How many flights depart from Denver to Chicago on average per day?

As of November 2025, there are 11 flights per day flying from Denver to Chicago. The most common time of day flights depart is 9:00AM, with 47% of flights taking off in the afternoon.

What is the cheapest airline that flies from Denver Intl to Chicago?

Frontier, United Airlines, and Southwest are the most popular carriers operating from Denver Intl to Chicago

How many flights depart from Denver to Chicago on average per week?

The number of flights available between Denver and Chicago is 79 per week as of November 2025. The most frequent departure day is Sat, with 75% of weekly flights leaving on this day.

What airlines fly to Chicago?

Frontier, United Airlines and American Airlines are the top three most popular airlines that fly to Chicago from Denver according to our data. Frontier is the first choice among our users, with 28% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 4 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Is flying the fastest way to get from Denver to Chicago?

To save time, the fastest way to travel is by flight from Denver to Chicago on Southwest. Expect the length of time you’ll spend onboard Southwest to be about 2h 15m compared to taking a train from Denver to Chicago or a bus from Denver to Chicago which have been found to be slower alternatives.

Is flying the cheapest way to get from Denver to Chicago?

Planning to book a flight from Denver to Chicago can be a safe bet when looking for a low-cost deal to your destination. Currently, a train and a bus are priced higher than the cost of a flight. You can search prices for a train from Denver starting at $298 to Chicago or a bus from Denver to Chicago starting at $152 if that is your preferred method of transportation.

When did momondo last update prices for flights from Denver Intl Airport to Chicago?

Prices for flights from Denver Intl Airport to Chicago were last updated today.

How many operators does momondo search for flights from Denver Intl Airport to Chicago?

As of November 2025, there are 4 operators available to choose from for flights from Denver Intl Airport to Chicago.

How old do you have to be to fly from Denver Intl Airport to Chicago?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Denver Intl Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$64 Cheap Flights from Denver to Chicago in 2025/26

Q: What is the typical price of a round-trip flight between Denver and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from $122 to $284. The lowest price recently found on this route was $115.

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Find the cheapest flights from Denver to Chicago

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

12:25 pm - 11:29 pmDEN-ORD

10h 04m1 stop

6:05 pm - 7:59 pmORD-DEN

2h 54mnonstop

$115Frontier

Find Deal

Sat, Nov 15 - Tue, Nov 18

7:00 am - 9:28 pmDEN-MDW

13h 28m1 stop

12:18 pm - 2:02 pmMDW-DEN

2h 44mnonstop

$115Frontier

Find Deal

Fri, Dec 5 - Sun, Dec 7

12:05 pm - 3:39 pmDEN-ORD

2h 34mnonstop

6:05 pm - 7:59 pmORD-DEN

2h 54mnonstop

$116Frontier

Find Deal

Wed, Nov 12 - Wed, Nov 19

12:59 am - 5:27 pmDEN-ORD

15h 28m1 stop

7:00 am - 8:56 amORD-DEN

2h 56mnonstop

$117Frontier

Find Deal

Wed, Dec 3 - Sun, Dec 7

9:05 pm - 9:44 amDEN-ORD

11h 39m1 stop

7:51 pm - 9:50 pmORD-DEN

2h 59mnonstop

$129Multiple Airlines

Find Deal

Sat, Jan 24 - Sun, Feb 1

5:01 pm - 6:05 amDEN-ORD

12h 04m1 stop

7:00 am - 8:56 amORD-DEN

2h 56mnonstop

$130Multiple Airlines

Find Deal

Tue, Dec 9 - Sun, Dec 14

6:25 pm - 9:50 pmDEN-MDW

2h 25mnonstop

2:10 pm - 3:50 pmMDW-DEN

2h 40mnonstop

$155Southwest

Find Deal

Fri, Jan 23 - Tue, Jan 27

8:25 pm - 11:59 pmDEN-ORD

2h 34mnonstop

2:36 pm - 4:34 pmORD-DEN

2h 58mnonstop

$155United Airlines

Find Deal

Fri, Jan 23 - Sun, Jan 25

5:35 pm - 9:08 pmDEN-ORD

2h 33mnonstop

6:15 pm - 8:04 pmORD-DEN

2h 49mnonstop

$157United Airlines

Find Deal

Wed, Dec 10 - Sat, Dec 13

6:05 am - 1:30 pmDEN-MDW

6h 25m1 stop

7:40 pm - 9:25 pmMDW-DEN

2h 45mnonstop

$166Southwest

Find Deal

Wed, Jan 14 - Sat, Jan 17

Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets

Frontier

Nov 15

DEN12:25 pmDenver Intl

10h 04m

1 stop

ORD11:29 pmChicago O'Hare Intl

Nov 18

ORD6:05 pmChicago O'Hare Intl

2h 54m

DEN7:59 pmDenver Intl

$115

Find similar

Frontier

Nov 12

DEN12:05 pmDenver Intl

2h 34m

ORD3:39 pmChicago O'Hare Intl

Nov 19

ORD6:05 pmChicago O'Hare Intl

2h 54m

DEN7:59 pmDenver Intl

$116

Find similar

Frontier

Dec 3

DEN12:59 amDenver Intl

15h 28m

1 stop

ORD5:27 pmChicago O'Hare Intl

Dec 7

ORD7:00 amChicago O'Hare Intl

2h 56m

DEN8:56 amDenver Intl

$117

Find similar

United Airlines flights from Denver to Chicago

Our best United Airlines deals on Denver to Chicago flight tickets

United Airlines

Jan 23

DEN8:25 pmDenver Intl

2h 34m

ORD11:59 pmChicago O'Hare Intl

Jan 25

ORD2:36 pmChicago O'Hare Intl

2h 58m

DEN4:34 pmDenver Intl

$155

Find similar

United Airlines

Dec 10

DEN5:35 pmDenver Intl

2h 33m

ORD9:08 pmChicago O'Hare Intl

Dec 13

ORD6:15 pmChicago O'Hare Intl

2h 49m

DEN8:04 pmDenver Intl

$157

Find similar

Fly from

Fly to

Route

Depart

Return

Price

DenverChicago

DEN - ORD

DENORD

Denver Intl

Sat 11/15

12:25 pm-11:29 pm

1 stop10h 04m

Chicago O'Hare Intl

Tue 11/18

6:05 pm-7:59 pm

Nonstop2h 54m

$115

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 12/5

7:00 am-9:28 pm

1 stop13h 28m

Chicago Midway

Sun 12/7

12:18 pm-2:02 pm

Nonstop2h 44m

$115

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 11/12

12:05 pm-3:39 pm

Nonstop2h 34m

Chicago O'Hare Intl

Wed 11/19

6:05 pm-7:59 pm

Nonstop2h 54m

$116

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 12/3

12:59 am-5:27 pm

1 stop15h 28m

Chicago O'Hare Intl

Sun 12/7

7:00 am-8:56 am

Nonstop2h 56m

$117

DenverChicago

DEN - ORD

DENORD

Denver Intl

Sat 1/24

9:05 pm-9:44 am

1 stop11h 39m

Chicago O'Hare Intl

Sun 2/1

7:51 pm-9:50 pm

Nonstop2h 59m

$129

DenverChicago

DEN - ORD

DENORD

Denver Intl

Tue 12/9

5:01 pm-6:05 am

1 stop12h 04m

Chicago O'Hare Intl

Sun 12/14

7:00 am-8:56 am

Nonstop2h 56m

$130

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 1/23

6:25 pm-9:50 pm

Nonstop2h 25m

Chicago Midway

Tue 1/27

2:10 pm-3:50 pm

Nonstop2h 40m

$155

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 1/23

8:25 pm-11:59 pm

Nonstop2h 34m

Chicago O'Hare Intl

Sun 1/25

2:36 pm-4:34 pm

Nonstop2h 58m

$155

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 12/10

5:35 pm-9:08 pm

Nonstop2h 33m

Chicago O'Hare Intl

Sat 12/13

6:15 pm-8:04 pm

Nonstop2h 49m

$157

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 1/14

6:05 am-1:30 pm

1 stop6h 25m

Chicago Midway

Sat 1/17

7:40 pm-9:25 pm

Nonstop2h 45m

$166

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Denver to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the typical price of a round-trip flight between Denver and Chicago?

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Denver, with most prices found around $185. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Denver to Chicago during January average around $187.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $303. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Denver to Chicago for around $506.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Denver to Chicago during this time can be as low as $198. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $631.

What is the cheapest Denver Intl to Chicago flight route?

Fly from Denver Intl to Chicago Midway for the best Denver Intl - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Denver when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $238 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Denver for as low as $200 on momondo.

What cabin class options are available on Denver Intl to Chicago flights?

There are 4 cabin classes available to choose from on Denver Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Denver to Chicago flight prices changed over time?

As of November 2025, prices for Denver to Chicago flights are approximately 0% more expensive when compared to flights at the same time last year.

When to book flights from Denver to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Denver to Chicago according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Denver to Chicago (DEN to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Denver to Chicago

Best Price Found	$100
Fastest flight time	2h 15m
Direct flights	Every day
Airports in Chicago	2 airports

The best one-way flight to Chicago from Denver in the past 72 hours is $100. The best round-trip flight deal from Denver to Chicago found on momondo in the last 72 hours is $166.

The fastest flight from Denver to Chicago takes 2h 15m

Direct flights go from Denver to Chicago every day.

There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

Is flying the fastest way to get from Denver to Chicago?
To save time, the fastest way to travel is by flight from Denver to Chicago on Southwest. Expect the length of time you’ll spend onboard Southwest to be about 2h 15m compared to taking a train from Denver to Chicago or a bus from Denver to Chicago which have been found to be slower alternatives.
Is flying the cheapest way to get from Denver to Chicago?
Planning to book a flight from Denver to Chicago can be a safe bet when looking for a low-cost deal to your destination. Currently, a train and a bus are priced higher than the cost of a flight. You can search prices for a train from Denver starting at $298 to Chicago or a bus from Denver to Chicago starting at $152 if that is your preferred method of transportation.
How far is Denver Intl to Chicago by plane?
There are 917.4 mi between Denver Intl and Chicago. 2h 15m is a normal flight duration for this route.
When did momondo last update prices for flights from Denver Intl Airport to Chicago?
Prices for flights from Denver Intl Airport to Chicago were last updated today.
How many operators does momondo search for flights from Denver Intl Airport to Chicago?
As of November 2025, there are 4 operators available to choose from for flights from Denver Intl Airport to Chicago.
How old do you have to be to fly from Denver Intl Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Denver Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Denver to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Denver to Chicago is Airbus A321neo, representing 16.28% of all bookings. The subsequent popular models are Boeing 737-800 at 11.18%, Boeing 737-900 at 9.00%, and Boeing 757-300 at 9.00%.
What is the most popular airline from Denver to Chicago?
Based on momondo bookings for flights between Denver and Chicago, the leading airline is Frontier, making up 44% of the total bookings. Other popular airlines include Southwest with 22%, American Airlines with 18%, and United Airlines with 16%.

Best airlines flying from Denver to Chicago

Compare and see reviews for airlines that fly from Denver to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $65	Free Cancellation	Rating 5.8 3,119 reviews	Search Frontier flights
Southwest	PriceFrom $155	Free Cancellation	Rating 8.0 4,241 reviews	Search Southwest flights
American Airlines	PriceFrom $157	Free Cancellation	Rating 7.2 11,033 reviews	Search American Airlines flights
United Airlines	PriceFrom $166	Free Cancellation	Rating 7.4 8,993 reviews	Search United Airlines flights

Southwest Flights From Denver to Chicago
The lowest priced Southwest flight from Denver to Chicago from the last 72 hours was $155. Generally, Southwest has 9 flights on this route every week with an average price of $259. Southwest is rated 8.0/10 by our users.
United Airlines Flights From Denver to Chicago
Across 8,993 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Denver to Chicago about 13 times each week, with ticket deals ranging from $166 to $303. Price data is based on momondo searches in the last 72 hours.

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Valparaiso

Crown Point

Munster

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Monticello

Porter

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Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Denver to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Denver to Chicago for you.

Can I find flights from Denver to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Denver with this policy.

How can momondo help me find flights from Denver to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Denver.

I’m not ready to book a flight from Denver to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Denver and alert you when they change.