Cheap flights from Denver to Chicago from $88

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 7/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Frontier Logo
6:30 am - 7:53 pm
DEN
-
ORD
12h 23m
1 stop
Frontier Logo
1:50 pm - 10:05 pm
ORD
-
DEN
9h 15m
1 stop
$184Frontier
Tue, Jul 14 - Wed, Jul 22
Frontier Logo
5:15 pm - 8:53 pm
DEN
-
ORD
2h 38mnonstop
Frontier Logo
9:48 pm - 11:54 pm
ORD
-
DEN
3h 06mnonstop
$185Frontier
Thu, Aug 27 - Sat, Aug 29
Frontier Logo
11:46 pm - 8:02 am
DEN
-
ORD
7h 16m
1 stop
Frontier Logo
7:05 am - 2:01 pm
ORD
-
DEN
7h 56m
1 stop
$186Frontier
Tue, Aug 4 - Wed, Aug 12
Frontier Logo
11:46 pm - 7:53 am
DEN
-
ORD
7h 07m
1 stop
Frontier Logo
9:57 pm - 11:57 pm
ORD
-
DEN
3h 00mnonstop
$187Frontier
Tue, Jul 14 - Sat, Jul 18
Frontier Logo
11:46 pm - 8:03 am
DEN
-
ORD
7h 17m
1 stop
Frontier Logo
9:57 pm - 11:57 pm
ORD
-
DEN
3h 00mnonstop
$188Frontier
Wed, Jul 1 - Tue, Jul 7
Delta Logo
12:59 am - 9:17 am
DEN
-
MDW
7h 18m
1 stop
Delta Logo
9:59 am - 3:23 pm
MDW
-
DEN
6h 24m
1 stop
$205Delta
Wed, Aug 26 - Sat, Aug 29
Southwest Logo
6:15 am - 9:40 am
DEN
-
MDW
2h 25mnonstop
Southwest Logo
7:00 am - 8:35 am
MDW
-
DEN
2h 35mnonstop
$217Southwest
Tue, Jul 14 - Tue, Jul 21
Southwest Logo
7:40 am - 12:25 pm
DEN
-
MDW
3h 45m
1 stop
Southwest Logo
5:30 am - 7:05 am
MDW
-
DEN
2h 35mnonstop
$223Southwest
Wed, Jul 1 - Tue, Jul 7
Multiple Airlines Logo
7:23 am - 3:09 pm
DEN
-
RFD
6h 46m
1 stop
Multiple Airlines Logo
9:35 pm - 3:58 am
RFD
-
DEN
7h 23m
1 stop
$300Multiple Airlines
Thu, Aug 27 - Sun, Aug 30
Multiple Airlines Logo
7:23 am - 3:09 pm
DEN
-
RFD
6h 46m
1 stop
Multiple Airlines Logo
9:35 pm - 9:30 am
RFD
-
DEN
12h 55m
1 stop
$313Multiple Airlines
Thu, Aug 20 - Sun, Aug 23

Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets
Frontier
Jul 14
DEN6:30 amDenver Intl
12h 23m
1 stop
ORD7:53 pmChicago O'Hare Intl
Jul 22
ORD1:50 pmChicago O'Hare Intl
9h 15m
1 stop
DEN10:05 pmDenver Intl
$184
Frontier
Aug 4
DEN11:46 pmDenver Intl
7h 16m
1 stop
ORD8:02 amChicago O'Hare Intl
Aug 12
ORD7:05 amChicago O'Hare Intl
7h 56m
1 stop
DEN2:01 pmDenver Intl
$186
Frontier
Jul 14
DEN11:46 pmDenver Intl
7h 07m
1 stop
ORD7:53 amChicago O'Hare Intl
Jul 18
ORD9:57 pmChicago O'Hare Intl
3h 00m
DEN11:57 pmDenver Intl
$187

Southwest flights from Denver to Chicago

Our best Southwest deals on Denver to Chicago flight tickets
Southwest
Jul 14
DEN6:15 amDenver Intl
2h 25m
MDW9:40 amChicago Midway
Jul 21
MDW7:00 amChicago Midway
2h 35m
DEN8:35 amDenver Intl
$217
Southwest
Jul 1
DEN7:40 amDenver Intl
3h 45m
1 stop
MDW12:25 pmChicago Midway
Jul 7
MDW5:30 amChicago Midway
2h 35m
DEN7:05 amDenver Intl
$223
Southwest
Jul 7
DEN6:15 amDenver Intl
5h 10m
1 stop
MDW12:25 pmChicago Midway
Jul 14
MDW5:30 amChicago Midway
2h 35m
DEN7:05 amDenver Intl
$227

momondo Fare Finder

 
Customize your flight search to find flights from Denver to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 4, 2026.
Use the filters below to find and compare flights from Denver to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DenverChicago

DEN - ORD

DENORD

Denver Intl

Tue 7/14

6:30 am-7:53 pm

1 stop12h 23m

Chicago O'Hare Intl

Wed 7/22

1:50 pm-10:05 pm

1 stop9h 15m

$184

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

$185

DenverChicago

DEN - ORD

DENORD

Denver Intl

Tue 8/4

11:46 pm-8:02 am

1 stop7h 16m

Chicago O'Hare Intl

Wed 8/12

7:05 am-2:01 pm

1 stop7h 56m

$186

DenverChicago

DEN - ORD

DENORD

Denver Intl

Tue 7/14

11:46 pm-7:53 am

1 stop7h 07m

Chicago O'Hare Intl

Sat 7/18

9:57 pm-11:57 pm

Nonstop3h 00m

$187

DenverChicago

DEN - ORD

DENORD

Denver Intl

Wed 7/1

11:46 pm-8:03 am

1 stop7h 17m

Chicago O'Hare Intl

Tue 7/7

9:57 pm-11:57 pm

Nonstop3h 00m

$188

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 8/26

12:59 am-9:17 am

1 stop7h 18m

Chicago Midway

Sat 8/29

9:59 am-3:23 pm

1 stop6h 24m

$205
Quickest round-trip

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Tue 7/14

6:15 am-9:40 am

Nonstop2h 25m

Chicago Midway

Tue 7/21

7:00 am-8:35 am

Nonstop2h 35m

$217

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Wed 7/1

7:40 am-12:25 pm

1 stop3h 45m

Chicago Midway

Tue 7/7

5:30 am-7:05 am

Nonstop2h 35m

$223

DenverChicago

DEN - RFD

DENRFD

Denver Intl

Thu 8/27

7:23 am-3:09 pm

1 stop6h 46m

Chicago Greater Rockford

Sun 8/30

9:35 pm-3:58 am

1 stop7h 23m

$300

DenverChicago

DEN - RFD

DENRFD

Denver Intl

Thu 8/20

7:23 am-3:09 pm

1 stop6h 46m

Chicago Greater Rockford

Sun 8/23

9:35 pm-9:30 am

1 stop12h 55m

$313

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 typical price of a round-trip flight between Denver and Chicago?

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Denver, with most prices found around $230. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Denver to Chicago during August average around $230.

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 Friday when prices can be found for as low as $307. 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 $509.

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 $232. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $537.

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 $274 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 $219 on momondo.

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

There are 4 cabin classes available to choose from on Denver 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 June 2026, prices for Denver to Chicago flights are approximately 134% 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 $297.
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).

Frequently asked questions about flying from Denver to Chicago

  • 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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $75Free CancellationRating
5.6
2,919 reviews
Search Frontier flights
JetBluePriceFrom $126Free CancellationRating
7.1
2,984 reviews
Search JetBlue flights
SouthwestPriceFrom $157Free CancellationRating
8.0
4,256 reviews
Search Southwest flights
American AirlinesPriceFrom $167Free CancellationRating
7.1
11,640 reviews
Search American Airlines flights
United AirlinesPriceFrom $175Free CancellationRating
7.4
9,772 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 23 flights on this route every week with an average price of $291. Southwest is rated 8.0/10 by our users.

  • United Airlines Flights From Denver to Chicago

    Across 9,772 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Denver to Chicago about 91 times each week, with ticket deals ranging from $175 to $349. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Portage
Benton Harbor
Lansing
Valparaiso
Schererville
Munster
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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1 adult
Sat 7/4
Sat 7/11

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