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Cheap Flight Deals from Denver to Chicago

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Round TripOne Way
DEN Denver
CHI Chicago
From $59.99
Jan 15, 2026 - Jan 19, 2026
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DEN Denver
CHI Chicago
From $121.98
Jan 16, 2026 - Jan 19, 2026
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*All fares above were last found on:
Fares are one way/round trip. Fares incl. all fuel surcharges, taxes & fees and our service fees. Displayed fares are subject to change and cannot be guaranteed at the time of booking. See all booking terms and conditions.

When’s a good time to book a flight from Denver to Chicago?

What’s the cheapest day of the week to fly from Denver to Chicago?‡

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What is the cheapest month to fly from Denver to Chicago?‡

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‡This information is based on historical data from the last 365 days.

Finding Affordable Flights from Denver to Chicago
  • Plan Ahead - One of the keys to securing cheap flights from Denver to Chicago is to plan your trip well in advance. Airlines often offer lower prices for those who book tickets months ahead. Keep an eye on special promotions and sales events, which can yield significant savings.
  • Flexibility is Key - Being flexible with your travel dates can also lead to substantial cost savings. Consider flying during off-peak seasons or on weekdays when prices tend to be lower.
  • Set Price Alerts - To keep tabs on flight prices, consider setting up fare alerts. These alerts will notify you when fares from Denver to Chicago drop, giving you the opportunity to grab cheap deals.
  • Consider Nearby Airports - If Chicago has multiple airports, check the prices at each one. Sometimes, flying into a nearby airport and then taking a short train or bus ride to your destination can be a much cheaper option.
  • Bundle and Save - Booking your flight and accommodation together as a package can often result in significant savings. CheapOair offers these bundled deals, so make sure to explore this option.

When is the Cheapest Time to Book Flights from Denver to Chicago?

‡

Got flexible travel dates? Use our flight data from the past year to discover ideal times to fly from Denver to Chicago. Find out which months and days typically offer lower fares and score our best savings.

CheapOair provides the predicted prices for one-way trips or round-trips with a duration of 7 days for domestic and 14 days for international trips based on historical data and available flight information. Graphs are estimates only. Prices are subject to change and can't be guaranteed until ticketed.
Estimated price for
Round-trip

‡Graphs are estimates only. Based on historical data and available flight information. Prices are subject to change and cannot be guaranteed until ticketed.

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Denver to Chicago Flight Route Information

Travel Distance:894 Miles
Airlines Flying This Route: United Airlines, Frontier Airlines, Spirit Airlines
Weekly Flights:3
Avg. Flight Duration:02.18 Hours

Insights About Flying from Denver to Chicago

Q. Which is the high season to travel from Denver to Chicago?

A. The month of July is considered the high season for flying from DEN to CHI. Traveling during the high season can affect ticket prices and availability, making this data crucial for trip planning.

Q. How many direct flights are available from DEN to CHI?

A. There are a total of 2186 direct flights from Denver to Chicago. For travelers seeking convenience and shorter travel times, this data is important when choosing flight options.

Q. Which is the low season to travel from Denver to Chicago?

A. February, January is considered the low season for traveling from Denver to Chicago, Illinois. Travelers looking for cost-effective options and fewer crowds may consider traveling during this period.

Q. How many daily flights are there between Denver to Chicago?

A. There are as many as 72 daily flights available for travelers between DEN to CHI. This data offers flexibility in choosing departure times that best suit your schedule.

Q. At what time does the last flight depart to Chicago?

A. The last flight to Chicago typically departs between 9:00PM - 10:00PM. Travelers who prefer late-night departures will find this information valuable for planning their journey.

Q. What percentage of travelers spent an average of 2 days in Chicago, Illinois?

A. Approximately 40.16% of travelers spent an average of 2 days exploring Chicago. This information can assist in planning the duration of your stay in Chicago

Q. What percentage of DEN to CHI flyers traveled with kids under 14?

A. About 5% of passengers on flights from Denver to Chicago were accompanied by children under the age of 14. This information is useful if you're planning a family trip and want to know how common it is to travel with young children on this route.

Q. What percentage of Denver to Chicago travelers were over 60 years old?

A. A notable 17% of travelers were aged 60 or older. This statistic provides insights for senior travelers or those seeking a mature travel demographic.

Q. What percentage of DEN to CHI travelers were millennials?

A. Millennials make up a significant portion of travelers on this route, accounting for 40% of all passengers. If you're a millennial looking to connect with like-minded travelers, this statistic might interest you.

Q. What percentage of Denver to Chicago travelers were female?

A. Almost half of the passengers, approximately 47% were female. Knowing the gender distribution can be useful for solo female travelers or those interested in gender-related travel insights.

Q. What percent of Denver to Chicago travellers booked first or business class?

A. 6% of travelers booked first or business class on this route.

Q. At what time the earliest flight departs from Denver?

A. The earliest flight departs at 7:00AM - 8:00AM.

Q. On which days one can have the most flight options in Chicago?

A. Monday offer the most flight options in Chicago.

§ All flight facts are based on last 3 months' data except the highest and lowest booking months that are based on last 3 months' data.

Cheap Flights from Denver to Chicago

Looking for flights from Denver (DEN) to Chicago (CHI)? Find affordable air travel deals on CheapOair and save big on air tickets online. Chicago, the Windy City has everything that makes it a perfect holiday destination, great eating joints and informative museums scattered throughout the city. Take a guided Architecture River Tour that takes you through the most important buildings and architectural marvels of the city. Other attractions that you must visit include the Museum of Science and Industry, Lincoln Park Zoo and the Millennium Park. To reach Chicago, CHI from Denver, DEN you can choose from the top airlines, Spirit Airlines, Frontier Airlines and US Airways for a comfortable and convenient journey. The average time taken by a flight to cover the distance of 896 miles between the two cities is about 2 hours and 30 minutes.
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