CHI

Find First Class Flights from Denver to Chicago

1 adult
1 adult, First, 0 bags

KAYAK searches hundreds of travel sites at once for first class flights from Denver 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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Cheap First Class Flight Deals from Denver to Chicago

 
These are the cheapest deals for flights from Denver to Chicago currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. 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 first class round-trip flight deals to Chicago

Sat, Aug 1 - Wed, Aug 5
American Airlines Logo
7:01 am - 10:45 am
DEN
-
ORD
2h 44mnonstop
American Airlines Logo
10:15 pm - 11:59 pm
ORD
-
DEN
2h 44mnonstop
$502American Airlines
Wed, Jul 15 - Tue, Jul 21
American Airlines Logo
7:16 am - 11:00 am
DEN
-
ORD
2h 44mnonstop
American Airlines Logo
6:45 am - 8:28 am
ORD
-
DEN
2h 43mnonstop
$505American Airlines
Wed, Jul 8 - Tue, Jul 14
United Airlines Logo
7:10 pm - 10:49 pm
DEN
-
ORD
2h 39mnonstop
United Airlines Logo
5:00 am - 6:41 am
ORD
-
DEN
2h 41mnonstop
$517United Airlines
Sat, Aug 1 - Wed, Aug 5
American Airlines Logo
7:01 am - 10:45 am
DEN
-
ORD
2h 44mnonstop
American Airlines Logo
10:15 pm - 11:59 pm
ORD
-
DEN
2h 44mnonstop
$526American Airlines
Tue, Jul 28 - Mon, Aug 10
United Airlines Logo
7:10 pm - 10:49 pm
DEN
-
ORD
2h 39mnonstop
United Airlines Logo
5:00 am - 6:41 am
ORD
-
DEN
2h 41mnonstop
$527United Airlines
Wed, Jul 8 - Fri, Jul 10
United Airlines Logo
7:10 pm - 10:49 pm
DEN
-
ORD
2h 39mnonstop
United Airlines Logo
5:00 am - 6:41 am
ORD
-
DEN
2h 41mnonstop
$541United Airlines
Thu, Jul 30 - Mon, Aug 10
United Airlines Logo
9:05 pm - 12:44 am
DEN
-
ORD
2h 39mnonstop
United Airlines Logo
9:50 pm - 11:48 pm
ORD
-
DEN
2h 58mnonstop
$551United Airlines
Tue, Jul 28 - Tue, Aug 11
Delta Logo
6:00 am - 1:09 pm
DEN
-
MDW
6h 09m
1 stop
Delta Logo
7:25 pm - 11:34 pm
MDW
-
DEN
5h 09m
1 stop
$617Delta
Tue, Jul 28 - Mon, Aug 10
Delta Logo
6:00 am - 1:09 pm
DEN
-
MDW
6h 09m
1 stop
Delta Logo
7:25 pm - 11:34 pm
MDW
-
DEN
5h 09m
1 stop
$627Delta
Wed, Jul 29 - Wed, Aug 12
Delta Logo
12:59 am - 9:13 am
DEN
-
MDW
7h 14m
1 stop
Delta Logo
6:42 pm - 10:48 pm
MDW
-
DEN
5h 06m
1 stop
$641Delta

Good to Know - First Class Flights from Denver to Chicago

Low seasonFebruary
Average price round-trip$597
Good deal round-trip$507
Good deal one-way$483
Best time to beat the crowds but there is an average 35% increase in price.
Most popular time to fly with an average 20% increase in price.
(avg. price over the last 2 weeks)
or less
or less

When to book first class flights to Chicago

Are your dates flexible? We break down the daily and monthly prices for first class flights to Chicago, so you can find the best time to fly.
Average price per month
Flight prices as travel date approaches

KAYAK’s Insights & Trends for Denver to Chicago First Class 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.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for 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 First Class flights from Denver to Chicago is October, where tickets cost $361 (round-trip) on average. On the other hand, the most expensive months are April and January, where the average cost of round-trip tickets is $1,472 and $1,171 respectively.

Which airlines offer First Class tickets between Denver and Chicago?

There are 2 airlines that fly First Class from Denver to Chicago. They are: United Airlines and American Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $303 for a round-trip flight. On average, the best prices for flying First Class on this route can be found at American Airlines.

FAQs for First Class Denver to Chicago Flights

  • How much is a first class ticket from Denver to Chicago?

    The price of a first class flight ticket between Denver and Chicago depends on many factors, like when the ticket was booked, the departure date, season and much more. The average price for all bookings made on KAYAK for this route over the last 2 weeks is $597 for a round-trip.

  • Is it cheaper to fly business or first class between Denver and Chicago?

    Business Class tickets are usually cheaper, but that's not the case for this route, with an average return fare of $972, compared to $597 for First Class.

  • What is the best airline when flying first class between Denver and Chicago?

    The highest-rated airline by KAYAK users offering first class flights for this route is Southwest, with an overall rating of 8.0.

KAYAK's Tips for Finding Cheap First Class Flights from Denver to Chicago

  • What’s a good price for a first class ticket between Denver and Chicago? 25% of our users found flights on this route for $285 or less one-way and $491 or less round-trip.
  • Try flying direct if you’re looking to save, as direct first class tickets are cheaper on average.

Reviews of the Top 5 Airlines Flying First Class from Denver to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Denver to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly first class 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 4256 reviews
8.0Comfort
7.0Food
8.6Crew
7.5Entertainment
8.1Boarding
Airline reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

2.0 MediocreDawn, Jun 2026
BUF - BWI
Read more Southwest reviews

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

New plane was lovely. Crew customer service is always lax but expected. Kraft on time and arrived safely.

It was a short flight so I was expecting too much

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

Really hard landing... as in slammed into the runway then hit the brakes really hard ...

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.

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

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.

The flight from LA to Chicago was smooth and service was very good overall.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

They lost my baggage and I am still struggling to the information and update

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

As we approached Denver, we encountered quite a bit of turbulence. I know this can sometimes be the case as I frequently fly this route but not on American. My gripe: Usually a pilot or co-pilot alerts passengers to the possibility of turbulance ahead of time. This did not occur nor did he communiucate during what was a pretty rough ride.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

Since we started at syr the service, crews, and flights were just excellent

It was fine for what it was. It’s not luxury travel but it was efficient, for the most part. Having my carry-on transferred into luggage however, was unwelcome.

We had better-than-average leg room and I loved the access to shows and movies. During boarding, we could not hear the agent even though we were close to the boarding door, which was kind of scary when we realized that half of the passengers had already boarded. Also, the entertainment was awesome, but I could not hear the movie as well as I would have liked, because my headphones were crappy. It would have been better if I could connect my own ear buds via Bluetooth or if JetBlue provided headphones.

On time, friendly attendants, quick wheelchair assistance and help checking in bags. Also appreciated change in seats, more forward to make it easier for my 97 year old mother to board and exit the plane. Thank you, JetBlue!

Flight did not have onboard charging and TV screen flickering.

I was seated next to an autistic child who was out of control and had a child behind me kicking my seat for most of the trip. I will never fly JetBlue again. Ever. I don't care how cheap it is. It's terrible.

Boarding process was terrible. No assigned seat until the gate, then a long line to get seat assignment.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was easy. Provided drinks and snacks. Good aircraft and staff

Not very happy because of the long delaying which causes our luggages were not on the connection flight and nearly missed our connection flight.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

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.

Everything you need to know for your flight to Chicago

Cabin class types available on flights from Denver to Chicago

Cabin classes available on flights from Denver to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.