00 pmDEN - ORD
Nonstop2h 33mAmerican Airlines
Wed 4/308:39 pmORD - DEN
Nonstop3h 00mAmerican Airlines
Deal found 3/30$154
This Southwest deal was found by Cheapflights users on 3/30. 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 6/115:30 amDEN - MDW
Nonstop2h 25mSouthwest
Tue 6/179:10 amMDW - DEN
Nonstop2h 40mSouthwest
Deal found 3/30$159
This United Airlines deal was found by Cheapflights users on 3/30. 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 4/249:05 pmDEN - ORD
Nonstop2h 30mUnited Airlines
Mon 4/287:10 amORD - DEN
Nonstop2h 54mUnited Airlines
Deal found 3/30$169
This Southwest deal was found by Cheapflights users on 3/30. 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 5/111:35 pmDEN - ORD
1 stop11h 15mSouthwest
Mon 5/57:00 amORD - DEN
Nonstop2h 40mSouthwest
Deal found 3/30$185
This CheapOair deal was found by Cheapflights users on 3/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/86:30 pmDEN - ORD
1 stop23h 39mMultiple Airlines
Sun 5/115:21 pmORD - DEN
Nonstop3h 02mMultiple Airlines
Deal found 3/30$202
This Delta deal was found by Cheapflights users on 3/29. 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.
Fri 5/212:55 amDEN - ORD
1 stop7h 29mDelta
Fri 5/98:12 pmORD - DEN
1 stop5h 00mDelta
Deal found 3/29$217
This Delta deal was found by Cheapflights users on 3/30. 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.
Thu 5/16:20 amDEN - MDW
1 stop5h 15mDelta
Mon 5/57:00 pmMDW - DEN
1 stop5h 09mDelta
Deal found 3/30$217
This Sun Country Air deal was found by Cheapflights users on 3/30. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/115:43 pmDEN - ORD
1 stop16h 17mSun Country Air
Sun 9/148:12 pmORD - DEN
1 stop20h 31mSun Country Air
Deal found 3/30$235
This Southwest deal was found by Cheapflights users on 3/31. 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.
Mon 4/285:05 pmCOS - MDW
1 stop6h 00mSouthwest
Thu 5/112:05 pmMDW - COS
Nonstop2h 30mSouthwest
Deal found 3/31$265
This American Airlines deal was found by Cheapflights users on 3/31. 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 8/912:01 pmCOS - ORD
Nonstop2h 46mAmerican Airlines
Wed 8/209:45 amORD - COS
Nonstop2h 44mAmerican Airlines
Deal found 3/31$269

Cheapflights Fare Finder

Customize your flight search to find flights from Colorado 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 2,558,603 searches. Data last updated March 31, 2025.
Use the filters below to find and compare flights from Colorado to Chicago that are best for you.

Fly from

Colorado

Fly to

Chicago

Route

Depart

Return

Price

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Sat 4/19

8:55 pm-12:21 am

Nonstop2h 26m

Chicago Midway

Tue 4/22

6:45 am-8:35 am

Nonstop2h 50m

$95

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 5/2

8:11 pm-11:41 pm

Nonstop2h 30m

Chicago O'Hare Intl

Mon 5/5

5:21 pm-7:23 pm

Nonstop3h 02m

$97

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 4/30

2:00 pm-5:33 pm

Nonstop2h 33m

Chicago O'Hare Intl

Wed 4/30

8:39 pm-10:39 pm

Nonstop3h 00m

$154

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 6/11

5:30 am-8:55 am

Nonstop2h 25m

Chicago Midway

Wed 6/18

9:25 pm-11:10 pm

Nonstop2h 45m

$159

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 4/24

9:05 pm-12:35 am

Nonstop2h 30m

Chicago O'Hare Intl

Mon 4/28

7:10 am-9:04 am

Nonstop2h 54m

$169

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 5/1

11:35 pm-11:50 am

1 stop11h 15m

Chicago O'Hare Intl

Mon 5/5

7:00 am-8:40 am

Nonstop2h 40m

$185

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 5/8

6:30 pm-7:09 pm

1 stop23h 39m

Chicago O'Hare Intl

Sun 5/11

5:21 pm-7:23 pm

Nonstop3h 02m

$202

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 5/2

12:55 am-9:24 am

1 stop7h 29m

Chicago O'Hare Intl

Fri 5/9

8:12 pm-12:12 am

1 stop5h 00m

$217

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 5/1

6:20 am-12:35 pm

1 stop5h 15m

Chicago Midway

Mon 5/5

7:00 pm-11:09 pm

1 stop5h 09m

$217

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 9/11

5:43 pm-11:00 am

1 stop16h 17m

Chicago O'Hare Intl

Sun 9/14

8:12 pm-3:43 pm

1 stop20h 31m

$235

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 60 results
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Best time to book a flight from Colorado to Chicago

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

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

Currently, August is the cheapest month in which you can book a flight from Colorado to Chicago (average of $245). Flying from Colorado to Chicago in March is currently the most expensive (average of $323). 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 CO to CHI?

Find hourly flight availability from Colorado 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 March 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Colorado to Chicago as you normally would.

Weekly flight availability from Colorado to Chicago

Explore weekly flight availability from Colorado 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 March 31, 2025.

The most flights from USCO to CHI are scheduled on a Sunday (63 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (27 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 March 31, 2025.
Read through reviews of airlines operating flights from Colorado to Chicago, such as Alaska Airlines, Southwest and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,818 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,818 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,275 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,899 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,614 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Allegiant Air
7.3
Good
731 reviews
Alaska Airlines
8.0
Very good
9,818 reviews

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Colorado to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    One-way options have recently been found by users for as low as $58 on Frontier. Other airlines that offer cheap prices include Southwest from $76 and United Airlines from $80 one-way.

  • What are the most popular routes from Colorado to Chicago?

    The most popular route from Colorado to Chicago is Denver Intl - Chicago O'Hare Intl. You may also consider Denver Intl - Chicago Midway or Colorado Springs - Chicago O'Hare Intl.

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

    Consider Copa Airlines (93%), Turkish Airlines (90%) or Qatar Airways (90%) when booking your flight. These represent the most reliable airlines when flying from Colorado to Chicago.

  • What are the cheapest flights from Colorado to Chicago?

    The cheapest flight price from Colorado to Chicago is $69. On average you can expect to pay $2,589. The most popular route, (Denver Intl - Chicago O'Hare Intl), can usually be booked for $138.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Colorado 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 to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Colorado to Chicago (average of $245). Flying from Colorado to Chicago in March is currently the most expensive (average of $323). 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?

Book flights to Colorado if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Colorado to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Colorado to Chicago

Discover the top 4 airlines that operate flights from Colorado 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 2,558,603 searches. Data last updated March 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$44Average$133FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$145Average$388FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$147Average$463FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$155Average$299FlexibilityNo cancel feeOn-time63%
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