What airlines fly to Chicago?

United Airlines, American Airlines and Frontier 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 29% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 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?

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 February 2026, there are 57 flights per day flying from Denver to Chicago. The most common time of day flights depart is 9:00AM, 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 400 per week as of February 2026. The most frequent departure day is Thu, with 18% of weekly flights leaving on this day.

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 8h 05m 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 $329 to Chicago or a bus from Denver to Chicago starting at $176 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 February 2026, there are 5 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.

$83 Cheap Flights from Denver to Chicago in 2026

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

9:00 pm - 1:14 am

DEN

ORD

27h 14m

1 stop

3:29 pm - 5:37 pm

ORD

DEN

3h 08mnonstop

$136Frontier

Sun, Apr 5 - Wed, Apr 8

9:49 am - 5:50 am

DEN

ORD

19h 01m

1 stop

4:21 pm - 9:58 pm

ORD

DEN

6h 37m

1 stop

$137Frontier

Sat, May 2 - Wed, May 6

9:19 pm - 12:57 am

DEN

ORD

2h 38mnonstop

4:36 pm - 7:13 am

ORD

DEN

15h 37m

2 stops

$138Multiple Airlines

Mon, Mar 16 - Tue, Mar 17

9:19 pm - 12:57 am

DEN

ORD

2h 38mnonstop

2:29 pm - 4:49 pm

ORD

DEN

3h 20mnonstop

$139Frontier

Fri, Mar 27 - Fri, Apr 3

6:15 am - 9:50 am

DEN

ORD

2h 35mnonstop

10:55 am - 12:58 pm

ORD

DEN

3h 03mnonstop

$140Frontier

Fri, Apr 17 - Sun, Apr 19

6:03 pm - 12:52 am

DEN

ORD

5h 49m

1 stop

4:21 pm - 9:58 pm

ORD

DEN

6h 37m

1 stop

$141Frontier

Fri, May 1 - Tue, May 5

6:15 am - 9:50 am

DEN

ORD

2h 35mnonstop

10:50 am - 12:53 pm

ORD

DEN

3h 03mnonstop

$142Frontier

Fri, May 1 - Sun, May 3

9:19 pm - 12:57 am

DEN

ORD

2h 38mnonstop

6:10 pm - 7:13 am

ORD

DEN

14h 03m

1 stop

$143Frontier

Fri, Mar 6 - Mon, Mar 9

9:19 pm - 12:57 am

DEN

ORD

2h 38mnonstop

9:28 am - 11:04 pm

ORD

DEN

14h 36m

1 stop

$144Frontier

Mon, Mar 16 - Wed, Mar 18

10:26 am - 11:50 am

DEN

RFD

24h 24m

1 stop

10:37 am - 7:02 am

RFD

DEN

21h 25m

2 stops

$366Multiple Airlines

Wed, Mar 4 - Sun, Mar 8

Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets

Frontier

Apr 5

DEN9:00 pmDenver Intl

27h 14m

1 stop

ORD1:14 amChicago O'Hare Intl

Apr 8

ORD3:29 pmChicago O'Hare Intl

3h 08m

DEN5:37 pmDenver Intl

$136

Frontier

May 2

DEN9:49 amDenver Intl

19h 01m

1 stop

ORD5:50 amChicago O'Hare Intl

May 6

ORD4:21 pmChicago O'Hare Intl

6h 37m

1 stop

DEN9:58 pmDenver Intl

$137

Frontier

Mar 27

DEN9:19 pmDenver Intl

2h 38m

ORD12:57 amChicago O'Hare Intl

Apr 3

ORD2:29 pmChicago O'Hare Intl

3h 20m

DEN4:49 pmDenver Intl

$139

Southwest flights from Denver to Chicago

Our best Southwest deals on Denver to Chicago flight tickets

Southwest

Mar 10

DEN6:25 amDenver Intl

2h 25m

MDW9:50 amChicago Midway

Mar 11

MDW5:35 pmChicago Midway

2h 40m

DEN7:15 pmDenver Intl

$179

Southwest

Apr 7

DEN5:55 pmDenver Intl

2h 35m

MDW9:30 pmChicago Midway

Apr 13

MDW9:35 pmChicago Midway

2h 40m

DEN11:15 pmDenver Intl

$180

Southwest

Apr 23

DEN6:35 amDenver Intl

2h 20m

MDW9:55 amChicago Midway

Apr 26

MDW6:00 amChicago Midway

2h 40m

DEN7:40 amDenver Intl

$181

Fly from

Fly to

Route

Depart

Return

Price

DenverChicago

DEN - ORD

DENORD

Denver Intl

Sun 4/5

9:00 pm-1:14 am

1 stop27h 14m

Chicago O'Hare Intl

Wed 4/8

3:29 pm-5:37 pm

Nonstop3h 08m

$136

DenverChicago

DEN - ORD

DENORD

Denver Intl

Sat 5/2

9:49 am-5:50 am

1 stop19h 01m

Chicago O'Hare Intl

Wed 5/6

4:21 pm-9:58 pm

1 stop6h 37m

$137

DenverChicago

DEN - ORD

DENORD

Denver Intl

Mon 3/16

9:19 pm-12:57 am

Nonstop2h 38m

Chicago O'Hare Intl

Tue 3/17

4:36 pm-7:13 am

2 stops15h 37m

$138

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 3/27

9:19 pm-12:57 am

Nonstop2h 38m

Chicago O'Hare Intl

Fri 4/3

2:29 pm-4:49 pm

Nonstop3h 20m

$139

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 4/17

6:15 am-9:50 am

Nonstop2h 35m

Chicago O'Hare Intl

Sun 4/19

10:55 am-12:58 pm

Nonstop3h 03m

$140

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 5/1

6:03 pm-12:52 am

1 stop5h 49m

Chicago O'Hare Intl

Tue 5/5

4:21 pm-9:58 pm

1 stop6h 37m

$141

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 5/1

6:15 am-9:50 am

Nonstop2h 35m

Chicago O'Hare Intl

Sun 5/3

10:50 am-12:53 pm

Nonstop3h 03m

$142

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 3/6

9:19 pm-12:57 am

Nonstop2h 38m

Chicago O'Hare Intl

Mon 3/9

6:10 pm-7:13 am

1 stop14h 03m

$143

DenverChicago

DEN - ORD

DENORD

Denver Intl

Mon 3/16

9:19 pm-12:57 am

Nonstop2h 38m

Chicago O'Hare Intl

Wed 3/18

9:28 am-11:04 pm

1 stop14h 36m

$144

DenverChicago

DEN - RFD

DENRFD

Denver Intl

Wed 3/4

10:26 am-11:50 am

1 stop24h 24m

Chicago Greater Rockford

Sun 3/8

10:37 am-7:02 am

2 stops21h 25m

$366

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 August is, on average, the cheapest month to fly to Chicago from Denver, with most prices found around $196. If you’re not able to fly to Chicago in August, then September is your next best option. Flight prices from Denver to Chicago during September average around $196.

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 $294. 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 $521.

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 $203. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $580.

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 $250 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 $196 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 February 2026, prices for Denver to Chicago flights are approximately 64% 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	$139
Fastest flight time	2h 20m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Denver in the past 72 hours is $139. The best round-trip flight deal from Denver to Chicago found on momondo in the last 72 hours is $264.

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

Direct flights go from Denver to Chicago every day.

There are 3 airports in Chicago. From Denver there are direct flights to 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 Frontier. Expect the length of time you’ll spend onboard Frontier to be about 8h 05m 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 $329 to Chicago or a bus from Denver to Chicago starting at $176 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 February 2026, there are 5 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 15.83% of all bookings. The subsequent popular models are Boeing 737-800 at 11.36%, Boeing 757-300 at 11.16%, and Boeing 737-900 at 9.26%.
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 39% of the total bookings. Other popular airlines include Southwest with 22%, American Airlines with 20%, and United Airlines with 19%.

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 5.7 3,046 reviews	Search Frontier flights
JetBlue	PriceFrom $126	Free Cancellation	Rating 7.2 2,901 reviews	Search JetBlue flights
Southwest	PriceFrom $155	Free Cancellation	Rating 8.0 4,295 reviews	Search Southwest flights
American Airlines	PriceFrom $157	Free Cancellation	Rating 7.2 11,321 reviews	Search American Airlines flights
United Airlines	PriceFrom $158	Free Cancellation	Rating 7.4 9,325 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 51 flights on this route every week with an average price of $264. Southwest is rated 8.0/10 by our users.
United Airlines Flights From Denver to Chicago
Across 9,325 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 $158 to $294. Price data is based on momondo searches in the last 72 hours.

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Saint Joseph

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Schererville

Munster

Crown Point

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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Cheap flights from Denver to Chicago from $83

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 3/12. 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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Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets

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See travel insights to Chicago from

How to get the cheapest flight ticket from Denver to Chicago

What is the cheapest month to fly to Chicago?

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?

What is the cheapest Denver Intl to Chicago flight route?

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

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

Can stopping save me money on Denver to Chicago flights?

How have Denver to Chicago flight prices changed over time?

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

What airlines fly to Chicago?

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

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

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

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

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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