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$84+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — CHI
Mar 2 — Mar 91
Mon 3/2
Mon 3/9
1 adult, Economy
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Cheap 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 January 31, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:00 am
DEN
-
ORD
1 stop8h 09m
Frontier
Mon 4/132:29 pm
ORD
-
DEN
Nonstop3h 20m
Frontier
Deal found 1/29$120
This Cheapflightsfares deal was found by Cheapflights users on 1/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/129:00 pm
DEN
-
ORD
1 stop15h 20m
Frontier
Thu 2/194:16 pm
ORD
-
DEN
Nonstop3h 07m
Frontier
Deal found 1/29$121
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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 5/146:15 am
DEN
-
ORD
Nonstop2h 35m
Frontier
Mon 5/185:16 pm
ORD
-
DEN
1 stop29h 33m
Frontier
Deal found 1/28$122
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/910:40 pm
DEN
-
ORD
1 stop16h 19m
Frontier
Wed 3/119:28 am
ORD
-
DEN
1 stop14h 36m
Frontier
Deal found 1/31$123
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/611:59 pm
DEN
-
ORD
1 stop10h 17m
Frontier
Mon 3/96:20 pm
ORD
-
DEN
Nonstop3h 04m
Frontier
Deal found 1/31$124
This Frontier deal was found by Cheapflights users on 1/31. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/109:45 am
DEN
-
ORD
Nonstop2h 34m
Frontier
Mon 4/132:29 pm
ORD
-
DEN
Nonstop3h 20m
Frontier
Deal found 1/31$125
This Cheapflightsfares deal was found by Cheapflights users on 1/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:15 am
DEN
-
ORD
Nonstop2h 35m
Frontier
Sun 5/1010:55 am
ORD
-
DEN
Nonstop3h 03m
Frontier
Deal found 1/29$126
This Frontier deal was found by Cheapflights users on 1/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:15 am
DEN
-
ORD
Nonstop2h 35m
Frontier
Sun 5/1010:55 am
ORD
-
DEN
Nonstop3h 03m
Frontier
Deal found 1/29$127
This Frontier deal was found by Cheapflights users on 1/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/208:24 am
DEN
-
ORD
Nonstop2h 34m
Frontier
Mon 2/233:40 pm
ORD
-
DEN
1 stop7h 09m
Frontier
Deal found 1/30$128
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:35 pm
DEN
-
ORD
Nonstop2h 39m
Frontier
Mon 3/96:10 pm
ORD
-
DEN
1 stop6h 45m
Frontier
Deal found 1/31$130
This Frontier deal was found by Cheapflights users on 1/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:15 am
DEN
-
ORD
Nonstop2h 35m
Frontier
Thu 5/74:28 pm
ORD
-
DEN
1 stop7h 35m
Frontier
Deal found 1/29$131
This Kiwi.com deal was found by Cheapflights users on 1/29. 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.
Sat 2/288:54 am
DEN
-
ORD
1 stop6h 59m
Frontier
Wed 3/119:28 am
ORD
-
DEN
1 stop14h 36m
Frontier
Deal found 1/29$132

Find flight deals from Colorado to Chicago

Keep the following information in mind while searching for Colorado to Chicago flight deals. Data was last updated January 31, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$120
(Cheapflightsfares)

One-way from

$84
(Cheapflightsfares)

Popular in

November

Cheapest in

August

Average price

$214

Good round-trip deal

$228 or less

Good one-way deal

$132 or less
Provider with most accurate pricing for Denver Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Denver Intl-Chicago (CHI) flights.
Search Deals
From Colorado to Chicago (CHI)
Search Deals
One-way flight from Colorado to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Colorado to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Colorado to Chicago (CHI).
Search Deals

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 January 31, 2026.
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 2/28

8:00 am-1:20 pm

1 stop4h 20m

Chicago Midway

Sat 3/7

5:55 am-7:40 am

Nonstop2h 45m

$172

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 4/15

4:21 pm-8:00 pm

Nonstop2h 39m

Chicago O'Hare Intl

Thu 4/16

7:00 am-8:55 am

Nonstop2h 55m

$185

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 4/15

3:15 pm-6:54 pm

Nonstop2h 39m

Chicago O'Hare Intl

Fri 4/17

11:03 pm-12:58 am

Nonstop2h 55m

$185

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Tue 3/17

8:10 am-11:35 am

Nonstop2h 25m

Chicago Midway

Tue 3/24

7:45 am-1:05 pm

1 stop6h 20m

$189

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 3/20

6:05 pm-9:30 pm

Nonstop2h 25m

Chicago Midway

Mon 3/23

9:40 pm-11:20 pm

Nonstop2h 40m

$191

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 4/10

8:20 pm-11:40 pm

Nonstop2h 20m

Chicago Midway

Mon 4/13

9:35 pm-11:15 pm

Nonstop2h 40m

$191

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 4/15

10:55 am-2:15 pm

Nonstop2h 20m

Chicago Midway

Thu 4/16

10:15 am-2:15 pm

1 stop5h 00m

$195

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 2/19

7:35 am-11:10 am

Nonstop2h 35m

Chicago Midway

Mon 2/23

8:50 pm-10:35 pm

Nonstop2h 45m

$195

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 3/11

10:50 am-6:00 pm

1 stop6h 10m

Chicago O'Hare Intl

Wed 3/18

1:57 pm-9:28 pm

1 stop8h 31m

$199

DenverChicago

DEN - ORD

DENORD

Denver Intl

Mon 3/30

7:45 am-2:20 pm

1 stop5h 35m

Chicago O'Hare Intl

Mon 3/30

6:25 pm-8:15 pm

Nonstop2h 50m

$201

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

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, February is the cheapest month in which you can book a flight from Colorado to Chicago (average of $62). Flying from Colorado to Chicago in June is currently the most expensive (average of $125). 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 January 31, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 67% on flights from Colorado to Chicago by exploring options for tickets in the evening.

What is the cheapest day to fly from Colorado to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Colorado to Chicago. Price data was last updated on January 24, 2026.

Travelers seeking maximum savings on their Colorado to Chicago flight should consider departing on Saturday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 January 31, 2026.

The most flights from USCO to CHI are scheduled on a Friday (51 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (30 on average).

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.

  • How long is the flight from Colorado to Chicago?

    Departing from Colorado to Chicago will take you 2h 39m. The distance from Colorado to Chicago is about 886 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $40 on Frontier. Other airlines that offer cheap prices include Southwest from $78 and American Airlines from $78 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 (89%), Austrian Airlines (86%) or Brussels Airlines (77%) 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 $755. The most popular route, (Denver Intl - Chicago O'Hare Intl), can usually be booked for $117.

  • 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, February is the cheapest month in which you can book a flight from Colorado to Chicago (average of $62). Flying from Colorado to Chicago in June is currently the most expensive (average of $125). 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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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 5 airlines flying from Colorado to Chicago

Discover the top 5 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 January 31, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$61Average$176FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$126Average$191FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$155Average$286FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$157Average$401FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$157Average$432FlexibilityNo cancel feeOn-time69%

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