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 29% 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.

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 day?

As of October 2025, there are 59 flights per day flying from Denver to Chicago. The most common time of day flights depart is 2:00PM, with 46% 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 419 per week as of October 2025. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.

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 October 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

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8:44 pm - 12:15 amDEN-ORD

2h 31mnonstop

11:00 am - 7:12 pmORD-DEN

9h 12m1 stop

$115Frontier

Find Deal

Fri, Nov 7 - Tue, Nov 11

12:59 am - 11:38 amDEN-MDW

9h 39m1 stop

12:30 pm - 2:16 pmMDW-DEN

2h 46mnonstop

$115Frontier

Find Deal

Mon, Oct 27 - Fri, Oct 31

12:59 am - 2:13 pmDEN-ORD

12h 14m1 stop

6:00 am - 7:41 amORD-DEN

2h 41mnonstop

$116Frontier

Find Deal

Wed, Nov 5 - Mon, Nov 10

7:15 am - 10:17 pmDEN-MDW

14h 02m1 stop

3:31 pm - 5:22 pmMDW-DEN

2h 51mnonstop

$116Frontier

Find Deal

Thu, Nov 20 - Mon, Nov 24

8:44 pm - 12:15 amDEN-ORD

2h 31mnonstop

6:00 am - 7:41 amORD-DEN

2h 41mnonstop

$117Frontier

Find Deal

Thu, Nov 6 - Sun, Nov 9

7:49 am - 11:16 amDEN-MDW

2h 27mnonstop

12:30 pm - 2:16 pmMDW-DEN

2h 46mnonstop

$117Frontier

Find Deal

Mon, Oct 27 - Fri, Oct 31

8:44 pm - 12:15 amDEN-ORD

2h 31mnonstop

10:43 pm - 6:25 pmORD-DEN

20h 42m2 stops

$123Multiple Airlines

Find Deal

Thu, Nov 6 - Mon, Nov 10

8:41 pm - 12:12 amDEN-ORD

2h 31mnonstop

10:52 am - 1:03 amORD-DEN

15h 11m2 stops

$127Multiple Airlines

Find Deal

Tue, Oct 28 - Tue, Nov 4

6:15 am - 12:34 pmDEN-MDW

5h 19m1 stop

9:41 am - 3:39 pmMDW-DEN

6h 58m1 stop

$157Delta

Find Deal

Wed, Nov 12 - Wed, Nov 19

5:20 am - 8:45 amDEN-MDW

2h 25mnonstop

5:35 pm - 7:20 pmMDW-DEN

2h 45mnonstop

$168Southwest

Find Deal

Tue, Dec 30 - Wed, Jan 14

Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets

Frontier

Nov 7

DEN8:44 pmDenver Intl

2h 31m

ORD12:15 amChicago O'Hare Intl

Nov 11

ORD11:00 amChicago O'Hare Intl

9h 12m

1 stop

DEN7:12 pmDenver Intl

$115

Find similar

Frontier

Nov 5

DEN12:59 amDenver Intl

12h 14m

1 stop

ORD2:13 pmChicago O'Hare Intl

Nov 10

ORD6:00 amChicago O'Hare Intl

2h 41m

DEN7:41 amDenver Intl

$116

Find similar

Frontier

Nov 6

DEN8:44 pmDenver Intl

2h 31m

ORD12:15 amChicago O'Hare Intl

Nov 9

ORD6:00 amChicago O'Hare Intl

2h 41m

DEN7:41 amDenver Intl

$117

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Fly from

Fly to

Route

Depart

Return

Price

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 11/7

8:44 pm-12:15 am

Nonstop2h 31m

Chicago O'Hare Intl

Tue 11/11

11:00 am-7:12 pm

1 stop9h 12m

$115

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Mon 10/27

12:59 am-11:38 am

1 stop9h 39m

Chicago Midway

Fri 10/31

12:30 pm-2:16 pm

Nonstop2h 46m

$115

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 11/5

12:59 am-2:13 pm

1 stop12h 14m

Chicago O'Hare Intl

Mon 11/10

6:00 am-7:41 am

Nonstop2h 41m

$116

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 11/20

7:15 am-10:17 pm

1 stop14h 02m

Chicago Midway

Mon 11/24

3:31 pm-5:22 pm

Nonstop2h 51m

$116

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 11/6

8:44 pm-12:15 am

Nonstop2h 31m

Chicago O'Hare Intl

Sun 11/9

6:00 am-7:41 am

Nonstop2h 41m

$117

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Mon 10/27

7:49 am-11:16 am

Nonstop2h 27m

Chicago Midway

Fri 10/31

12:30 pm-2:16 pm

Nonstop2h 46m

$117

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 11/6

8:44 pm-12:15 am

Nonstop2h 31m

Chicago O'Hare Intl

Mon 11/10

10:43 pm-6:25 pm

2 stops20h 42m

$123

DenverChicago

DEN - ORD

DENORD

Denver Intl

Tue 10/28

8:41 pm-12:12 am

Nonstop2h 31m

Chicago O'Hare Intl

Tue 11/4

10:52 am-1:03 am

2 stops15h 11m

$127

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 11/12

6:15 am-12:34 pm

1 stop5h 19m

Chicago Midway

Wed 11/19

9:41 am-3:39 pm

1 stop6h 58m

$157

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Tue 12/30

5:20 am-8:45 am

Nonstop2h 25m

Chicago Midway

Wed 1/14

5:35 pm-7:20 pm

Nonstop2h 45m

$168

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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 $304. 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 $504.

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 $619.

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 $237 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 $198 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 October 2025, prices for Denver to Chicago flights are approximately 42% 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	$114
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 $114. The best round-trip flight deal from Denver to Chicago found on momondo in the last 72 hours is $187.

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

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 October 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 15.03% of all bookings. The subsequent popular models are Boeing 737-800 at 11.13%, Boeing 737-800 Passenger/BBJ2 (winglets) at 9.75%, and Boeing 737 MAX 8 at 9.57%.
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 17%, 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 $63	Free Cancellation	Rating 5.8 3,135 reviews	Search Frontier flights
Southwest	PriceFrom $155	Free Cancellation	Rating 8.0 4,238 reviews	Search Southwest flights
American Airlines	PriceFrom $156	Free Cancellation	Rating 7.2 11,043 reviews	Search American Airlines flights
United Airlines	PriceFrom $165	Free Cancellation	Rating 7.4 8,977 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 54 flights on this route every week with an average price of $256. Southwest is rated 8.0/10 by our users.
United Airlines Flights From Denver to Chicago
Across 8,977 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Denver to Chicago about 62 times each week, with ticket deals ranging from $165 to $303. Price data is based on momondo searches in the last 72 hours.

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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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Cheap flights from Denver to Chicago from $64

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 11/7. 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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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 $619.

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 October 2025, prices for Denver to Chicago flights are approximately 42% 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 October 2025, there are 59 flights per day flying from Denver to Chicago. The most common time of day flights depart is 2:00PM, with 46% 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 419 per week as of October 2025. The most frequent departure day is Mon, with 17% 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

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