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Cheap flights from Denver to Chicago from $89

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 4/28. 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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0 bags

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Find the cheapest flights from Denver to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:00 am - 6:20 am
DEN
-
ORD
23h 20m
1 stop
Frontier Logo
3:57 pm - 9:40 am
ORD
-
DEN
18h 43m
1 stop
$179Frontier
Thu, Apr 23 - Sun, Apr 26
Frontier Logo
9:06 pm - 11:01 pm
DEN
-
ORD
24h 55m
1 stop
Frontier Logo
10:22 am - 4:02 pm
ORD
-
DEN
30h 40m
1 stop
$180Frontier
Fri, May 15 - Sun, May 17
Frontier Logo
6:30 am - 3:04 pm
DEN
-
MDW
7h 34m
1 stop
Frontier Logo
2:15 pm - 10:29 pm
MDW
-
DEN
9h 14m
1 stop
$180Frontier
Thu, Apr 23 - Mon, Apr 27
Frontier Logo
11:54 pm - 7:55 am
DEN
-
ORD
7h 01m
1 stop
Frontier Logo
9:37 pm - 11:44 pm
ORD
-
DEN
3h 07mnonstop
$181Frontier
Mon, May 11 - Fri, May 22
Frontier Logo
1:07 pm - 10:19 pm
DEN
-
MDW
8h 12m
1 stop
Frontier Logo
8:25 am - 4:53 pm
MDW
-
DEN
9h 28m
1 stop
$181Frontier
Mon, Apr 27 - Thu, Apr 30
Frontier Logo
11:54 pm - 7:55 am
DEN
-
ORD
7h 01m
1 stop
Frontier Logo
9:37 pm - 11:44 pm
ORD
-
DEN
3h 07mnonstop
$182Frontier
Fri, May 22 - Sun, May 24
Frontier Logo
1:09 pm - 10:14 pm
DEN
-
MDW
8h 05m
1 stop
Frontier Logo
6:10 am - 12:14 pm
MDW
-
DEN
7h 04m
1 stop
$182Frontier
Sat, Apr 25 - Tue, Apr 28
Frontier Logo
4:54 pm - 8:32 pm
DEN
-
ORD
2h 38mnonstop
Frontier Logo
9:37 pm - 11:44 pm
ORD
-
DEN
3h 07mnonstop
$183Frontier
Thu, May 7 - Fri, May 8
Southwest Logo
6:20 am - 9:45 am
DEN
-
MDW
2h 25mnonstop
Southwest Logo
10:10 am - 11:50 am
MDW
-
DEN
2h 40mnonstop
$192Southwest
Sat, May 2 - Tue, May 5
Multiple Airlines Logo
6:30 am - 9:47 am
DEN
-
RFD
26h 17m
2 stops
Multiple Airlines Logo
12:09 pm - 10:39 pm
RFD
-
DEN
11h 30m
1 stop
$235Multiple Airlines
Sat, May 9 - Wed, May 13

Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets
Frontier
Apr 23
DEN6:00 amDenver Intl
23h 20m
1 stop
ORD6:20 amChicago O'Hare Intl
Apr 26
ORD3:57 pmChicago O'Hare Intl
18h 43m
1 stop
DEN9:40 amDenver Intl
$179
Frontier
Apr 22
DEN11:59 pmDenver Intl
10h 04m
1 stop
ORD11:03 amChicago O'Hare Intl
Apr 24
ORD12:37 pmChicago O'Hare Intl
8h 55m
1 stop
DEN8:32 pmDenver Intl
$180
Frontier
May 11
DEN11:54 pmDenver Intl
7h 01m
1 stop
ORD7:55 amChicago O'Hare Intl
May 22
ORD9:37 pmChicago O'Hare Intl
3h 07m
DEN11:44 pmDenver Intl
$181

Southwest flights from Denver to Chicago

Our best Southwest deals on Denver to Chicago flight tickets
Southwest
May 2
DEN6:20 amDenver Intl
2h 25m
MDW9:45 amChicago Midway
May 5
MDW10:10 amChicago Midway
2h 40m
DEN11:50 amDenver Intl
$192
Southwest
May 2
DEN6:20 amDenver Intl
2h 25m
MDW9:45 amChicago Midway
May 5
MDW11:35 amChicago Midway
5h 45m
1 stop
DEN4:20 pmDenver Intl
$202
Southwest
Jun 9
DEN12:20 pmDenver Intl
3h 45m
1 stop
MDW5:05 pmChicago Midway
Jun 16
MDW5:30 amChicago Midway
2h 35m
DEN7:05 amDenver Intl
$207

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 April 13, 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

Thu 4/23

6:00 am-6:20 am

1 stop23h 20m

Chicago O'Hare Intl

Sun 4/26

3:57 pm-9:40 am

1 stop18h 43m

$179

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 5/15

9:06 pm-11:01 pm

1 stop24h 55m

Chicago O'Hare Intl

Sun 5/17

10:22 am-4:02 pm

1 stop30h 40m

$180

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 4/23

6:30 am-3:04 pm

1 stop7h 34m

Chicago Midway

Mon 4/27

2:15 pm-10:29 pm

1 stop9h 14m

$180

DenverChicago

DEN - ORD

DENORD

Denver Intl

Mon 5/11

11:54 pm-7:55 am

1 stop7h 01m

Chicago O'Hare Intl

Fri 5/22

9:37 pm-11:44 pm

Nonstop3h 07m

$181

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Mon 4/27

1:07 pm-10:19 pm

1 stop8h 12m

Chicago Midway

Thu 4/30

8:25 am-4:53 pm

1 stop9h 28m

$181

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 5/22

11:54 pm-7:55 am

1 stop7h 01m

Chicago O'Hare Intl

Sun 5/24

9:37 pm-11:44 pm

Nonstop3h 07m

$182

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Sat 4/25

1:09 pm-10:14 pm

1 stop8h 05m

Chicago Midway

Tue 4/28

6:10 am-12:14 pm

1 stop7h 04m

$182

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 5/7

4:54 pm-8:32 pm

Nonstop2h 38m

Chicago O'Hare Intl

Fri 5/8

9:37 pm-11:44 pm

Nonstop3h 07m

$183
Quickest round-trip

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Sat 5/2

6:20 am-9:45 am

Nonstop2h 25m

Chicago Midway

Tue 5/5

10:10 am-11:50 am

Nonstop2h 40m

$192

DenverChicago

DEN - RFD

DENRFD

Denver Intl

Sat 5/9

6:30 am-9:47 am

2 stops26h 17m

Chicago Greater Rockford

Wed 5/13

12:09 pm-10:39 pm

1 stop11h 30m

$235

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 August is, on average, the cheapest month to fly to Chicago from Denver, with most prices found around $195. If you’re not able to fly to Chicago in August, then January is your next best option. Flight prices from Denver to Chicago during January average around $198.

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 $295. 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 $510.

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 $219. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $542.

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 $262 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.

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 April 2026, prices for Denver to Chicago flights are approximately 246% 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

$149

Fastest flight time

2h 15m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Denver in the past 72 hours is $149. The best round-trip flight deal from Denver to Chicago found on momondo in the last 72 hours is $268.
The fastest flight from Denver to Chicago takes 2h 15m
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 7h 34m 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 $179 to Chicago or a train from Denver to Chicago starting at $374 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 15m 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
5.7
2,993 reviews
Search Frontier flights
JetBluePriceFrom $126Free CancellationRating
7.2
2,929 reviews
Search JetBlue flights
SouthwestPriceFrom $155Free CancellationRating
8.0
4,330 reviews
Search Southwest flights
American AirlinesPriceFrom $158Free CancellationRating
7.1
11,567 reviews
Search American Airlines flights
United AirlinesPriceFrom $167Free CancellationRating
7.4
9,579 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 42 flights on this route every week with an average price of $268. Southwest is rated 8.0/10 by our users.

  • United Airlines Flights From Denver to Chicago

    Across 9,579 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Denver to Chicago about 98 times each week, with ticket deals ranging from $167 to $319. 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
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
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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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport