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$67+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — CHI
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
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 octubre 30, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$115
(Frontier)

One-way from

$67
(Kiwi.com)

Popular in

May

Cheapest in

February

Average price

$217

Good round-trip deal

$166 or less

Good one-way deal

$100 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. 6% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in October 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 octubre 30, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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.
lun. 11/1012:59 amDEN - ORD
1 stop9h 15mFrontier
mar. 11/186:05 pmORD - DEN
Nonstop2h 54mFrontier
Deal found 10/29$115
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/1212:05 pmDEN - ORD
Nonstop2h 34mFrontier
mié. 11/196:05 pmORD - DEN
Nonstop2h 54mFrontier
Deal found 10/30$116
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/312:59 amDEN - ORD
1 stop15h 28mFrontier
dom. 12/77:00 amORD - DEN
Nonstop2h 56mFrontier
Deal found 10/30$117
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/41:42 pmDEN - MDW
1 stop7h 30mFrontier
lun. 12/812:18 pmMDW - DEN
Nonstop2h 44mFrontier
Deal found 10/29$117
This Frontier deal was found by Cheapflights users on 10/29. 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.
lun. 11/248:45 pmDEN - ORD
Nonstop2h 25mFrontier
dom. 12/79:52 pmORD - DEN
1 stop12h 03mFrontier
Deal found 10/29$118
This CheapOair deal was found by Cheapflights users on 10/30. 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.
mié. 11/1912:59 amDEN - ORD
1 stop20h 37mFrontier
lun. 11/247:00 amORD - DEN
Nonstop3h 00mFrontier
Deal found 10/30$120
This Frontier deal was found by Cheapflights users on 10/30. 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.
dom. 11/238:45 pmDEN - ORD
Nonstop2h 25mFrontier
jue. 12/117:00 amORD - DEN
Nonstop2h 56mFrontier
Deal found 10/30$121
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
sáb. 11/87:59 pmDEN - ORD
Nonstop2h 30mFrontier
mié. 11/126:05 pmORD - DEN
Nonstop2h 54mFrontier
Deal found 10/29$122
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
vie. 12/51:42 pmDEN - MDW
1 stop7h 30mFrontier
dom. 12/712:18 pmMDW - DEN
Nonstop2h 44mFrontier
Deal found 10/29$122
This Cheapflightsfares deal was found by Cheapflights users on 10/29. 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.
mar. 11/1112:05 pmDEN - ORD
Nonstop2h 34mFrontier
sáb. 11/157:15 amORD - DEN
Nonstop2h 49mFrontier
Deal found 10/29$123
This CheapOair deal was found by Cheapflights users on 10/30. 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.
vie. 12/512:59 amDEN - MDW
1 stop12h 00mFrontier
dom. 12/72:01 pmMDW - DEN
1 stop19h 26mFrontier
Deal found 10/30$124
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/118:45 pmDEN - ORD
Nonstop2h 27mMultiple Airlines
mar. 12/169:06 pmORD - DEN
1 stop14h 06mMultiple Airlines
Deal found 10/30$125

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 octubre 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

mié. 12/3

12:59 am-5:27 pm

1 stop15h 28m

Chicago O'Hare Intl

lun. 12/8

3:23 pm-10:59 pm

1 stop8h 36m

$129

DenverChicago

DEN - ORD

DENORD

Denver Intl

vie. 11/21

8:45 pm-12:10 am

Nonstop2h 25m

Chicago O'Hare Intl

lun. 11/24

7:00 am-9:00 am

Nonstop3h 00m

$145

DenverChicago

DEN - ORD

DENORD

Denver Intl

mié. 12/3

12:59 am-3:47 pm

2 stops13h 48m

Chicago O'Hare Intl

lun. 12/8

3:23 pm-10:59 pm

1 stop8h 36m

$163

DenverChicago

DEN - ORD

DENORD

Denver Intl

vie. 12/12

9:16 pm-11:54 am

2 stops13h 38m

Chicago O'Hare Intl

lun. 12/15

3:23 pm-10:59 pm

1 stop8h 36m

$179

DenverChicago

DEN - MDW

DENMDW

Denver Intl

lun. 12/8

8:05 am-12:35 pm

1 stop3h 30m

Chicago Midway

lun. 12/22

10:30 pm-12:10 am

Nonstop2h 40m

$183

DenverChicago

DEN - MDW

DENMDW

Denver Intl

vie. 1/16

5:25 am-8:55 am

Nonstop2h 30m

Chicago Midway

lun. 1/19

9:55 am-2:30 pm

1 stop5h 35m

$186

DenverChicago

DEN - ORD

DENORD

Denver Intl

jue. 12/11

12:59 am-2:21 pm

2 stops12h 22m

Chicago O'Hare Intl

lun. 12/15

7:00 am-8:56 am

Nonstop2h 56m

$191

DenverChicago

DEN - ORD

DENORD

Denver Intl

jue. 1/8

6:00 am-1:39 pm

1 stop6h 39m

Chicago O'Hare Intl

dom. 1/11

7:05 am-3:36 pm

1 stop9h 31m

$197

DenverChicago

DEN - ORD

DENORD

Denver Intl

sáb. 12/6

5:45 am-11:43 am

1 stop4h 58m

Chicago O'Hare Intl

sáb. 12/6

4:05 pm-8:02 pm

1 stop4h 57m

$197

DenverChicago

DEN - ORD

DENORD

Denver Intl

dom. 11/9

8:48 pm-12:19 am

Nonstop2h 31m

Chicago O'Hare Intl

dom. 11/16

7:05 am-8:43 am

1 stop26h 38m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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, January is the cheapest month in which you can book a flight from Colorado to Chicago (average of $58). Flying from Colorado to Chicago in June is currently the most expensive (average of $122). 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 octubre 30, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 56% 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 October 26, 2025.

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

How much does it cost to fly round-trip from Colorado to Chicago?

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 3h 30m. The distance from Colorado to Chicago is about 893 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 $69 on Frontier. Other airlines that offer cheap prices include United Airlines from $78 and Southwest 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 Turkish Airlines (93%), Japan Airlines (92%) or Brussels Airlines (89%) 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 $72. On average you can expect to pay $878. The most popular route, (Denver Intl - Chicago O'Hare Intl), can usually be booked for $69.

  • 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, January is the cheapest month in which you can book a flight from Colorado to Chicago (average of $58). Flying from Colorado to Chicago in June is currently the most expensive (average of $122). 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
Merrillville
Lansing
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 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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$65Average$172FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$155Average$281FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$157Average$405FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$166Average$435FlexibilityNo cancel feeOn-time69%

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