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 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.

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

The number of flights available between Denver and Chicago is 324 per week as of November 2025. The most frequent departure day is Thu, with 18% of weekly flights leaving on this day.

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

As of November 2025, there are 46 flights per day flying from Denver to Chicago. The most common time of day flights depart is 7:00AM, with 48% of flights taking off at noon.

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 $156 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.

$60 Cheap Flights from Denver to Chicago in 2025/26

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10:29 pm - 9:32 pmDEN-ORD

22h 03m1 stop

10:07 pm - 11:58 pmORD-DEN

2h 51mnonstop

$108Frontier

Find Deal

jeu., janv. 8 - dim., janv. 11

8:45 pm - 12:12 amDEN-ORD

2h 27mnonstop

5:15 am - 7:45 pmORD-DEN

15h 30m1 stop

$109Frontier

Find Deal

ven., déc. 5 - jeu., déc. 11

6:00 am - 2:57 pmDEN-ORD

7h 57m1 stop

10:07 pm - 11:58 pmORD-DEN

2h 51mnonstop

$110Frontier

Find Deal

jeu., janv. 8 - dim., janv. 11

11:59 pm - 9:58 pmDEN-MDW

20h 59m1 stop

3:52 pm - 8:27 amMDW-DEN

17h 35m1 stop

$110Frontier

Find Deal

mer., déc. 3 - lun., déc. 8

8:45 pm - 12:12 amDEN-ORD

2h 27mnonstop

7:00 am - 8:56 amORD-DEN

2h 56mnonstop

$111Frontier

Find Deal

dim., déc. 7 - lun., déc. 15

7:45 am - 11:08 amDEN-MDW

2h 23mnonstop

12:18 pm - 2:02 pmMDW-DEN

2h 44mnonstop

$111Frontier

Find Deal

dim., déc. 7 - ven., déc. 12

8:45 pm - 12:12 amDEN-ORD

2h 27mnonstop

2:57 pm - 9:12 pmORD-DEN

7h 15m1 stop

$112Frontier

Find Deal

ven., déc. 26 - lun., janv. 5

8:45 pm - 12:12 amDEN-ORD

2h 27mnonstop

7:50 pm - 9:49 pmORD-DEN

2h 59mnonstop

$114Frontier

Find Deal

lun., janv. 5 - lun., janv. 12

11:59 pm - 12:48 pmDEN-RFD

11h 49m1 stop

1:20 pm - 3:58 amRFD-DEN

15h 38m1 stop

$295Multiple Airlines

Find Deal

ven., déc. 12 - dim., déc. 14

11:59 pm - 12:48 pmDEN-RFD

11h 49m1 stop

1:20 pm - 3:58 amRFD-DEN

15h 38m1 stop

$300Multiple Airlines

Find Deal

ven., déc. 12 - dim., déc. 14

Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets

Frontier

Jan 8

DEN10:29 pmDenver Intl

22h 03m

1 stop

ORD9:32 pmChicago O'Hare Intl

Jan 11

ORD10:07 pmChicago O'Hare Intl

2h 51m

DEN11:58 pmDenver Intl

$108

Find similar

Frontier

Dec 5

DEN8:45 pmDenver Intl

2h 27m

ORD12:12 amChicago O'Hare Intl

Dec 11

ORD5:15 amChicago O'Hare Intl

15h 30m

1 stop

DEN7:45 pmDenver Intl

$109

Find similar

Frontier

Dec 4

DEN6:00 amDenver Intl

13h 43m

1 stop

ORD8:43 pmChicago O'Hare Intl

Dec 8

ORD9:27 pmChicago O'Hare Intl

12h 28m

1 stop

DEN8:55 amDenver Intl

$110

Find similar

American Airlines flights from Denver to Chicago

Our best American Airlines deals on Denver to Chicago flight tickets

American Airlines

Jan 8

DEN12:34 pmDenver Intl

2h 36m

ORD4:10 pmChicago O'Hare Intl

Jan 11

ORD1:25 pmChicago O'Hare Intl

2h 51m

DEN3:16 pmDenver Intl

$156

Find similar

American Airlines

Nov 27

DEN12:27 pmDenver Intl

2h 32m

ORD3:59 pmChicago O'Hare Intl

Dec 6

ORD3:00 pmChicago O'Hare Intl

2h 49m

DEN4:49 pmDenver Intl

$202

Find similar

American Airlines

Nov 27

DEN12:27 pmDenver Intl

2h 32m

ORD3:59 pmChicago O'Hare Intl

Dec 2

ORD3:17 pmChicago O'Hare Intl

2h 47m

DEN5:04 pmDenver Intl

$238

Find similar

Fly from

Fly to

Route

Depart

Return

Price

DenverChicago

DEN - ORD

DENORD

Denver Intl

jeu. 1/8

10:29 pm-9:32 pm

1 stop22h 03m

Chicago O'Hare Intl

dim. 1/11

10:07 pm-11:58 pm

Nonstop2h 51m

$108

DenverChicago

DEN - ORD

DENORD

Denver Intl

ven. 12/5

8:45 pm-12:12 am

Nonstop2h 27m

Chicago O'Hare Intl

jeu. 12/11

5:15 am-7:45 pm

1 stop15h 30m

$109

DenverChicago

DEN - ORD

DENORD

Denver Intl

jeu. 1/8

6:00 am-2:57 pm

1 stop7h 57m

Chicago O'Hare Intl

dim. 1/11

10:07 pm-11:58 pm

Nonstop2h 51m

$110

DenverChicago

DEN - MDW

DENMDW

Denver Intl

mer. 12/3

11:59 pm-9:58 pm

1 stop20h 59m

Chicago Midway

lun. 12/8

3:52 pm-8:27 am

1 stop17h 35m

$110

DenverChicago

DEN - ORD

DENORD

Denver Intl

dim. 12/7

8:45 pm-12:12 am

Nonstop2h 27m

Chicago O'Hare Intl

lun. 12/15

7:00 am-8:56 am

Nonstop2h 56m

$111

DenverChicago

DEN - MDW

DENMDW

Denver Intl

dim. 12/7

7:45 am-11:08 am

Nonstop2h 23m

Chicago Midway

ven. 12/12

12:18 pm-2:02 pm

Nonstop2h 44m

$111

DenverChicago

DEN - ORD

DENORD

Denver Intl

ven. 12/26

8:45 pm-12:12 am

Nonstop2h 27m

Chicago O'Hare Intl

lun. 1/5

2:57 pm-9:12 pm

1 stop7h 15m

$112

DenverChicago

DEN - ORD

DENORD

Denver Intl

lun. 1/5

8:45 pm-12:12 am

Nonstop2h 27m

Chicago O'Hare Intl

lun. 1/12

7:50 pm-9:49 pm

Nonstop2h 59m

$114

DenverChicago

DEN - RFD

DENRFD

Denver Intl

ven. 12/12

11:59 pm-12:48 pm

1 stop11h 49m

Chicago Greater Rockford

dim. 12/14

1:20 pm-3:58 am

1 stop15h 38m

$295

DenverChicago

DEN - RFD

DENRFD

Denver Intl

ven. 12/12

11:59 pm-12:48 pm

1 stop11h 49m

Chicago Greater Rockford

dim. 12/14

1:20 pm-3:58 am

1 stop15h 38m

$300

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 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 $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 $505.

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 $197. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $628.

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 $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 $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.

How have Denver to Chicago flight prices changed over time?

As of November 2025, prices for Denver to Chicago flights are approximately 26% 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	$96
Fastest flight time	2h 15m
Direct flights	Every day
Airports in Chicago	1 airport

The best one-way flight to Chicago from Denver in the past 72 hours is $96. The best round-trip flight deal from Denver to Chicago found on momondo in the last 72 hours is $154.

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

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 $156 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 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 16.51% of all bookings. The subsequent popular models are Boeing 737-800 at 11.10%, Boeing 737-900 at 9.19%, and Boeing 757-300 at 9.01%.
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 $66	Free Cancellation	Rating 5.8 3,106 reviews	Search Frontier flights
Southwest	PriceFrom $156	Free Cancellation	Rating 8.0 4,249 reviews	Search Southwest flights
American Airlines	PriceFrom $157	Free Cancellation	Rating 7.2 11,045 reviews	Search American Airlines flights
United Airlines	PriceFrom $166	Free Cancellation	Rating 7.4 9,029 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 $156. Generally, Southwest has 12 flights on this route every week with an average price of $260. Southwest is rated 8.0/10 by our users.
United Airlines Flights From Denver to Chicago
Across 9,029 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Denver to Chicago about 84 times each week, with ticket deals ranging from $166 to $301. Price data is based on momondo searches in the last 72 hours.

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New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Chesterton

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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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

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Flights to Denverfrom $48

Cheap flights from Denver to Chicago from $60

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 2/4. 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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Find the cheapest flights from Denver to Chicago

Cheap round-trip flights

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Cheap last minute flights

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Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets

American Airlines flights from Denver to Chicago

Our best American Airlines 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 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?

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 $197. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $628.

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.

How have Denver to Chicago flight prices changed over time?

As of November 2025, prices for Denver to Chicago flights are approximately 26% more expensive when compared to flights at the same time last year.

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?

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

As of November 2025, there are 46 flights per day flying from Denver to Chicago. The most common time of day flights depart is 7:00AM, with 48% of flights taking off at noon.

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

The number of flights available between Denver and Chicago is 324 per week as of November 2025. The most frequent departure day is Thu, with 18% 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