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Cheap flights from Denver to Chicago from $23

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 2/25. 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 from Denver to Chicago

The cheapest plane tickets from Denver to Chicago found on KAYAK recently.
8:55 pm - 12:17 amDEN-MDW
2h 22mnonstop
7:05 am - 8:59 amMDW-DEN
2h 54mnonstop
$47Frontier
Find Deal
Wed, Feb 26 - Tue, Mar 4
8:55 pm - 12:17 amDEN-MDW
2h 22mnonstop
7:05 am - 8:59 amMDW-DEN
2h 54mnonstop
$48Frontier
Find Deal
Tue, Feb 25 - Wed, Mar 5
7:30 pm - 11:05 pmDEN-ORD
2h 35mnonstop
7:00 am - 8:40 amORD-DEN
2h 40mnonstop
$154Southwest
Find Deal
Thu, Apr 10 - Wed, Apr 16
7:55 pm - 11:10 pmDEN-MDW
2h 15mnonstop
7:20 am - 9:15 amMDW-DEN
2h 55mnonstop
$168Southwest
Find Deal
Sat, Mar 1 - Sun, Mar 2
10:20 am - 7:11 pmDEN-ORD
7h 51m1 stop
5:35 am - 7:27 amORD-DEN
2h 52mnonstop
Thu, Jul 10 - Thu, Jul 31
4:25 pm - 8:00 pmDEN-ORD
2h 35mnonstop
1:05 pm - 3:00 pmORD-DEN
2h 55mnonstop
$199United Airlines
Find Deal
Wed, Apr 9 - Wed, Apr 23
7:15 pm - 7:11 pmDEN-ORD
22h 56m1 stop
5:35 am - 7:27 amORD-DEN
2h 52mnonstop
Thu, Jun 12 - Mon, Jun 16
7:45 am - 11:28 amDEN-ORD
2h 43mnonstop
7:10 am - 9:00 amORD-DEN
2h 50mnonstop
$209United Airlines
Find Deal
Wed, Feb 5 - Sat, Feb 8
4:15 pm - 9:58 pmDEN-ORD
4h 43m1 stop
10:10 am - 5:03 pmORD-DEN
7h 53m1 stop
$217Delta
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Sat, Feb 15 - Tue, Feb 18
12:55 am - 8:34 amDEN-ORD
6h 39m1 stop
1:16 pm - 9:19 pmORD-DEN
9h 03m1 stop
$221Delta
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Mon, Apr 7 - Fri, Apr 18
8:55 pm - 12:17 amDEN-MDW
2h 22mnonstop
$23Frontier
Find Deal
Tue, Feb 25
8:55 pm - 12:17 amDEN-MDW
2h 22mnonstop
$24Frontier
Find Deal
Wed, Feb 26
4:25 pm - 8:00 pmDEN-ORD
2h 35mnonstop
$70United Airlines
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Wed, Apr 23
7:25 pm - 10:50 pmDEN-MDW
2h 25mnonstop
$70Southwest
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Wed, Apr 30
1:15 pm - 4:45 pmDEN-ORD
2h 30mnonstop
$85Southwest
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Tue, Apr 22
6:02 am - 9:34 amDEN-ORD
2h 32mnonstop
$99United Airlines
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Tue, Apr 22
6:00 am - 9:36 amDEN-ORD
2h 36mnonstop
$105American Airlines
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Sat, Feb 8
12:55 am - 8:37 amDEN-ORD
6h 42m1 stop
$109Delta
Find Deal
Mon, Mar 10
12:55 am - 8:45 amDEN-MDW
6h 50m1 stop
$109Delta
Find Deal
Mon, Mar 10
11:59 pm - 8:27 amDEN-ORD
7h 28m1 stop
$129American Airlines
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Tue, Feb 18
8:59 pm - 12:32 amDEN-ORD
2h 33mnonstop
9:22 pm - 7:28 amORD-DEN
11h 06m1 stop
$177Frontier
Find Deal
Sun, Jan 26 - Sun, Feb 2
12:50 am - 4:23 pmDEN-ORD
14h 33m1 stop
9:22 pm - 7:28 amORD-DEN
11h 06m1 stop
$186Frontier
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Sun, Jan 26 - Sun, Feb 2
6:45 am - 3:00 pmDEN-ORD
7h 15m1 stop
11:25 am - 7:25 pmORD-DEN
9h 00m2 stops
$377Southwest
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Sun, Jan 26 - Sun, Feb 2
5:50 pm - 10:55 pmDEN-ORD
28h 05m3 stops
1:40 pm - 4:40 pmORD-DEN
4h 00m1 stop
Sun, Jan 26 - Sun, Feb 2
1:00 pm - 11:44 pmDEN-ORD
9h 44m1 stop
1:40 pm - 4:40 pmORD-DEN
4h 00m1 stop
Thu, Jan 23 - Sat, Jan 25
6:15 pm - 9:25 amDEN-ORD
14h 10m1 stop
12:45 pm - 2:36 pmORD-DEN
2h 51mnonstop
$409United Airlines
Find Deal
Fri, Jan 24 - Sat, Jan 25
1:30 pm - 5:05 pmDEN-ORD
2h 35mnonstop
8:05 pm - 9:51 amORD-DEN
14h 46m1 stop
$424United Airlines
Find Deal
Sat, Jan 25 - Sat, Jan 25
7:05 pm - 10:35 pmDEN-ORD
2h 30mnonstop
6:15 am - 8:00 amORD-DEN
2h 45mnonstop
$455Southwest
Find Deal
Thu, Jan 23 - Mon, Jan 27
4:55 pm - 10:25 amDEN-ORD
16h 30m1 stop
1:40 pm - 4:40 pmORD-DEN
4h 00m1 stop
$489Denver Air Connection
Find Deal
Wed, Jan 22 - Mon, Jan 27
4:55 pm - 10:25 amDEN-ORD
16h 30m1 stop
1:40 pm - 4:40 pmORD-DEN
4h 00m1 stop
$525Denver Air Connection
Find Deal
Wed, Jan 22 - Sat, Jan 25
8:55 pm - 12:17 amDEN-MDW
2h 22mnonstop
7:05 am - 8:59 amMDW-DEN
2h 54mnonstop
$47Frontier
Find Deal
Wed, Feb 26 - Tue, Mar 4
8:55 pm - 12:17 amDEN-MDW
2h 22mnonstop
7:05 am - 8:59 amMDW-DEN
2h 54mnonstop
$48Frontier
Find Deal
Tue, Feb 25 - Wed, Mar 5
9:53 am - 1:25 pmDEN-ORD
2h 32mnonstop
6:50 am - 8:53 amORD-DEN
3h 03mnonstop
$52Frontier
Find Deal
Wed, Feb 26 - Wed, Mar 5
9:53 am - 1:25 pmDEN-ORD
2h 32mnonstop
6:50 am - 8:53 amORD-DEN
3h 03mnonstop
$53Frontier
Find Deal
Tue, Feb 18 - Wed, Feb 26
12:46 pm - 4:14 pmDEN-ORD
2h 28mnonstop
11:45 am - 1:28 pmORD-DEN
2h 43mnonstop
$139American Airlines
Find Deal
Wed, Mar 12 - Wed, Mar 19
7:30 pm - 11:05 pmDEN-ORD
2h 35mnonstop
7:00 am - 8:40 amORD-DEN
2h 40mnonstop
$154Southwest
Find Deal
Thu, Apr 10 - Wed, Apr 16
7:00 am - 10:23 amDEN-ORD
2h 23mnonstop
8:40 pm - 10:42 pmORD-DEN
3h 02mnonstop
$165American Airlines
Find Deal
Sat, Feb 22 - Mon, Feb 24
6:20 am - 10:00 amDEN-ORD
2h 40mnonstop
7:45 pm - 9:40 pmORD-DEN
2h 55mnonstop
$168Southwest
Find Deal
Sat, Mar 1 - Sun, Mar 2
7:47 am - 11:20 amDEN-ORD
2h 33mnonstop
2:35 pm - 4:28 pmORD-DEN
2h 53mnonstop
$194United Airlines
Find Deal
Wed, Feb 26 - Wed, Feb 26
6:02 am - 9:34 amDEN-ORD
2h 32mnonstop
9:15 pm - 11:10 pmORD-DEN
2h 55mnonstop
$199United Airlines
Find Deal
Wed, Apr 9 - Wed, Apr 16

American Airlines flights from Denver to Chicago

Our best American Airlines deals on Denver to Chicago flight tickets
American Airlines
Feb 4
DEN1:00 pmDenver Intl
2h 35m
ORD4:35 pmChicago O'Hare Intl
Feb 11
ORD8:42 amChicago O'Hare Intl
2h 52m
DEN10:34 amDenver Intl
American Airlines
Feb 4
DEN1:00 pmDenver Intl
2h 35m
ORD4:35 pmChicago O'Hare Intl
Feb 9
ORD12:44 pmChicago O'Hare Intl
2h 44m
DEN2:28 pmDenver Intl
American Airlines
Feb 4
DEN1:00 pmDenver Intl
2h 35m
ORD4:35 pmChicago O'Hare Intl
Feb 6
ORD5:35 pmChicago O'Hare Intl
6h 29m
1 stop
DEN11:04 pmDenver Intl

Southwest flights from Denver to Chicago

Our best Southwest deals on Denver to Chicago flight tickets
Southwest
Apr 10
DEN7:30 pmDenver Intl
2h 35m
ORD11:05 pmChicago O'Hare Intl
Apr 16
ORD7:00 amChicago O'Hare Intl
2h 40m
DEN8:40 amDenver Intl
Southwest
Mar 1
DEN7:55 pmDenver Intl
2h 15m
MDW11:10 pmChicago Midway
Mar 2
MDW7:20 amChicago Midway
2h 55m
DEN9:15 amDenver Intl
Southwest
Mar 2
DEN7:55 amDenver Intl
2h 35m
ORD11:30 amChicago O'Hare Intl
Mar 5
ORD6:15 amChicago O'Hare Intl
2h 45m
DEN8:00 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 April is, on average, the cheapest month to fly to Chicago from Denver, with most prices found around $116. If you’re not able to fly to Chicago in April, then May is your next best option. Flight prices from Denver to Chicago during May average around $137.

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 Wednesday when prices can be found for as low as $147. 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 $207.

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 $149. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $202.

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 10 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $219 when searching 10 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 $177 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 January 2025, prices for Denver to Chicago flights are approximately 68% 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

$23

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 $23. The best round-trip flight deal from Denver to Chicago found on momondo in the last 72 hours is $47.
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 $228 to Chicago or a bus from Denver to Chicago starting at $262 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 $40Free CancellationRating
6.0
3,443 reviews
Search Frontier flights
American AirlinesPriceFrom $139Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $141Free CancellationRating
7.4
8,984 reviews
Search United Airlines flights
SouthwestPriceFrom $154Free CancellationRating
8.1
4,662 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 $154. Generally, Southwest has 76 flights on this route every week with an average price of $244. Southwest is rated 8.1/10 by our users.

  • United Airlines Flights From Denver to Chicago

    Across 8,984 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Denver to Chicago about 50 times each week, with ticket deals ranging from $141 to $306. 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
Hammond
New Buffalo
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Munster
Crown Point
Schererville
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.


Choose the best way to get from Denver to Chicago

Buses

19h 10m
$203 one-way$262 round-trip
Nonstop · from $2621 stop · from $203

Distance to downtown

G1N10.6 mi

Find Buses

Denver to Chicago Buses

Trains

18h 40m
$80 one-way$228 round-trip
Nonstop · from $228

Distance to downtown

ZUN0.7 mi

Find Trains

Denver to Chicago Trains

Flights

2h 20m
$23 one-way$47 round-trip
Nonstop · from $47

Distance to downtown

MDW8.6 mi

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