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 34% 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.

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

The number of flights available between Denver and Chicago is 450 per week as of May 2026. The most frequent departure day is Sat, with 16% of weekly flights leaving on this day.

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

Southwest, Delta, and United Airlines 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 May 2026, there are 64 flights per day flying from Denver to Chicago. The most common time of day flights depart is 5:00PM, with 50% 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 36m 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 bus from Denver to Chicago can be a safe bet when looking for a low-cost deal to your destination. Currently, a flight and a train are priced higher than the cost of a bus. You can search prices for a flight from Denver starting at $181 to Chicago or a train from Denver to Chicago starting at $483 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 May 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.

$65 Cheap Flights from Denver to Chicago in 2026

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Find the cheapest flights from Denver to Chicago

Round-trip

One-way

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Enter your travel dates to find the best prices.

6:25 am - 10:01 am

DEN

ORD

2h 36mnonstop

1:22 pm - 11:00 pm

ORD

DEN

10h 38m

1 stop

$181Frontier

Sat, Sep 19 - Fri, Sep 25

7:26 pm - 5:28 am

DEN

ORD

9h 02m

1 stop

9:57 pm - 11:57 pm

ORD

DEN

3h 00mnonstop

$182Frontier

Fri, Jul 10 - Mon, Jul 13

11:54 pm - 7:55 am

DEN

ORD

7h 01m

1 stop

9:48 pm - 11:54 pm

ORD

DEN

3h 06mnonstop

$183Frontier

Tue, May 26 - Sat, Jun 27

5:15 pm - 8:53 pm

DEN

ORD

2h 38mnonstop

9:48 pm - 11:54 pm

ORD

DEN

3h 06mnonstop

$184Frontier

Thu, Aug 27 - Sat, Aug 29

7:26 pm - 5:07 am

DEN

ORD

8h 41m

1 stop

9:57 pm - 11:57 pm

ORD

DEN

3h 00mnonstop

$185Frontier

Sat, Jun 27 - Thu, Jul 9

10:00 am - 7:41 pm

DEN

ORD

8h 41m

1 stop

8:46 pm - 10:04 am

ORD

DEN

14h 18m

1 stop

$186Frontier

Tue, May 26 - Fri, May 29

6:15 am - 9:40 am

DEN

MDW

2h 25mnonstop

9:05 pm - 10:50 pm

MDW

DEN

2h 45mnonstop

$201Southwest

Tue, Jun 9 - Tue, Jun 16

12:20 pm - 5:05 pm

DEN

MDW

3h 45m

1 stop

5:30 am - 7:05 am

MDW

DEN

2h 35mnonstop

$207Southwest

Tue, Jun 9 - Tue, Jun 16

6:15 am - 9:40 am

DEN

MDW

2h 25mnonstop

7:00 am - 8:35 am

MDW

DEN

2h 35mnonstop

$209Southwest

Wed, Jul 1 - Tue, Jul 7

3:51 pm - 8:31 am

DEN

RFD

15h 40m

1 stop

8:50 pm - 8:08 am

RFD

DEN

12h 18m

1 stop

$298Multiple Airlines

Sat, May 30 - Wed, Jun 3

Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets

Frontier

Sep 19

DEN6:25 amDenver Intl

2h 36m

ORD10:01 amChicago O'Hare Intl

Sep 24

ORD6:05 amChicago O'Hare Intl

7h 19m

1 stop

DEN12:24 pmDenver Intl

$181

Frontier

May 19

DEN4:54 pmDenver Intl

2h 38m

ORD8:32 pmChicago O'Hare Intl

May 28

ORD9:37 pmChicago O'Hare Intl

3h 07m

DEN11:44 pmDenver Intl

$182

Frontier

May 26

DEN11:56 pmDenver Intl

22h 17m

1 stop

ORD11:13 pmChicago O'Hare Intl

Jun 1

ORD9:37 pmChicago O'Hare Intl

3h 07m

DEN11:44 pmDenver Intl

$183

Delta flights from Denver to Chicago

Our best Delta deals on Denver to Chicago flight tickets

Delta

May 30

DEN6:00 amDenver Intl

6h 19m

1 stop

MDW1:19 pmChicago Midway

Jun 1

MDW5:08 pmChicago Midway

6h 31m

1 stop

DEN10:39 pmDenver Intl

$252

Delta

May 19

DEN11:25 amDenver Intl

8h 44m

1 stop

MDW9:09 pmChicago Midway

Jun 2

MDW9:23 amChicago Midway

7h 13m

1 stop

DEN3:36 pmDenver Intl

$312

Delta

May 15

DEN12:55 amDenver Intl

6h 48m

1 stop

MDW8:43 amChicago Midway

May 16

MDW5:29 pmChicago Midway

8h 04m

1 stop

DEN12:33 amDenver Intl

$377

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DenverChicago

DEN - ORD

DENORD

Denver Intl

Sat 9/19

6:25 am-10:01 am

Nonstop2h 36m

Chicago O'Hare Intl

Fri 9/25

1:22 pm-11:00 pm

1 stop10h 38m

$181

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 7/10

7:26 pm-5:28 am

1 stop9h 02m

Chicago O'Hare Intl

Mon 7/13

9:57 pm-11:57 pm

Nonstop3h 00m

$182

DenverChicago

DEN - ORD

DENORD

Denver Intl

Tue 5/26

11:54 pm-7:55 am

1 stop7h 01m

Chicago O'Hare Intl

Sat 6/27

9:48 pm-11:54 pm

Nonstop3h 06m

$183

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 8/27

5:15 pm-8:53 pm

Nonstop2h 38m

Chicago O'Hare Intl

Sat 8/29

9:48 pm-11:54 pm

Nonstop3h 06m

$184

DenverChicago

DEN - ORD

DENORD

Denver Intl

Sat 6/27

7:26 pm-5:07 am

1 stop8h 41m

Chicago O'Hare Intl

Thu 7/9

9:57 pm-11:57 pm

Nonstop3h 00m

$185

DenverChicago

DEN - ORD

DENORD

Denver Intl

Tue 5/26

10:00 am-7:41 pm

1 stop8h 41m

Chicago O'Hare Intl

Fri 5/29

8:46 pm-10:04 am

1 stop14h 18m

$186

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Tue 6/9

6:15 am-9:40 am

Nonstop2h 25m

Chicago Midway

Tue 6/16

9:05 pm-10:50 pm

Nonstop2h 45m

$201

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Tue 6/9

12:20 pm-5:05 pm

1 stop3h 45m

Chicago Midway

Tue 6/16

5:30 am-7:05 am

Nonstop2h 35m

$207

Quickest round-trip

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 7/1

6:15 am-9:40 am

Nonstop2h 25m

Chicago Midway

Tue 7/7

7:00 am-8:35 am

Nonstop2h 35m

$209

DenverChicago

DEN - RFD

DENRFD

Denver Intl

Sat 5/30

3:51 pm-8:31 am

1 stop15h 40m

Chicago Greater Rockford

Wed 6/3

8:50 pm-8:08 am

1 stop12h 18m

$298

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 typical price of a round-trip flight between Denver and Chicago?

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 $220. 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 $235.

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 $301. 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 $228. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $535.

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 from Denver 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 $271 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.

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 May 2026, prices for Denver to Chicago flights are approximately 159% 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	$159
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 $159. The best round-trip flight deal from Denver to Chicago found on momondo in the last 72 hours is $284.

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

Frequently asked questions about flying from Denver to Chicago

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 36m 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 bus from Denver to Chicago can be a safe bet when looking for a low-cost deal to your destination. Currently, a flight and a train are priced higher than the cost of a bus. You can search prices for a flight from Denver starting at $181 to Chicago or a train from Denver to Chicago starting at $483 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 May 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 16.24% of all bookings. The subsequent popular models are Boeing 737-800 at 14.85%, Boeing 737 MAX 8 at 10.87%, and Airbus A319 at 10.43%.
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 37% of the total bookings. Other popular airlines include American Airlines with 23%, United Airlines with 23%, and Southwest 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 $75	Free Cancellation	Rating 5.6 2,958 reviews	Search Frontier flights
JetBlue	PriceFrom $126	Free Cancellation	Rating 7.1 2,978 reviews	Search JetBlue flights
Southwest	PriceFrom $157	Free Cancellation	Rating 8.0 4,303 reviews	Search Southwest flights
American Airlines	PriceFrom $159	Free Cancellation	Rating 7.1 11,668 reviews	Search American Airlines flights
United Airlines	PriceFrom $168	Free Cancellation	Rating 7.4 9,695 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 $157. Generally, Southwest has 34 flights on this route every week with an average price of $278. Southwest is rated 8.0/10 by our users.
United Airlines Flights From Denver to Chicago
Across 9,695 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Denver to Chicago about 75 times each week, with ticket deals ranging from $168 to $336. Price data is based on momondo searches in the last 72 hours.

Merrillville

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Hammond

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Munster

Schererville

Crown Point

Monticello

Chesterton

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

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Cheap flights from Denver to Chicago from $85

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 6/10. 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

What is the typical price of a round-trip flight between Denver and 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 from Denver to Chicago?

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

Frequently asked questions about flying 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?

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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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

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

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