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

United Airlines, Southwest, and Frontier 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 209 per week as of December 2025. The most frequent departure day is Tue, with 24% of weekly flights leaving on this day.

What airlines fly to Chicago?

United Airlines, Frontier and American Airlines are the top three most popular airlines that fly to Chicago from Denver according to our data. United Airlines is the first choice among our users, with 27% 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.

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

As of December 2025, there are 29 flights per day flying from Denver to Chicago. The most common time of day flights depart is 12:00PM, with 47% of flights taking off in the afternoon.

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 Frontier. Expect the length of time you’ll spend onboard Frontier to be about 2h 19m 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 $270 to Chicago or a bus from Denver to Chicago starting at $205 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 December 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.

$49 Cheap Flights from Denver to Chicago in 2025/26

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9:05 pm - 3:54 pmDEN-ORD

17h 49m1 stop

7:50 pm - 9:49 pmORD-DEN

2h 59mnonstop

$95Frontier

Find Deal

Fri, Jan 9 - Mon, Jan 12

5:41 pm - 9:24 pmDEN-ORD

2h 43mnonstop

2:30 pm - 4:41 pmORD-DEN

3h 11mnonstop

$96Frontier

Find Deal

Fri, Jan 16 - Mon, Jan 19

4:32 pm - 7:54 pmDEN-MDW

2h 22mnonstop

9:09 pm - 10:59 pmMDW-DEN

2h 50mnonstop

$96Frontier

Find Deal

Fri, Jan 16 - Mon, Jan 19

10:43 am - 2:05 pmDEN-MDW

2h 22mnonstop

9:15 am - 8:05 pmMDW-DEN

11h 50m1 stop

$98Frontier

Find Deal

Fri, Jan 9 - Mon, Jan 12

7:10 am - 10:57 amDEN-ORD

2h 47mnonstop

12:07 pm - 2:05 pmORD-DEN

2h 58mnonstop

$99Frontier

Find Deal

Fri, Jan 30 - Sun, Feb 1

6:00 am - 10:17 pmDEN-MDW

15h 17m1 stop

3:00 pm - 4:49 pmMDW-DEN

2h 49mnonstop

$99Frontier

Find Deal

Wed, Jan 7 - Mon, Jan 12

7:10 am - 10:57 amDEN-ORD

2h 47mnonstop

8:40 am - 3:16 pmORD-DEN

7h 36m1 stop

$100Frontier

Find Deal

Fri, Jan 23 - Sun, Jan 25

10:43 am - 2:05 pmDEN-MDW

2h 22mnonstop

9:15 am - 8:05 pmMDW-DEN

11h 50m1 stop

$100Frontier

Find Deal

Fri, Jan 9 - Mon, Jan 12

12:34 pm - 4:10 pmDEN-ORD

2h 36mnonstop

8:50 am - 10:49 amORD-DEN

2h 59mnonstop

$105American Airlines

Find Deal

Thu, Jan 22 - Tue, Jan 27

11:59 pm - 12:48 pmDEN-RFD

11h 49m1 stop

1:20 pm - 10:56 pmRFD-DEN

10h 36m1 stop

$447Multiple Airlines

Find Deal

Fri, Dec 12 - Sun, Dec 14

Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets

Frontier

Feb 8

DEN7:10 amDenver Intl

2h 47m

ORD10:57 amChicago O'Hare Intl

Feb 9

ORD3:55 pmChicago O'Hare Intl

17h 28m

1 stop

DEN8:23 amDenver Intl

$95

Find similar

Frontier

Jan 16

DEN5:41 pmDenver Intl

2h 43m

ORD9:24 pmChicago O'Hare Intl

Jan 19

ORD2:30 pmChicago O'Hare Intl

3h 11m

DEN4:41 pmDenver Intl

$96

Find similar

Frontier

Jan 9

DEN12:13 pmDenver Intl

11h 29m

1 stop

ORD12:42 amChicago O'Hare Intl

Jan 12

ORD7:50 pmChicago O'Hare Intl

2h 59m

DEN9:49 pmDenver Intl

$97

Find similar

Southwest flights from Denver to Chicago

Our best Southwest deals on Denver to Chicago flight tickets

Southwest

Jan 13

DEN6:00 amDenver Intl

6h 30m

1 stop

ORD1:30 pmChicago O'Hare Intl

Jan 14

ORD7:15 amChicago O'Hare Intl

9h 45m

1 stop

DEN4:00 pmDenver Intl

$113

Find similar

Southwest

Jan 22

DEN6:25 pmDenver Intl

2h 25m

MDW9:50 pmChicago Midway

Jan 24

MDW7:40 pmChicago Midway

2h 45m

DEN9:25 pmDenver Intl

$117

Find similar

Southwest

Jan 20

DEN7:00 amDenver Intl

6h 15m

1 stop

MDW2:15 pmChicago Midway

Jan 24

MDW7:40 pmChicago Midway

2h 45m

DEN9:25 pmDenver Intl

$139

Find similar

Fly from

Fly to

Route

Depart

Return

Price

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 1/9

9:05 pm-3:54 pm

1 stop17h 49m

Chicago O'Hare Intl

Mon 1/12

7:50 pm-9:49 pm

Nonstop2h 59m

$95

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 1/16

5:41 pm-9:24 pm

Nonstop2h 43m

Chicago O'Hare Intl

Mon 1/19

2:30 pm-4:41 pm

Nonstop3h 11m

$96

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 1/16

4:32 pm-7:54 pm

Nonstop2h 22m

Chicago Midway

Mon 1/19

9:09 pm-10:59 pm

Nonstop2h 50m

$96

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 1/9

10:43 am-2:05 pm

Nonstop2h 22m

Chicago Midway

Mon 1/12

9:15 am-8:05 pm

1 stop11h 50m

$98

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 1/30

7:10 am-10:57 am

Nonstop2h 47m

Chicago O'Hare Intl

Sun 2/1

12:07 pm-2:05 pm

Nonstop2h 58m

$99

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 1/7

6:00 am-10:17 pm

1 stop15h 17m

Chicago Midway

Mon 1/12

3:00 pm-4:49 pm

Nonstop2h 49m

$99

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 1/23

7:10 am-10:57 am

Nonstop2h 47m

Chicago O'Hare Intl

Sun 1/25

8:40 am-3:16 pm

1 stop7h 36m

$100

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 1/9

10:43 am-2:05 pm

Nonstop2h 22m

Chicago Midway

Mon 1/12

9:15 am-8:05 pm

1 stop11h 50m

$100

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 1/22

12:34 pm-4:10 pm

Nonstop2h 36m

Chicago O'Hare Intl

Tue 1/27

8:50 am-10:49 am

Nonstop2h 59m

$105

DenverChicago

DEN - RFD

DENRFD

Denver Intl

Fri 12/12

11:59 pm-12:48 pm

1 stop11h 49m

Chicago Greater Rockford

Sun 12/14

1:20 pm-10:56 pm

1 stop10h 36m

$447

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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 January is, on average, the cheapest month to fly to Chicago from Denver, with most prices found around $184. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from Denver to Chicago during February average around $185.

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 $302. 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 $511.

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 $199. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $626.

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 $239 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 $203 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.

Can stopping save me money on Denver to Chicago flights?

No. A direct flight is the cheapest option for a flight between Denver to Chicago.

How have Denver to Chicago flight prices changed over time?

As of December 2025, prices for Denver to Chicago flights are approximately 28% 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	$110
Fastest flight time	2h 20m
Direct flights	Every day
Airports in Chicago	1 airport

The best one-way flight to Chicago from Denver in the past 72 hours is $110. The best round-trip flight deal from Denver to Chicago found on momondo in the last 72 hours is $153.

The fastest flight from Denver to Chicago takes 2h 20m

Direct flights go from Denver to Chicago every day.

There is 1 airport near Chicago: 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 Frontier. Expect the length of time you’ll spend onboard Frontier to be about 2h 19m 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 $270 to Chicago or a bus from Denver to Chicago starting at $205 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 19m 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 December 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 16.83% of all bookings. The subsequent popular models are Boeing 737-800 at 10.76%, Boeing 737-900 at 9.62%, and Boeing 757-300 at 9.28%.
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 42% of the total bookings. Other popular airlines include Southwest with 23%, American Airlines with 18%, and United Airlines with 17%.

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 $64	Free Cancellation	Rating 5.8 3,094 reviews	Search Frontier flights
Southwest	PriceFrom $155	Free Cancellation	Rating 8.0 4,253 reviews	Search Southwest flights
American Airlines	PriceFrom $156	Free Cancellation	Rating 7.2 11,041 reviews	Search American Airlines flights
United Airlines	PriceFrom $165	Free Cancellation	Rating 7.4 9,064 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 13 flights on this route every week with an average price of $261. Southwest is rated 8.0/10 by our users.
United Airlines Flights From Denver to Chicago
Across 9,064 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Denver to Chicago about 38 times each week, with ticket deals ranging from $165 to $297. Price data is based on momondo searches in the last 72 hours.

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Monticello

Porter

Griffith

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.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

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Flights to Denverfrom $49

Cheap flights from Denver to Chicago from $58

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Denver to Chicago departing on 12/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

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Price Alerts

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Find the cheapest flights from Denver to Chicago

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Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets

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Our best Southwest deals on Denver to Chicago flight tickets

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Use the filters below to find and compare flights from Denver to Chicago that are best for you.

See travel insights to Chicago from

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

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Denver, with most prices found around $184. If you’re not able to fly to Chicago in January, then February is your next best option. Flight prices from Denver to Chicago during February average around $185.

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

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 $199. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $626.

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?

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.

Can stopping save me money on Denver to Chicago flights?

No. A direct flight is the cheapest option for a flight between Denver to Chicago.

How have Denver to Chicago flight prices changed over time?

As of December 2025, prices for Denver to Chicago flights are approximately 28% more expensive when compared to flights at the same time last year.

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

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

What airlines fly to Chicago?

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

As of December 2025, there are 29 flights per day flying from Denver to Chicago. The most common time of day flights depart is 12:00PM, with 47% 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 209 per week as of December 2025. The most frequent departure day is Tue, with 24% of weekly flights leaving on this day.

When to book flights from Denver to Chicago

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

Fastest flight time

Direct flights

Airports in Chicago

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

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

How far is Denver Intl to Chicago by plane?

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

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

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

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

What is the most popular plane model from Denver to Chicago?

What is the most popular airline from Denver to Chicago?

Best airlines flying from Denver to Chicago

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

Southwest Flights From Denver to Chicago

United Airlines Flights From Denver to Chicago

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago