DEN - CHI

$89 Find Cheap Flights from Denver to Chicago

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 4/24. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Denver to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Denver to Chicago, as well as popular online travel agencies
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41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$179
Typical prices: $343-$208
Frontier
Thu 4/23Sun 4/26
DEN - ORD • 1 stop
Cheapest non-stop
$179
Typical prices: $353-$193
Frontier
Sat 5/9Mon 5/11
DEN - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts and KAYAK users. AI can make mistakes.
Southwest's EarlyBird Check-In avoids middle seats.
Expect a long walk to baggage claim at ORD's T5.
Expert advice
Expert advice
+1
+1
Expert advice
Expert advice
+1
Top airlines
Cheapest • from $179 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines, Frontier and others. Average duration is 2h 33m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 7% average savings
Most popular
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 44% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 16% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
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Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
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

Thu, Apr 23 - Sun, Apr 26
Frontier Logo
6:00 am - 6:20 am
DEN
-
ORD
23h 20m
1 stop
Frontier Logo
3:57 pm - 9:40 am
ORD
-
DEN
18h 43m
1 stop
$179Frontier
Fri, May 15 - Mon, May 18
Frontier Logo
9:06 pm - 11:01 pm
DEN
-
ORD
24h 55m
1 stop
Frontier Logo
9:37 pm - 11:44 pm
ORD
-
DEN
3h 07mnonstop
$180Frontier
Sat, May 9 - Wed, May 13
Frontier Logo
11:54 pm - 11:09 am
DEN
-
MDW
10h 15m
1 stop
Frontier Logo
12:04 pm - 10:24 pm
MDW
-
DEN
11h 20m
1 stop
$180Frontier
Sun, May 3 - Tue, May 5
Frontier Logo
11:59 pm - 11:32 am
DEN
-
ORD
10h 33m
1 stop
Frontier Logo
1:59 pm - 10:24 pm
ORD
-
DEN
9h 25m
1 stop
$181Frontier
Mon, Apr 27 - Sat, May 2
Frontier Logo
1:07 pm - 10:19 pm
DEN
-
MDW
8h 12m
1 stop
Frontier Logo
9:14 am - 10:59 pm
MDW
-
DEN
14h 45m
1 stop
$181Frontier
Fri, May 22 - Sun, May 24
Frontier Logo
11:54 pm - 7:55 am
DEN
-
ORD
7h 01m
1 stop
Frontier Logo
9:37 pm - 11:44 pm
ORD
-
DEN
3h 07mnonstop
$182Frontier
Wed, Apr 22 - Sat, Apr 25
Frontier Logo
1:09 pm - 10:14 pm
DEN
-
MDW
8h 05m
1 stop
Frontier Logo
9:14 am - 10:59 pm
MDW
-
DEN
14h 45m
1 stop
$182Frontier
Fri, May 8 - Sun, May 10
Frontier Logo
9:06 pm - 11:01 pm
DEN
-
ORD
24h 55m
1 stop
Frontier Logo
9:37 pm - 11:44 pm
ORD
-
DEN
3h 07mnonstop
$183Frontier
Sat, May 9 - Wed, May 13
Multiple Airlines Logo
6:30 am - 9:47 am
DEN
-
RFD
26h 17m
2 stops
Multiple Airlines Logo
12:09 pm - 10:39 pm
RFD
-
DEN
11h 30m
1 stop
$235Multiple Airlines
Wed, May 13 - Mon, May 18
Multiple Airlines Logo
5:05 am - 9:47 am
DEN
-
RFD
27h 42m
2 stops
Multiple Airlines Logo
8:35 pm - 7:25 pm
RFD
-
DEN
23h 50m
1 stop
$249Multiple Airlines
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 April.

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 $182 on the route between Denver (DEN) and Chicago O'Hare Intl Airport (ORD). Over the past month, this route was, on average, 7% 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 Saturday 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 August, where tickets cost $195 (return) on average. On the other hand, the most expensive months are March and April, where the average cost of round-trip tickets is $296 and $262 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 $315, 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 4 weeks before departure, which saves you about 44% 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.

KAYAK's tips to save more on a Denver to Chicago flight

For those planning to fly from Denver to Chicago, there are several ways to save money on your flight. Generally, the cheapest day of the week to fly is Wednesday, while the cheapest month to fly is April.

Route Choice: Opt for flights from Denver to Chicago Midway for the cheapest route.

Booking Time: Book your flight at least 120 days in advance for the best prices.

Airline Selection: Frontier Airlines typically offers the cheapest flights for this route.

Flight Type: Direct flights are generally cheaper than those with one stop.

AI-powered; AI can make mistakes.

Good to know

Low seasonFebruary
Cheapest flight$89
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 8% lower on average.
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 
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 is the cheapest flight from Denver to Chicago?

    In the last 3 days, the lowest price for a flight from Denver to Chicago was $89 for a one-way ticket and $179 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 Airbus A321neo 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 $251 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $288 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 $156 or less one-way and $291 or less round-trip.

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

Reviews of the top 4 airlines serving from Denver to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Denver to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Denver to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4335 reviews
8.0Comfort
7.5Entertainment
8.6Crew
7.0Food
8.1Boarding
Airline reviews

It was as expected and I was grateful for the wheel chair help and ease of use.

10.0 ExcellentAnonymous, Apr 2026
LAS - PDX
Read more Southwest reviews

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

WiFi was not working and didn’t have a beverage service

My flight from Denver to Minneapolis was excellent. My flight from Minneapolis to Denver was one of the worst I flights I have ever experienced. I had a window seat, the gentleman in the middle seat was morbidly obese and SW should have made him purchase two seats. His elbow dug into my arm most of the way even after I asked to please be careful. I was literally squashed between the him and the window with no wiggle room. The plane was full so it was not possible to ask for a different seat. I realize I should have complained to the flight attendant but I didn't feel anything could be done to rectify the situation. I fly SW often, I will continue to do so as this was my first negative experience.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

The seats were comfortable, and the boarding process was pretty smooth.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Connecting flight is on time and boarding was a breeze!

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

Wonderful in-seat entertainment with seatback screens and huge selection of quality movies. The ability to bluetooth connect headphones was amazing.

Flight left on time and we arrived 25 minutes early! There was a gate available when we arrived so early on a busy Sunday afternoon! Flight attendants came around twice with the drinks cart.

Sitting on the runway after we land for almost two hours! Not sure if we should blame United or Just Dumpy Vance.

Flight was late - I was downgraded from first class to coach

Crew seemed a bit cranky. No seatback screens. But boarding was efficient and on time and we arrived early.

See previous note about the passenger in Denver who threw my husband's bag out of the overhead bin in order to maker room for his own. And the flight attendant back up the new passenger.

Terrible. They wouldn't allow me on my flight on the 14th..

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

Not clean and was told I would get a great seat and it was not great at all

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.

Compare transportation modes for Denver to Chicago

Transportation modeAverage priceAverage duration
Flights$6432h 20m
Trains$43718h 40m