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$77+ 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — CHI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$159
(Cheapflightsfares)

One-way from

$77
(Kiwi.com)

Popular in

May

Cheapest in

September

Average price

$213

Good round-trip deal

$191 or less

Good one-way deal

$123 or less
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. 12% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 6/10$159
This Cheapflightsfares deal was found by Cheapflights users on 6/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/57:10 pmDEN - MDW
Nonstop2h 28mFrontier
Sun 9/77:56 pmMDW - DEN
Nonstop2h 44mFrontier
Deal found 6/12$162
This Southwest deal was found by Cheapflights users on 6/11. 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 8/61:15 pmDEN - ORD
Nonstop2h 30mSouthwest
Tue 8/123:10 pmORD - DEN
1 stop8h 25mSouthwest
Deal found 6/11$167
This Southwest deal was found by Cheapflights users on 6/9. 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 8/55:50 amDEN - MDW
Nonstop2h 20mSouthwest
Tue 8/122:45 pmMDW - DEN
1 stop4h 15mSouthwest
Deal found 6/9$167
This American Airlines deal was found by Cheapflights users on 6/11. 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 8/25:36 pmDEN - ORD
Nonstop2h 45mAmerican Airlines
Tue 8/59:50 amORD - DEN
Nonstop2h 41mAmerican Airlines
Deal found 6/11$177
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sun 7/207:50 amDEN - ORD
Nonstop2h 35mUnited Airlines
Tue 7/229:32 pmORD - DEN
Nonstop2h 50mUnited Airlines
Deal found 6/11$189
This Delta deal was found by Cheapflights users on 6/12. 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.
Tue 8/512:55 amDEN - ORD
1 stop5h 54mDelta
Mon 8/115:30 pmORD - DEN
1 stop7h 45mDelta
Deal found 6/12$217
This Delta deal was found by Cheapflights users on 6/10. 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.
Wed 8/66:35 amDEN - MDW
1 stop5h 31mDelta
Mon 8/117:17 pmMDW - DEN
1 stop4h 50mDelta
Deal found 6/10$217
This United Airlines deal was found by Cheapflights users on 6/11. 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 7/26:07 pmDRO - ORD
1 stop5h 23mUnited Airlines
Wed 7/92:35 pmORD - DRO
1 stop7h 04mUnited Airlines
Deal found 6/11$238
This American Airlines deal was found by Cheapflights users on 6/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1612:14 pmGJT - ORD
1 stop7h 44mAmerican Airlines
Wed 7/235:00 amORD - GJT
1 stop7h 41mAmerican Airlines
Deal found 6/12$249
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/162:37 pmMTJ - ORD
1 stop8h 09mAmerican Airlines
Wed 7/235:00 amORD - MTJ
1 stop5h 57mAmerican Airlines
Deal found 6/11$249
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Tue 7/110:27 amEGE - ORD
1 stop7h 08mAmerican Airlines
Fri 7/48:05 amORD - EGE
1 stop7h 11mAmerican Airlines
Deal found 6/10$249

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 June 12, 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

Thu 8/28

5:32 pm-9:18 pm

Nonstop2h 46m

Chicago O'Hare Intl

Mon 9/1

11:50 am-1:25 pm

Nonstop2h 35m

$158

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 7/3

8:21 pm-11:59 pm

Nonstop2h 38m

Chicago O'Hare Intl

Sat 7/5

7:00 am-8:53 am

Nonstop2h 53m

$159

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 9/5

7:10 pm-10:38 pm

Nonstop2h 28m

Chicago Midway

Sun 9/7

7:56 pm-9:40 pm

Nonstop2h 44m

$162

DenverChicago

DEN - ORD

DENORD

Denver Intl

Mon 8/11

5:00 am-1:05 pm

1 stop7h 05m

Chicago O'Hare Intl

Wed 8/13

7:00 am-8:40 am

Nonstop2h 40m

$167

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Tue 8/5

5:50 am-9:10 am

Nonstop2h 20m

Chicago Midway

Tue 8/12

2:45 pm-6:00 pm

1 stop4h 15m

$167

DenverChicago

DEN - ORD

DENORD

Denver Intl

Tue 7/8

6:35 am-3:03 pm

1 stop7h 28m

Chicago O'Hare Intl

Tue 7/15

5:20 pm-11:06 pm

1 stop6h 46m

$217

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 8/6

12:55 am-8:44 am

1 stop6h 49m

Chicago Midway

Mon 8/11

7:17 pm-11:07 pm

1 stop4h 50m

$217

DurangoChicago

DRO - ORD

DROORD

Durango La Plata County

Wed 7/2

6:07 pm-12:30 am

1 stop5h 23m

Chicago O'Hare Intl

Wed 7/9

2:35 pm-8:39 pm

1 stop7h 04m

$238

Grand JunctionChicago

GJT - ORD

GJTORD

Grand Junction Regnl

Wed 7/16

12:14 pm-8:58 pm

1 stop7h 44m

Chicago O'Hare Intl

Wed 7/23

5:00 am-11:41 am

1 stop7h 41m

$249

MontroseChicago

MTJ - ORD

MTJORD

Montrose County

Wed 7/16

2:37 pm-11:46 pm

1 stop8h 09m

Chicago O'Hare Intl

Wed 7/23

5:00 am-9:57 am

1 stop5h 57m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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 June 12, 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 June 12, 2025.

The most flights from USCO to CHI are scheduled on a Monday (81 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (50 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 June 12, 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
10,000 reviews

Food

7.1

Entertainment

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

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
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

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
7,946 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

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
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Allegiant Air
7.3
Good
725 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Entertainment

7.1

Boarding

8.1

Overall

8.0

Comfort

7.8

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 $77 on Frontier. Other airlines that offer cheap prices include American Airlines from $78 and Southwest 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 Turkish Airlines (98%), Copa Airlines (98%) or Cathay Pacific (93%) 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 $84. On average you can expect to pay $2,328. The most popular route, (Denver Intl - Chicago O'Hare Intl), can usually be booked for $136.

  • 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
Lansing
Benton Harbor
Porter
Hammond
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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$54Average$151FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$149Average$403FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$155Average$293FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$156Average$453FlexibilityNo cancel feeOn-time69%

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