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Cheap flights from Denver to Chicago from $63

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 12/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
9:00 pm - 11:42 pmDEN-ORD
25h 42m1 stop
Frontier Logo
7:40 am - 8:40 pmORD-DEN
14h 00m1 stop
$110Frontier
Find Deal
Thu, Dec 4 - Thu, Dec 11
Frontier Logo
7:00 am - 2:04 pmDEN-MDW
6h 04m1 stop
Frontier Logo
6:15 am - 2:11 pmMDW-DEN
8h 56m1 stop
$110Frontier
Find Deal
Thu, Dec 4 - Mon, Dec 8
Frontier Logo
8:45 pm - 12:12 amDEN-ORD
2h 27mnonstop
Frontier Logo
7:00 am - 8:56 amORD-DEN
2h 56mnonstop
$111Frontier
Find Deal
Fri, Dec 5 - Sun, Dec 7
Frontier Logo
8:45 pm - 12:12 amDEN-ORD
2h 27mnonstop
Frontier Logo
9:55 pm - 8:55 amORD-DEN
12h 00m1 stop
$112Frontier
Find Deal
Sat, Dec 27 - Sat, Jan 3
Frontier Logo
6:30 am - 1:09 pmDEN-MDW
5h 39m1 stop
Frontier Logo
6:00 am - 12:21 pmMDW-DEN
7h 21m1 stop
$112Frontier
Find Deal
Thu, Jan 8 - Mon, Jan 12
Frontier Logo
8:45 pm - 12:12 amDEN-ORD
2h 27mnonstop
Frontier Logo
9:52 pm - 8:55 amORD-DEN
12h 03m1 stop
$113Frontier
Find Deal
Fri, Dec 12 - Sun, Dec 14
Frontier Logo
7:45 am - 11:08 amDEN-MDW
2h 23mnonstop
Frontier Logo
12:18 pm - 2:02 pmMDW-DEN
2h 44mnonstop
$113Frontier
Find Deal
Fri, Dec 5 - Mon, Dec 8
Frontier Logo
8:45 pm - 12:12 amDEN-ORD
2h 27mnonstop
Frontier Logo
4:01 pm - 8:42 amORD-DEN
17h 41m1 stop
$114Frontier
Find Deal
Mon, Dec 15 - Wed, Dec 17
Multiple Airlines Logo
6:30 am - 12:30 pmDEN-RFD
29h 00m1 stop
Multiple Airlines Logo
12:45 pm - 3:58 amRFD-DEN
16h 13m1 stop
$295Multiple Airlines
Find Deal
Wed, Dec 10 - Sun, Dec 21
Multiple Airlines Logo
6:30 am - 12:30 pmDEN-RFD
29h 00m1 stop
Multiple Airlines Logo
12:45 pm - 3:58 amRFD-DEN
16h 13m1 stop
$309Multiple Airlines
Find Deal
Wed, Dec 10 - Thu, Dec 18

United Airlines flights from Denver to Chicago

Our best United Airlines deals on Denver to Chicago flight tickets
United Airlines
Jan 23
DEN6:00 amDenver Intl
2h 44m
ORD9:44 amChicago O'Hare Intl
Jan 25
ORD2:36 pmChicago O'Hare Intl
2h 58m
DEN4:34 pmDenver Intl
$155
Find similar
United Airlines
Dec 9
DEN8:30 pmDenver Intl
2h 29m
ORD11:59 pmChicago O'Hare Intl
Dec 16
ORD8:07 pmChicago O'Hare Intl
2h 49m
DEN9:56 pmDenver Intl
$157
Find similar

Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets
Frontier
Jan 28
DEN8:00 amDenver Intl
9h 27m
1 stop
ORD6:27 pmChicago O'Hare Intl
Jan 31
ORD6:03 amChicago O'Hare Intl
7h 16m
1 stop
DEN12:19 pmDenver Intl
$110
Find similar
Frontier
Nov 23
DEN8:45 pmDenver Intl
2h 25m
ORD12:10 amChicago O'Hare Intl
Nov 27
ORD3:37 pmChicago O'Hare Intl
10h 04m
1 stop
DEN12:41 amDenver Intl
$111
Find similar
Frontier
Dec 27
DEN8:45 pmDenver Intl
2h 27m
ORD12:12 amChicago O'Hare Intl
Jan 3
ORD9:55 pmChicago O'Hare Intl
12h 00m
1 stop
DEN8:55 amDenver Intl
$112
Find similar

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 November 14, 2025.
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

DenverChicago

DEN - ORD

DENORD

Denver Intl

Thu 12/4

9:00 pm-11:42 pm

1 stop25h 42m

Chicago O'Hare Intl

Thu 12/11

7:40 am-8:40 pm

1 stop14h 00m

$110

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 12/4

7:00 am-2:04 pm

1 stop6h 04m

Chicago Midway

Mon 12/8

6:15 am-2:11 pm

1 stop8h 56m

$110

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 12/5

8:45 pm-12:12 am

Nonstop2h 27m

Chicago O'Hare Intl

Sun 12/7

7:00 am-8:56 am

Nonstop2h 56m

$111

DenverChicago

DEN - ORD

DENORD

Denver Intl

Sat 12/27

8:45 pm-12:12 am

Nonstop2h 27m

Chicago O'Hare Intl

Sat 1/3

9:55 pm-8:55 am

1 stop12h 00m

$112

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Thu 1/8

6:30 am-1:09 pm

1 stop5h 39m

Chicago Midway

Mon 1/12

6:00 am-12:21 pm

1 stop7h 21m

$112

DenverChicago

DEN - ORD

DENORD

Denver Intl

Fri 12/12

8:45 pm-12:12 am

Nonstop2h 27m

Chicago O'Hare Intl

Sun 12/14

9:52 pm-8:55 am

1 stop12h 03m

$113

DenverChicago

DEN - MDW

DENMDW

Denver Intl

Fri 12/5

7:45 am-11:08 am

Nonstop2h 23m

Chicago Midway

Mon 12/8

12:18 pm-2:02 pm

Nonstop2h 44m

$113

DenverChicago

DEN - ORD

DENORD

Denver Intl

Mon 12/15

8:45 pm-12:12 am

Nonstop2h 27m

Chicago O'Hare Intl

Wed 12/17

4:01 pm-8:42 am

1 stop17h 41m

$114

DenverChicago

DEN - RFD

DENRFD

Denver Intl

Wed 12/10

6:30 am-12:30 pm

1 stop29h 00m

Chicago Greater Rockford

Sun 12/21

12:45 pm-3:58 am

1 stop16h 13m

$295

DenverChicago

DEN - RFD

DENRFD

Denver Intl

Wed 12/10

6:30 am-12:30 pm

1 stop29h 00m

Chicago Greater Rockford

Thu 12/18

12:45 pm-3:58 am

1 stop16h 13m

$309

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 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 $188.

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 $302. 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 $505.

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 $628.

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 $239 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 $204 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 November 2025, prices for Denver to Chicago flights are approximately 26% 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

$96

Fastest flight time

2h 15m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Denver in the past 72 hours is $96. The best round-trip flight deal from Denver to Chicago found on momondo in the last 72 hours is $154.
The fastest flight from Denver to Chicago takes 2h 15m
Direct flights go from Denver to Chicago every day.
There is 1 airport near Chicago: 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 Southwest. Expect the length of time you’ll spend onboard Southwest to be about 2h 15m compared to taking a train from Denver to Chicago or a bus from Denver to Chicago which have been found to be slower alternatives.

  • 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 $66Free CancellationRating
5.8
3,109 reviews
Search Frontier flights
SouthwestPriceFrom $156Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $157Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights
United AirlinesPriceFrom $166Free CancellationRating
7.4
9,017 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 $156. Generally, Southwest has 44 flights on this route every week with an average price of $260. Southwest is rated 8.0/10 by our users.

  • United Airlines Flights From Denver to Chicago

    Across 9,017 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Denver to Chicago about 79 times each week, with ticket deals ranging from $166 to $301. 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
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

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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