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Cheap flights from Denver to Chicago from $52

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 5/31. 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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Find the cheapest flights from Denver to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Denver to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.
Frontier Logo
8:21 pm - 11:59 pmDEN-ORD
2h 38mnonstop
Frontier Logo
5:40 am - 7:30 amORD-DEN
2h 50mnonstop
$104Frontier
Find Deal
Fri, Jul 25 - Mon, Jul 28
Frontier Logo
5:26 pm - 8:53 pmDEN-MDW
2h 27mnonstop
Frontier Logo
2:44 pm - 4:33 pmMDW-DEN
2h 49mnonstop
$104Frontier
Find Deal
Thu, Jul 3 - Sat, Jul 5
Southwest Logo
9:30 pm - 12:55 amDEN-MDW
2h 25mnonstop
Southwest Logo
5:15 am - 6:50 amMDW-DEN
2h 35mnonstop
$151Southwest
Find Deal
Wed, Jun 11 - Wed, Jul 16
Southwest Logo
3:30 pm - 6:50 pmDEN-MDW
2h 20mnonstop
Southwest Logo
6:35 am - 8:10 amMDW-DEN
2h 35mnonstop
$160Southwest
Find Deal
Sat, May 24 - Sun, May 25
American Airlines Logo
5:32 pm - 9:22 pmDEN-ORD
2h 50mnonstop
American Airlines Logo
6:48 am - 8:22 amORD-DEN
2h 34mnonstop
$160American Airlines
Find Deal
Thu, Sep 4 - Sun, Sep 7
American Airlines Logo
12:19 pm - 3:51 pmDEN-ORD
2h 32mnonstop
American Airlines Logo
6:25 pm - 8:14 pmORD-DEN
2h 49mnonstop
$173American Airlines
Find Deal
Wed, Jun 4 - Fri, Jun 6
United Airlines Logo
5:45 pm - 9:17 pmDEN-ORD
2h 32mnonstop
United Airlines Logo
5:02 am - 6:45 amORD-DEN
2h 43mnonstop
$211United Airlines
Find Deal
Tue, May 20 - Sun, May 25
Delta Logo
6:20 am - 12:55 pmDEN-ORD
5h 35m1 stop
Delta Logo
5:05 pm - 10:58 pmORD-DEN
6h 53m1 stop
$217Delta
Find Deal
Thu, Jun 12 - Mon, Jun 16
Delta Logo
12:55 am - 8:41 amDEN-MDW
6h 46m1 stop
Delta Logo
7:21 pm - 11:22 pmMDW-DEN
5h 01m1 stop
$217Delta
Find Deal
Thu, Jun 12 - Fri, Jun 20
United Airlines Logo
8:50 pm - 12:25 amDEN-ORD
2h 35mnonstop
United Airlines Logo
9:40 pm - 11:30 pmORD-DEN
2h 50mnonstop
$220United Airlines
Find Deal
Wed, Jun 4 - Mon, Jun 9

Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets
Frontier
Jul 25
DEN8:21 pmDenver Intl
2h 38m
ORD11:59 pmChicago O'Hare Intl
Jul 28
ORD5:40 amChicago O'Hare Intl
2h 50m
DEN7:30 amDenver Intl
Frontier
Jul 24
DEN8:21 pmDenver Intl
2h 38m
ORD11:59 pmChicago O'Hare Intl
Jul 27
ORD5:40 amChicago O'Hare Intl
2h 50m
DEN7:30 amDenver Intl
Frontier
Aug 7
DEN8:21 pmDenver Intl
2h 38m
ORD11:59 pmChicago O'Hare Intl
Aug 11
ORD5:40 amChicago O'Hare Intl
2h 50m
DEN7:30 amDenver Intl

Sun Country Air flights from Denver to Chicago

Our best Sun Country Air deals on Denver to Chicago flight tickets
Sun Country Air
Jun 11
DEN6:07 pmDenver Intl
24h 04m
1 stop
ORD7:11 pmChicago O'Hare Intl
Jun 19
ORD6:17 pmChicago O'Hare Intl
25h 28m
1 stop
DEN6:45 pmDenver Intl
Sun Country Air
Jun 13
DEN6:13 pmDenver Intl
26h 26m
1 stop
ORD9:39 pmChicago O'Hare Intl
Jun 19
ORD6:17 pmChicago O'Hare Intl
16h 02m
1 stop
DEN9:19 amDenver Intl

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 September is, on average, the cheapest month to fly to Chicago from Denver, with most prices found around $140. If you’re not able to fly to Chicago in September, then October is your next best option. Flight prices from Denver to Chicago during October average around $157.

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 $285. 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 $507.

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 $168. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $687.

What is the cheapest Denver Intl to Chicago flight route?

Fly from Denver Intl to Chicago Midway 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 5 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $217 when searching 5 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 $187 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 April 2025, prices for Denver to Chicago flights are approximately 43% cheaper 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

$52

Fastest flight time

2h 20m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Denver in the past 72 hours is $52. The best round-trip flight deal from Denver to Chicago found on momondo in the last 72 hours is $104.
The fastest flight from Denver to Chicago takes 2h 20m
Direct flights go from Denver to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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 20m 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 $319 to Chicago or a bus from Denver to Chicago starting at $263 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?

  • 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 $54Free CancellationRating
5.9
3,284 reviews
Search Frontier flights
American AirlinesPriceFrom $150Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $154Free CancellationRating
7.4
8,696 reviews
Search United Airlines flights
SouthwestPriceFrom $155Free CancellationRating
8.0
4,295 reviews
Search Southwest 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 54 flights on this route every week with an average price of $247. Southwest is rated 8.0/10 by our users.

  • United Airlines Flights From Denver to Chicago

    Across 8,696 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Denver to Chicago about 19 times each week, with ticket deals ranging from $154 to $303. 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
Portage
Lansing
Saint Joseph
Schererville
Valparaiso
Munster
Crown Point
Monticello
Chesterton
Griffith
Porter
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.


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1 adult
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Sun 5/4
Sun 5/11

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