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$76+ 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 6/25. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — CHI
May 5 — May 121
Mon 5/5
Mon 5/12
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 April 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$141
(Cheapflightsfares)

One-way from

$76
(United Airlines)

Popular in

March

Cheapest in

September

Average price

$196

Good round-trip deal

$188 or less

Good one-way deal

$103 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. 8% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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.
Thu 7/38:21 pmDEN - ORD
Nonstop2h 38mFrontier
Sat 7/57:00 amORD - DEN
Nonstop2h 53mFrontier
Deal found 4/28$129
This Southwest deal was found by Cheapflights users on 4/28. 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 6/119:30 pmDEN - MDW
Nonstop2h 25mSouthwest
Wed 7/165:15 amMDW - DEN
Nonstop2h 35mSouthwest
Deal found 4/28$151
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/208:15 amDEN - MDW
Nonstop2h 25mFrontier
Mon 6/2312:35 pmMDW - DEN
Nonstop2h 48mFrontier
Deal found 4/29$152
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/45:32 pmDEN - ORD
Nonstop2h 50mAmerican Airlines
Sun 9/76:48 amORD - DEN
Nonstop2h 34mAmerican Airlines
Deal found 4/29$160
This Southwest deal was found by Cheapflights users on 4/28. 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 5/247:30 pmDEN - ORD
Nonstop2h 35mSouthwest
Sun 5/2512:40 pmORD - DEN
Nonstop2h 45mSouthwest
Deal found 4/28$165
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1110:14 amDEN - ORD
1 stop7h 57mMultiple Airlines
Fri 8/155:40 amORD - DEN
Nonstop2h 50mMultiple Airlines
Deal found 4/29$168
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Fri 9/1912:08 pmASE - ORD
Nonstop2h 58mAmerican Airlines
Sun 9/2110:59 amORD - ASE
Nonstop3h 11mAmerican Airlines
Deal found 4/28$211
This Delta deal was found by Cheapflights users on 4/29. 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.
Thu 6/1212:59 amDEN - ORD
1 stop6h 40mDelta
Fri 6/205:15 pmORD - DEN
1 stop6h 43mDelta
Deal found 4/29$217
This Delta deal was found by Cheapflights users on 4/29. 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.
Thu 6/126:20 amDEN - MDW
1 stop5h 09mDelta
Tue 6/177:21 pmMDW - DEN
1 stop5h 01mDelta
Deal found 4/29$217
This United Airlines deal was found by Cheapflights users on 4/28. 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 6/48:50 pmDEN - ORD
Nonstop2h 35mUnited Airlines
Mon 6/99:40 pmORD - DEN
Nonstop2h 50mUnited Airlines
Deal found 4/28$220
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Fri 9/1912:25 pmASE - ORD
Nonstop3h 03mUnited Airlines
Sun 9/215:00 amORD - ASE
1 stop6h 50mUnited Airlines
Deal found 4/28$221
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/285:20 pmCOS - ORD
1 stop4h 21mUnited Airlines
Wed 6/49:15 amORD - COS
Nonstop2h 53mUnited Airlines
Deal found 4/29$237

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 April 30, 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 - ORD

DENORD

Denver Intl

Tue 7/1

8:05 pm-11:43 pm

Nonstop2h 38m

Chicago O'Hare Intl

Wed 7/2

7:00 am-8:49 am

Nonstop2h 49m

$141

DenverChicago

DEN - ORD

DENORD

Denver Intl

Tue 5/27

7:30 pm-11:05 pm

Nonstop2h 35m

Chicago O'Hare Intl

Tue 6/3

7:00 am-8:40 am

Nonstop2h 40m

$151

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 6/11

9:30 pm-12:55 am

Nonstop2h 25m

Chicago Midway

Wed 7/16

5:15 am-6:50 am

Nonstop2h 35m

$151

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 6/20

8:15 am-11:40 am

Nonstop2h 25m

Chicago Midway

Mon 6/23

12:35 pm-2:23 pm

Nonstop2h 48m

$152

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 9/4

5:32 pm-9:22 pm

Nonstop2h 50m

Chicago O'Hare Intl

Sun 9/7

6:48 am-8:22 am

Nonstop2h 34m

$160

DenverChicago

DEN - ORD

DENORD

Denver Intl

Sun 6/29

6:15 am-7:17 pm

1 stop12h 02m

Chicago O'Hare Intl

Wed 7/9

7:00 am-8:53 am

Nonstop2h 53m

$168

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 5/21

8:57 pm-12:29 am

Nonstop2h 32m

Chicago O'Hare Intl

Sat 5/24

1:15 pm-2:57 pm

Nonstop2h 42m

$211

AspenChicago

ASE - ORD

ASEORD

Aspen Pitkin County

Fri 9/19

12:08 pm-4:06 pm

Nonstop2h 58m

Chicago O'Hare Intl

Sun 9/21

10:59 am-1:10 pm

Nonstop3h 11m

$211

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 6/12

12:59 am-8:39 am

1 stop6h 40m

Chicago O'Hare Intl

Fri 6/20

5:59 pm-12:21 am

1 stop7h 22m

$217

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 6/12

9:21 am-5:40 pm

1 stop7h 19m

Chicago Midway

Thu 6/19

6:47 pm-12:21 am

1 stop6h 34m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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 $321). 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 April 30, 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 April 30, 2025.

The most flights from USCO to CHI are scheduled on a Tuesday (61 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (18 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 April 30, 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
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,961 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,295 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,936 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,922 reviews
Alaska Airlines
8.0
Very good
9,961 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 $76 on United Airlines. Other airlines that offer cheap prices include Southwest from $76 and Frontier from $79 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 (90%), Royal Jordanian (88%) or Cathay Pacific (87%) 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 $79. On average you can expect to pay $1,158. The most popular route, (Denver Intl - Chicago O'Hare Intl), can usually be booked for $116.

  • 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 $321). 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
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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$54Average$139FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$150Average$394FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$154Average$458FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$155Average$292FlexibilityNo cancel feeOn-time63%

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