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Cheap flights from Denver to Chicago from $28

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 2/12. 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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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.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Denver to Chicago.

Cheap last minute flights

Planning a quick getaway from Denver to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Denver to Chicago

Find recent round-trip train or bus tickets from Denver to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:10 pm - 9:32 pmDEN-MDW
2h 22mnonstop
8:15 am - 10:07 amMDW-DEN
2h 52mnonstop
$57Frontier
Find Deal
Wed, Dec 18 - Wed, Jan 8
8:55 pm - 12:13 amDEN-MDW
2h 18mnonstop
10:27 pm - 12:20 amMDW-DEN
2h 53mnonstop
$58Frontier
Find Deal
Wed, Dec 11 - Wed, Dec 18
6:00 am - 9:31 amDEN-ORD
2h 31mnonstop
7:10 am - 9:00 amORD-DEN
2h 50mnonstop
$169United Airlines
Find Deal
Wed, Dec 11 - Sun, Dec 15
6:20 am - 10:00 amDEN-ORD
2h 40mnonstop
7:00 am - 8:45 amORD-DEN
2h 45mnonstop
$170Southwest
Find Deal
Sat, Dec 14 - Wed, Dec 18
12:33 pm - 4:05 pmDEN-ORD
2h 32mnonstop
8:42 am - 10:34 amORD-DEN
2h 52mnonstop
$172American Airlines
Find Deal
Tue, Dec 24 - Wed, Jan 8
12:51 pm - 4:24 pmDEN-ORD
2h 33mnonstop
8:50 pm - 10:36 pmORD-DEN
2h 46mnonstop
$174American Airlines
Find Deal
Sat, Dec 14 - Tue, Dec 17
6:05 am - 9:35 amDEN-MDW
2h 30mnonstop
8:20 am - 10:05 amMDW-DEN
2h 45mnonstop
$179Southwest
Find Deal
Sat, Dec 14 - Wed, Dec 18
8:55 pm - 5:40 pmDEN-ORD
19h 45m1 stop
7:33 am - 7:26 amORD-DEN
24h 53m1 stop
Tue, Dec 3 - Tue, Dec 10
3:53 pm - 10:47 pmDEN-ORD
5h 54m1 stop
10:00 am - 5:17 pmORD-DEN
8h 17m1 stop
Wed, Dec 18 - Tue, Dec 24
8:50 pm - 12:22 amDEN-ORD
2h 32mnonstop
8:20 pm - 10:13 pmORD-DEN
2h 53mnonstop
$183United Airlines
Find Deal
Tue, Dec 17 - Tue, Dec 24
9:53 am - 1:25 pmDEN-ORD
2h 32mnonstop
$28Frontier
Find Deal
Wed, Feb 12
8:55 pm - 12:13 amDEN-MDW
2h 18mnonstop
$28Frontier
Find Deal
Tue, Jan 14
7:40 pm - 11:10 pmDEN-ORD
2h 30mnonstop
$85United Airlines
Find Deal
Wed, Jan 1
6:30 pm - 9:50 pmDEN-MDW
2h 20mnonstop
$85Southwest
Find Deal
Tue, Dec 31
3:25 pm - 6:40 pmDEN-MDW
2h 15mnonstop
$94Southwest
Find Deal
Tue, Dec 24
7:00 am - 10:42 amDEN-ORD
2h 42mnonstop
$95American Airlines
Find Deal
Tue, Nov 26
5:55 pm - 9:28 pmDEN-ORD
2h 33mnonstop
$103United Airlines
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Thu, Mar 6
6:28 am - 10:10 amDEN-ORD
2h 42mnonstop
$106American Airlines
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Thu, Jan 2
12:50 am - 9:24 amDEN-ORD
7h 34m1 stop
$107Delta
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Wed, Dec 11
12:50 am - 9:24 amDEN-ORD
7h 34m1 stop
$108Delta
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Wed, Dec 11
7:44 pm - 11:18 pmDEN-ORD
2h 34mnonstop
6:00 am - 7:45 amORD-DEN
2h 45mnonstop
$92Frontier
Find Deal
Mon, Nov 25 - Thu, Nov 28
5:21 pm - 8:42 pmDEN-MDW
2h 21mnonstop
7:00 am - 8:46 amMDW-DEN
2h 46mnonstop
$107Frontier
Find Deal
Mon, Nov 25 - Fri, Nov 29
7:44 pm - 11:18 pmDEN-ORD
2h 34mnonstop
8:00 pm - 12:31 pmORD-DEN
17h 31m1 stop
Mon, Nov 25 - Mon, Dec 2
7:44 pm - 11:18 pmDEN-ORD
2h 34mnonstop
8:00 pm - 12:31 pmORD-DEN
17h 31m1 stop
Mon, Nov 25 - Mon, Dec 2
7:49 am - 11:20 amDEN-ORD
2h 31mnonstop
4:05 pm - 5:55 pmORD-DEN
2h 50mnonstop
$470United Airlines
Find Deal
Mon, Nov 25 - Thu, Nov 28
1:22 pm - 5:00 pmDEN-ORD
2h 38mnonstop
8:50 pm - 10:33 pmORD-DEN
2h 43mnonstop
$515American Airlines
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Sat, Nov 23 - Tue, Dec 3
12:45 pm - 9:30 pmDEN-ORD
7h 45m2 stops
5:45 am - 1:40 pmORD-DEN
8h 55m1 stop
$524Southwest
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Mon, Nov 25 - Thu, Nov 28
12:20 pm - 7:20 pmDEN-ORD
6h 00m1 stop
8:50 pm - 10:33 pmORD-DEN
2h 43mnonstop
$525American Airlines
Find Deal
Sat, Nov 23 - Tue, Dec 3
1:10 pm - 10:00 pmDEN-ORD
7h 50m2 stops
7:30 am - 1:10 pmORD-DEN
6h 40m2 stops
$554Southwest
Find Deal
Mon, Nov 25 - Fri, Dec 27
7:20 pm - 10:51 pmDEN-ORD
2h 31mnonstop
12:14 am - 1:57 amORD-DEN
2h 43mnonstop
$586United Airlines
Find Deal
Sun, Nov 24 - Sun, Dec 1
6:10 pm - 9:32 pmDEN-MDW
2h 22mnonstop
8:15 am - 10:07 amMDW-DEN
2h 52mnonstop
$57Frontier
Find Deal
Wed, Dec 18 - Wed, Jan 8
8:55 pm - 12:13 amDEN-MDW
2h 18mnonstop
10:27 pm - 12:20 amMDW-DEN
2h 53mnonstop
$58Frontier
Find Deal
Wed, Dec 11 - Wed, Dec 18
8:55 pm - 12:13 amDEN-MDW
2h 18mnonstop
8:15 am - 10:07 amMDW-DEN
2h 52mnonstop
$67Frontier
Find Deal
Wed, Dec 4 - Tue, Dec 10
8:55 pm - 12:13 amDEN-MDW
2h 18mnonstop
8:15 am - 10:07 amMDW-DEN
2h 52mnonstop
$68Frontier
Find Deal
Wed, Dec 4 - Tue, Dec 10
1:00 pm - 4:35 pmDEN-ORD
2h 35mnonstop
5:35 pm - 7:16 pmORD-DEN
2h 41mnonstop
$157American Airlines
Find Deal
Tue, Jan 14 - Tue, Jan 21
7:00 am - 10:45 amDEN-ORD
2h 45mnonstop
8:42 am - 10:34 amORD-DEN
2h 52mnonstop
$163American Airlines
Find Deal
Wed, Dec 18 - Wed, Jan 8
8:50 pm - 12:22 amDEN-ORD
2h 32mnonstop
7:10 am - 9:00 amORD-DEN
2h 50mnonstop
$169United Airlines
Find Deal
Wed, Dec 11 - Wed, Dec 18
6:20 am - 10:00 amDEN-ORD
2h 40mnonstop
7:00 am - 8:45 amORD-DEN
2h 45mnonstop
$170Southwest
Find Deal
Sat, Dec 14 - Wed, Dec 18
6:05 am - 9:35 amDEN-MDW
2h 30mnonstop
8:20 am - 10:05 amMDW-DEN
2h 45mnonstop
$179Southwest
Find Deal
Sat, Dec 14 - Wed, Dec 18
8:50 pm - 12:22 amDEN-ORD
2h 32mnonstop
8:20 pm - 10:13 pmORD-DEN
2h 53mnonstop
$183United Airlines
Find Deal
Tue, Dec 17 - Tue, Dec 24

Southwest flights from Denver to Chicago

Our best Southwest deals on Denver to Chicago flight tickets
Southwest
Dec 14
DEN6:20 amDenver Intl
2h 40m
ORD10:00 amChicago O'Hare Intl
Dec 18
ORD7:00 amChicago O'Hare Intl
2h 45m
DEN8:45 amDenver Intl
Southwest
Dec 14
DEN6:05 amDenver Intl
2h 30m
MDW9:35 amChicago Midway
Dec 18
MDW8:20 amChicago Midway
2h 45m
DEN10:05 amDenver Intl
Southwest
Dec 12
DEN7:05 amDenver Intl
2h 40m
ORD10:45 amChicago O'Hare Intl
Dec 14
ORD6:30 amChicago O'Hare Intl
2h 40m
DEN8:10 amDenver Intl

Frontier flights from Denver to Chicago

Our best Frontier deals on Denver to Chicago flight tickets
Frontier
Dec 18
DEN6:10 pmDenver Intl
2h 22m
MDW9:32 pmChicago Midway
Jan 8
MDW8:15 amChicago Midway
2h 52m
DEN10:07 amDenver Intl
Frontier
Dec 11
DEN8:55 pmDenver Intl
2h 18m
MDW12:13 amChicago Midway
Dec 18
MDW10:27 pmChicago Midway
2h 53m
DEN12:20 amDenver Intl
Frontier
Dec 4
DEN8:55 pmDenver Intl
2h 18m
MDW12:13 amChicago Midway
Dec 10
MDW8:15 amChicago Midway
2h 52m
DEN10:07 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 from Denver to Chicago?

April. The cheapest time of year to fly to Chicago from Denver is April. Most expensive is December

What is the cheapest day to depart Denver for Chicago?

Wednesday. The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday

When is the cheapest time to fly from Denver to Chicago?

In the evening. Denver to Chicago flights are approximately 22% more expensive at noon than in the evening

What is the cheapest Denver to Chicago flight route?

Denver Intl - Chicago Midway. Fly from Denver Intl to Chicago Midway for the best Denver - Chicago flight prices

How far in advance should you book Denver to Chicago flights?

36 days before. The cheapest time to buy a flight from Denver to Chicago is approximately 36 days to departure

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 November 2024, prices for Denver to Chicago flights are approximately 0% more expensive when compared to flights at the same time last year.

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


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

$28

Fastest flight time

2h 15m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Denver in the past 72 hours is $28. The best round-trip flight deal from Denver to Chicago found on momondo in the last 72 hours is $57.
The fastest flight from Denver to Chicago takes 2h 15m
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 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.

  • 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 $252 to Chicago or a bus from Denver to Chicago starting at $338 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 $38Free CancellationRating
6.1
3,539 reviews
Search Frontier flights
American AirlinesPriceFrom $139Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $140Free CancellationRating
8.1
5,014 reviews
Search Southwest flights
United AirlinesPriceFrom $144Free CancellationRating
7.4
9,171 reviews
Search United Airlines flights
DeltaPriceFrom $189Free CancellationRating
8.0
8,756 reviews
Search Delta flights
  • Southwest Flights From Denver to Chicago

    The lowest priced Southwest flight from Denver to Chicago from the last 72 hours was $140. Generally, Southwest has 78 flights on this route every week with an average price of $237. Southwest is rated 8.1/10 by our users.

  • United Airlines Flights From Denver to Chicago

    Across 9,171 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Denver to Chicago about 58 times each week, with ticket deals ranging from $144 to $307. Price data is based on momondo searches in the last 72 hours.


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.


Choose the best way to get from Denver to Chicago

Buses

26h 20m
$131 one-way$338 round-trip
Nonstop · from $338

Distance to downtown

F990.8 mi

Find Buses

Denver to Chicago Buses

Trains

18h 40m
$77 one-way$276 round-trip
Nonstop · from $276

Distance to downtown

ZUN0.7 mi

Find Trains

Denver to Chicago Trains

Flights

2h 15m
$28 one-way$57 round-trip
Nonstop · from $571 stop · from $81

Distance to downtown

MDW8.6 mi

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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