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

As of August 2025, there are 52 flights per day flying from Denver to Chicago. The most common time of day flights depart is 2:00PM, with 45% of flights taking off in the afternoon.

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

The number of flights available between Denver and Chicago is 366 per week as of August 2025. The most frequent departure day is Sun, with 19% of weekly flights leaving on this day.

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

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 31% 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 20m 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 $189 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 August 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.

$62 Cheap Flights from Denver to Chicago (DEN-CHI) in 2025

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Find the cheapest flights from Denver to Chicago (DEN-CHI)

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

5:50 pm - 9:28 pmDEN-ORD

2h 38mnonstop

12:22 pm - 7:02 pmORD-DEN

7h 40m1 stop

$109Frontier

Find Deal

Wed, Oct 1 - Sat, Oct 4

5:50 pm - 9:28 pmDEN-ORD

2h 38mnonstop

6:00 am - 7:45 amORD-DEN

2h 45mnonstop

$110Frontier

Find Deal

Wed, Sep 24 - Sun, Sep 28

5:50 pm - 9:28 pmDEN-ORD

2h 38mnonstop

8:25 am - 10:16 amORD-DEN

2h 51mnonstop

$112Frontier

Find Deal

Wed, Sep 17 - Sat, Sep 20

8:44 pm - 12:15 amDEN-ORD

2h 31mnonstop

6:00 am - 7:41 amORD-DEN

2h 41mnonstop

$113Frontier

Find Deal

Thu, Nov 13 - Mon, Nov 17

7:07 pm - 10:39 pmDEN-ORD

2h 32mnonstop

5:01 am - 6:42 amORD-DEN

2h 41mnonstop

$147United Airlines

Find Deal

Wed, Oct 15 - Sat, Oct 18

8:45 pm - 12:05 amDEN-MDW

2h 20mnonstop

7:10 am - 8:45 amMDW-DEN

2h 35mnonstop

$151Southwest

Find Deal

Thu, Sep 25 - Mon, Sep 29

5:50 am - 9:10 amDEN-MDW

2h 20mnonstop

4:35 pm - 6:15 pmMDW-DEN

2h 40mnonstop

$170Southwest

Find Deal

Wed, Oct 1 - Wed, Oct 22

9:48 am - 12:10 pmDEN-RFD

25h 22m2 stops

3:07 pm - 8:12 amRFD-DEN

18h 05m1 stop

$336

Find Deal

Fri, Oct 17 - Mon, Oct 20

7:00 am - 6:52 pmDEN-RFD

10h 52m1 stop

8:37 pm - 4:00 amRFD-DEN

8h 23m1 stop

$354

Find Deal

Thu, Sep 18 - Sun, Sep 21

8:54 am - 8:14 amDEN-RFD

22h 20m2 stops

10:14 am - 7:51 amRFD-DEN

22h 37m2 stops

$434Allegiant Air

Find Deal

Thu, Oct 2 - Sun, Oct 5

Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets

Frontier

Oct 1

DEN5:50 pmDenver Intl

2h 38m

ORD9:28 pmChicago O'Hare Intl

Oct 4

ORD12:22 pmChicago O'Hare Intl

7h 40m

1 stop

DEN7:02 pmDenver Intl

$109

Find similar

Frontier

Sep 24

DEN5:50 pmDenver Intl

2h 38m

ORD9:28 pmChicago O'Hare Intl

Sep 28

ORD6:00 amChicago O'Hare Intl

2h 45m

DEN7:45 amDenver Intl

$110

Find similar

Frontier

Sep 17

DEN5:50 pmDenver Intl

2h 38m

ORD9:28 pmChicago O'Hare Intl

Sep 20

ORD8:25 amChicago O'Hare Intl

2h 51m

DEN10:16 amDenver Intl

$112

Find similar

Southwest flights from Denver to Chicago

Our best Southwest deals on Denver to Chicago flight tickets

Southwest

Sep 25

DEN8:45 pmDenver Intl

2h 20m

MDW12:05 amChicago Midway

Sep 29

MDW7:10 amChicago Midway

2h 35m

DEN8:45 amDenver Intl

$151

Find similar

Southwest

Oct 1

DEN5:50 amDenver Intl

2h 20m

MDW9:10 amChicago Midway

Oct 22

MDW4:35 pmChicago Midway

2h 40m

DEN6:15 pmDenver Intl

$170

Find similar

Southwest

Sep 6

DEN8:00 amDenver Intl

2h 25m

MDW11:25 amChicago Midway

Sep 13

MDW5:05 pmChicago Midway

2h 35m

DEN6:40 pmDenver Intl

$224

Find similar

Fly from

Fly to

Route

Depart

Return

Price

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 10/1

5:50 pm-9:28 pm

Nonstop2h 38m

Chicago O'Hare Intl

Sat 10/4

12:22 pm-7:02 pm

1 stop7h 40m

$109

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 9/24

5:50 pm-9:28 pm

Nonstop2h 38m

Chicago O'Hare Intl

Sun 9/28

6:00 am-7:45 am

Nonstop2h 45m

$110

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 9/17

5:50 pm-9:28 pm

Nonstop2h 38m

Chicago O'Hare Intl

Sat 9/20

8:25 am-10:16 am

Nonstop2h 51m

$112

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 11/13

8:44 pm-12:15 am

Nonstop2h 31m

Chicago O'Hare Intl

Mon 11/17

6:00 am-7:41 am

Nonstop2h 41m

$113

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 10/15

7:07 pm-10:39 pm

Nonstop2h 32m

Chicago O'Hare Intl

Sat 10/18

5:01 am-6:42 am

Nonstop2h 41m

$147

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 9/25

8:45 pm-12:05 am

Nonstop2h 20m

Chicago Midway

Mon 9/29

7:10 am-8:45 am

Nonstop2h 35m

$151

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 10/1

5:50 am-9:10 am

Nonstop2h 20m

Chicago Midway

Wed 10/22

4:35 pm-6:15 pm

Nonstop2h 40m

$170

DenverChicago

DEN - RFD

DENRFD

Denver Intl

Fri 10/17

9:48 am-12:10 pm

2 stops25h 22m

Chicago Greater Rockford

Mon 10/20

3:07 pm-8:12 am

1 stop18h 05m

$336

DenverChicago

DEN - RFD

DENRFD

Denver Intl

Thu 9/18

7:00 am-6:52 pm

1 stop10h 52m

Chicago Greater Rockford

Sun 9/21

8:37 pm-4:00 am

1 stop8h 23m

$354

DenverChicago

DEN - RFD

DENRFD

Denver Intl

Thu 10/2

8:54 am-8:14 am

2 stops22h 20m

Chicago Greater Rockford

Sun 10/5

10:14 am-7:51 am

2 stops22h 37m

$434

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 cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from Denver, with most prices found around $163. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from Denver to Chicago during September average around $165.

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 Friday when prices can be found for as low as $295. 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 $498.

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 $192. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $624.

What is the cheapest Denver Intl to Chicago flight route?

Fly from Denver Intl to Chicago O'Hare Intl 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 $228 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 $189 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 August 2025, prices for Denver to Chicago flights are approximately 51% 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	$128
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 $128. 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 20m 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 $189 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 20m 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 August 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 10.85% of all bookings. The subsequent popular models are Boeing 737-800 Passenger/BBJ2 (winglets) at 10.83%, Boeing 737-800 at 10.56%, and Boeing 737 MAX 8 at 9.92%.
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 48% of the total bookings. Other popular airlines include Southwest with 21%, American Airlines with 16%, and United Airlines with 15%.

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 $60	Free Cancellation	Rating 5.8 3,202 reviews	Search Frontier flights
Southwest	PriceFrom $153	Free Cancellation	Rating 8.0 4,241 reviews	Search Southwest flights
American Airlines	PriceFrom $155	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $166	Free Cancellation	Rating 7.4 8,942 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 $153. Generally, Southwest has 57 flights on this route every week with an average price of $251. Southwest is rated 8.0/10 by our users.
United Airlines Flights From Denver to Chicago
Across 8,941 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Denver to Chicago about 49 times each week, with ticket deals ranging from $166 to $305. Price data is based on momondo searches in the last 72 hours.

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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.