DEN - CHI

$103 Find Cheap Flights from Denver to Chicago - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Denver to Chicago departing on 8/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$181
Typical prices: $191-$339
Frontier
Mon 8/10Sun 8/23
DEN - ORD • Non-stop
Cheapest one-way
$103
Typical prices: $108-$239
Frontier
Tue 8/4
DEN - ORD • 1 stop
Advice from real travelers
AI-powered summary based on content written by travel experts and KAYAK users. AI can make mistakes.
Frontier Economy Bundle adds a carry-on and seat selection; Premium Bundle adds legroom.
United Economy Plus adds up to 6 inches more legroom; American Main Cabin Extra adds perks.
Expert advice
Expert advice
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Expert advice
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Nonstop flights
You can fly direct with American Airlines, Frontier and others. Average duration is 2h 35m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top routes
Cheapest • 22% average savings
Most popular
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 33% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 24% price drop
Most popular
Good to know
Good to know
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Expert advice
Flight Deals

Cheap Flights from Denver to Chicago (DEN-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Denver to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Denver to Chicago

Mon, Aug 10 - Sun, Aug 23
Frontier Logo
5:05 pm - 8:52 pm
DEN
-
ORD
2h 47mnonstop
Frontier Logo
2:41 pm - 4:45 pm
ORD
-
DEN
3h 04mnonstop
$181Frontier
Sat, Aug 8 - Mon, Aug 10
Southwest Logo
12:25 pm - 8:15 pm
DEN
-
MDW
6h 50m
1 stop
Southwest Logo
8:15 pm - 9:50 pm
MDW
-
DEN
2h 35mnonstop
$181Southwest
Tue, Sep 15 - Tue, Sep 22
Frontier Logo
10:26 am - 11:55 pm
DEN
-
ORD
12h 29m
1 stop
Frontier Logo
10:40 pm - 12:29 am
ORD
-
DEN
2h 49mnonstop
$182Frontier
Thu, Aug 13 - Sun, Aug 23
Frontier Logo
5:05 pm - 8:52 pm
DEN
-
ORD
2h 47mnonstop
Frontier Logo
2:41 pm - 4:45 pm
ORD
-
DEN
3h 04mnonstop
$183Frontier
Thu, Jul 30 - Tue, Aug 4
Frontier Logo
5:05 pm - 8:52 pm
DEN
-
ORD
2h 47mnonstop
Frontier Logo
9:57 pm - 11:57 pm
ORD
-
DEN
3h 00mnonstop
$185Frontier
Mon, Aug 24 - Wed, Aug 26
Southwest Logo
9:00 am - 2:35 pm
DEN
-
MDW
4h 35m
1 stop
Southwest Logo
1:55 pm - 7:50 pm
MDW
-
DEN
6h 55m
2 stops
$186Southwest
Tue, Aug 11 - Fri, Aug 14
Frontier Logo
7:25 am - 6:17 am
DEN
-
ORD
21h 52m
1 stop
Frontier Logo
9:57 pm - 11:57 pm
ORD
-
DEN
3h 00mnonstop
$186Frontier
Tue, Aug 4 - Sat, Aug 8
Frontier Logo
12:30 pm - 8:15 pm
DEN
-
ORD
6h 45m
1 stop
Frontier Logo
9:57 pm - 11:57 pm
ORD
-
DEN
3h 00mnonstop
$187Frontier
Thu, Aug 13 - Mon, Aug 17
Southwest Logo
3:15 pm - 7:45 pm
DEN
-
MDW
3h 30m
1 stop
Southwest Logo
7:30 am - 11:30 am
MDW
-
DEN
5h 00m
1 stop
$187Southwest
Fri, Aug 21 - Sat, Aug 22
Delta Logo
12:59 am - 9:17 am
DEN
-
MDW
7h 18m
1 stop
Delta Logo
1:25 pm - 5:23 pm
MDW
-
DEN
4h 58m
1 stop
$197Delta
Booking Insights

KAYAK's insights & trends for Denver to Chicago flights

Get data-powered insights and trends into flights from Denver to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Denver to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Denver to Chicago departing in August.

What is the cheapest Denver to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Denver to Chicago costs $154 on the route between Denver (DEN) and Chicago O'Hare Intl Airport (ORD). Over the past month, this route was, on average, 22% cheaper than other Denver-Chicago routes. It is also the most popular route.

What’s the cheapest day of the week to fly from Denver to Chicago?

The average price of all round-trip flights from Denver to Chicago clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Denver to Chicago. For your return ticket, we recommend flying on a Wednesday and avoiding Mondays for the best deals.

What is the cheapest month to fly from Denver to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Denver to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Denver to Chicago is September, where tickets cost $235 (return) on average. On the other hand, the most expensive months are December and February, where the average cost of round-trip tickets is $492 and $394 respectively.

Can I save money by flying with a layover from Denver to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $357, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Denver to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Denver to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Denver to Chicago, you should book around 3 weeks before departure, which saves you about 33% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Expert advice

Expert advice for your flight from Denver to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Frontier, United Airlines, ORD and MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines and DEN

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Good to know

Low seasonFebruary
Cheapest flight$103
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Denver to Chicago O'Hare Airport

When to book flights from Denver to Chicago

Are your dates flexible? Find out the best times to travel from Denver to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

Flights from Denver to Chicago: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Denver to Chicago 
JoanneFlew with United Airlines
DEN
-
ORD
Jun 2026
The runway to gate took a bit of time. So if you have a short layover pay for a seat up front .
AdamFlew with Southwest
DEN
-
ORD
Oct 2024
Arriving T5 at ORD on Southwest is often a LONG walk, with no moving walkways going out, to baggage claim / pickup.
BrianFlew with United Airlines
DEN
-
ORD
Jan 2024
Big airport. Make sure you have enough time between flights for rest, eating, etc…

FAQs for booking flights from Denver to Chicago

  • What are some good hotel options near Chicago Midway International Airport?

    The Hyatt Place is a modern hotel that is a 25-minute drive from downtown Chicago and a 6-minute drive from Chicago Midway International Airport. The Holiday Inn Express & Suites is a 4-star choice that is a 5-minute drive from the Ford City Mall and a 3-minute drive from the airport.

  • Is there anywhere to shower at O’Hare International Airport?

    If you would like to freshen up after your flight has landed, there are several places where you can shower in O’Hare International Airport. Both the American Airlines Admirals Club and United Club lounges have private showers that can be used by anyone with an access pass. The Hilton Athletic Club also has showers that can be used by guests.

  • What is there to do at Denver International Airport?

    If you enjoy art, make sure to look at the various art exhibits that are located inside of Denver International Airport, including several outdoor landscapes that contain small statues. If you like video games, head to one of the gaming booths that are located throughout all the terminals and can be rented for a small fee.

  • What shopping options are there at Denver International Airport?

    Because of its diverse selection of shops, Denver International Airport is a convenient place to purchase souvenirs and gifts. Bearfruit Jewelry is located near the A Gates and sells a variety of accessories, while Route 70 Clothing is located near the B Gates and offers apparel items.

  • Is there public transportation from downtown Denver to Denver Airport?

    Yes, Denver has a commuter train that takes you directly from the city center to the Denver International Airport (DEN). This is the most convenient public transit round, avoiding worrying about traffic and parking before your flight to Chicago. It takes about 30-40 minutes on the A-Line. You can expect it to cost around $10.50 per day.

  • What accessibility services are available for passengers flying out of Denver Airport?

    If you have reduced mobility and require assistance to catch your flight out of Denver International Airport (DEN), you can book the airport’s meet and assist service. This includes help from the terminal entrance, through TSA security, to your gate. Make sure you reserve it at least 48 hours before your departure time.

  • From which airport is it more convenient to get to Millennium Park?

    Both Chicago O’Hare International Airport (ORD) and Chicago Midway Airport (MDW) have direct subway routes to the iconic Millennium Park and The Bean. Nonetheless, the trip by train from Chicago Midway is shorter. From this airport, closer to the city center, you can be walking around Millennium Park in about 35 minutes if you take the Orange Line.

  • Where can I drop off my car rental in Chicago O’Hare (ORD)?

    For those dropping off their Chicago O’Hare International Airport (ORD) rental car, the different agencies available at the airport are located at the Multi-Modal Facility outside the airport area. However, there are Airport Transit System shuttles that connect the MMF with all the different Chicago O’Hare terminals.

  • What is the cheapest flight from Denver to Chicago?

    In the last 5 days, the lowest price for a flight from Denver to Chicago was $103 for a one-way ticket and $181 for a round-trip.

  • Do I need a passport to fly between Denver and Chicago?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from Denver to Chicago?

    American Airlines, and JetBlue offer inflight Wi-Fi service on the Denver to Chicago flight route.

  • Which aircraft models fly most regularly from Denver to Chicago?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Denver to Chicago flight route.

  • Which airline alliances offer flights from Denver to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Denver and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Denver to Chicago?

    There are nonstop flights from Denver to Chicago on a daily basis.

  • Which is the best airline for flights from Denver to Chicago, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Denver to Chicago are Southwest and United Airlines. With an average price for the route of $318 and an overall rating of 7.9, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $322 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Denver to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Denver to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Denver to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Denver is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Denver to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Denver with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Denver to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Denver up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Denver to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $174 or less one-way and $293 or less round-trip.
  • When booking flights from Denver to Chicago, there are two primary airports that you can land at. If you will be staying in the northern region of the city, consider flying into O'Hare International Airport. If you will be staying in the southern region of the city, it is more convenient to fly into Chicago Midway International Airport.
  • An easy way to make your travel experience as quick and carefree as possible is to book a direct flight from Denver to Chicago. Spirit and Frontier Airlines offer a variety of tickets at budget-friendly prices, while United Airlines has an option to upgrade to a more comfortable seat for a small fee.
  • For those who are traveling for business, stop by the business center that is located near the B Gates of Denver International Airport. Equipped with high-speed Internet, desks, and fax and copying services, this center is a convenient place to work on your to-do list before boarding your flight.
  • If you are hungry after your flight has landed, check out some of the diverse dining options in O’Hare International Airport. Berghoff Cafe is a casual choice that is located in Terminal 1 and serves a variety of sandwiches, while Macaroni Grill is in Terminal 3 and has Italian-inspired cuisine.
  • To unwind before a long day of traveling, pay a visit to one of the A Massage locations near Gates A and B of Denver International Airport. These salons offer both table and chair massages, allowing travelers to melt their stress away before officially embarking on their travels.
  • If you’re flying into Chicago for a long layover or just a short trip to the city, Chicago O’Hare International Airport (ORD) has an on-site hotel. You’ll find the Hilton Chicago O’Hare Airport Hotel right across from Terminals 1, 2, and 3 and connected with underground walkways to the International Halls.
  • Upon your arrival at Chicago Midway Airport (MDW), you can check out some of the art on display. There are various sculptures, murals, and paintings throughout the concourses. For instance, there’s the display of the Dauntless Diver airplane at the exit of Concourse A.
  • Hop on the Blue Line of the subway to get from the Chicago O’Hare International Airport (ORD) to Downtown Chicago in just around 50 minutes. You can expect it to cost about $2-5.
  • Although it is possible to find direct flights from Denver International Airport (DEN) to Chicago, sometimes it’s more convenient or affordable to book a route that has a layover in between. In this case, you can fly to Chicago O’Hare International Airport (ORD) with Delta Airlines, stopping in Minneapolis-St Paul (MSP) on the way.
  • There are four different pet relief areas at Denver International Airport (DEN). Bring your furry friends here to stretch their legs and relieve themselves before your flight to Chicago. You’ll find one on Level 2 of each of the center cores of Concourses A, B, and C, and the northwest side of Level 2 in the Jeppesen Terminal.

Prefer to fly direct from Denver to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Denver Intl to Chicago.
Find which airlines fly direct from Denver Intl Airport to Chicago, which days they fly and book direct flights.

Direct departures

Denver Intl to Chicago

Monday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Wednesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

See more direct flights

Direct returns

Chicago to Denver Intl

Monday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Wednesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

See more direct flights

Everything you need to know for your flight from Denver to Chicago

Other airlines flying from Denver to Chicago

Flights from the other most popular airlines that fly from Denver to Chicago according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.