TPA

Find Business Class Flights from Chicago to Tampa

1 adult
1 adult, Business, 0 bags

KAYAK searches hundreds of travel sites at once for business class flights from Chicago to Tampa

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Tampa, 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 Chicago to Tampa, as well as popular online travel agencies
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Cheap Business Class Flight Deals from Chicago to Tampa

 
These are the cheapest deals for flights from Chicago to Tampa 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 business class round-trip flight deals to Tampa

Fri, Jun 5 - Fri, Jun 19
Frontier Logo
6:55 am - 6:51 pm
ORD
-
TPA
10h 56m
1 stop
Frontier Logo
8:22 pm - 8:43 pm
TPA
-
ORD
25h 21m
1 stop
$628Frontier
Wed, Jun 3 - Thu, Jun 18
Frontier Logo
1:29 pm - 9:27 pm
ORD
-
TPA
6h 58m
1 stop
Frontier Logo
8:22 pm - 8:43 pm
TPA
-
ORD
25h 21m
1 stop
$648Frontier
Sat, Jun 6 - Tue, Jun 23
American Airlines Logo
6:59 pm - 10:41 pm
ORD
-
TPA
2h 42mnonstop
American Airlines Logo
7:00 am - 9:10 am
TPA
-
ORD
3h 10mnonstop
$782American Airlines
Sat, Jun 6 - Thu, Jun 18
American Airlines Logo
6:59 pm - 10:41 pm
ORD
-
TPA
2h 42mnonstop
American Airlines Logo
7:00 am - 9:10 am
TPA
-
ORD
3h 10mnonstop
$855American Airlines
Wed, Jun 3 - Tue, Jun 23
American Airlines Logo
1:32 pm - 5:18 pm
ORD
-
TPA
2h 46mnonstop
American Airlines Logo
7:00 am - 9:10 am
TPA
-
ORD
3h 10mnonstop
$864American Airlines
Mon, Jun 1 - Tue, Jun 23
American Airlines Logo
1:32 pm - 5:18 pm
ORD
-
TPA
2h 46mnonstop
American Airlines Logo
7:00 am - 9:10 am
TPA
-
ORD
3h 10mnonstop
$866American Airlines
Sat, Jun 6 - Mon, Jun 22
American Airlines Logo
6:59 pm - 10:41 pm
ORD
-
TPA
2h 42mnonstop
American Airlines Logo
6:46 pm - 9:00 pm
TPA
-
ORD
3h 14mnonstop
$901American Airlines
Sat, Jun 6 - Sat, Jun 20
American Airlines Logo
6:59 pm - 10:41 pm
ORD
-
TPA
2h 42mnonstop
American Airlines Logo
6:35 am - 8:45 am
TPA
-
ORD
3h 10mnonstop
$905American Airlines
Sat, Jun 6 - Sun, Jun 21
American Airlines Logo
6:59 pm - 10:41 pm
ORD
-
TPA
2h 42mnonstop
American Airlines Logo
7:00 am - 9:10 am
TPA
-
ORD
3h 10mnonstop
$913American Airlines
Sun, May 31 - Tue, Jun 23
American Airlines Logo
8:29 am - 12:14 pm
ORD
-
TPA
2h 45mnonstop
American Airlines Logo
7:00 am - 9:10 am
TPA
-
ORD
3h 10mnonstop
$918American Airlines

Good to Know - Business Class Flights from Chicago to Tampa

Average price round-trip$973
Good deal round-trip$827
(avg. price over the last 2 weeks)
or less

When to book business class flights to Tampa

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

KAYAK’s Insights & Trends for Chicago to Tampa Business Class Flights

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

What is the cheapest month to fly Business Class from Chicago to Tampa?

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

The cheapest month for Business Class flights from Chicago to Tampa is March, where tickets cost $426 (round-trip) on average. On the other hand, the most expensive months are July and May, where the average cost of round-trip tickets is $973 and $874 respectively.

Which airlines offer Business Class tickets between Chicago and Tampa?

There are 2 airlines that fly Business Class from Chicago to Tampa. They are: American Airlines and United Airlines. The cheapest price of all airlines flying this route was found with American Airlines at $677 for a round-trip flight. On average, the best prices for flying Business Class on this route can be found at United Airlines.

FAQs for Business Class Chicago to Tampa Flights

  • How much is a business class ticket from Chicago to Tampa?

    The price of a business class flight ticket between Chicago and Tampa 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 $973 for a round-trip.

  • What is the best airline when flying business class between Chicago and Tampa?

    The highest-rated airline by KAYAK users offering business class flights for this route is Southwest, with an overall rating of 7.9.

KAYAK's Tips for Finding Cheap Business Class Flights from Chicago to Tampa

  • Try flying direct if you’re looking to save, as direct business class tickets are cheaper on average.

Reviews of the Top 5 Airlines Flying Business Class from Chicago to Tampa

 
See real verified KAYAK customer reviews for airlines flying to Tampa. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Chicago to Tampa. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly business class to Tampa? 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.
7.9
SouthwestOverall score based on 4265 reviews
8.1Boarding
7.0Food
8.0Comfort
7.5Entertainment
8.6Crew
Airline reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

4.0 OkayAnonymous, May 2026
MDW - LAX
Read more Southwest reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Check in was chaotic with only one counter for business class and first class. The luggage conveyor belt at JFK airport was broken so the flight departure was delayed which made the flight stressful as I had a tight connection. Although the captain said they could make up the delay, they didn’t do so.

Lost of requested seat assignments. Lost my husband's meal choice

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Staff were not attentive, wifi did not work, cut my head in the bathroom due to the position of the soap on the sink, had blood running down my face, told staff, they had no expression no sympathy, didn't even say "sorry", they said "oh we will have a look at that" about 10 mins later the purser brought me a bandaid, still no sorry.... Shocking

My food prefer was confirmed by email 2x and still the crew claim they had no pre-order. I taken ill while in India so I needed to avoid Indian sauces and spices, so the problem with the preorder was unacceptable. Additionally, is there a new rule to automatically not to disturb passengers? I would like this as an option. Lastly, for breakfast I needed to avoid Indian and I’m allergic to eggs.. therefore the only option was pancakes and guess what was not available!!!

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Terrific in every way. On time, professional staff, multiple movie options to select, great food and drink.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

The seat when "flat" was not flat and pad was too thin to cover it.

Cancelled BOYH legs of our flight home 30 min before initial boarding

On time departure and early arrival. Flight attendant very nice.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

American delayed the flight for a crew rest period. The delay occurred late in the evening - the earliest i can find is 10:20 pm. With a 6 am flight anyone on the flight would have already have been asleep (unless you are insane, a vampire or on drugs) and at least for me i was already on the way to the airport at 445 am the next morning when i discovered they delayed the flight until 9 am. Given the incoming flight was in the air at 6 pm the evening before this should have been figured out a lot more timely that was there only crew to use. Just frustrating given there is no consideration for customer experience anymore in flying.

The business class layout of chairs was weired. You are sitting directly across stranger.,

The "on the ground" A/C was not working. It was so hot while waiting to get in the air, a passenger from the rear of the plan declared "I just can't!" and waited in the gangway until time to close the doors. It was miserable. But the crew were champs and had an amazing attitude. I know they were as miserable as we were but didn't let that affect their performance.

The captain announced to the cabin there would be a delay because they observed a "cut" on a tire during precheck that needed to be cleared by maintenance. We were delayed during this inspection and allowed to proceed after maintenance "measured the cut and decided it was acceptable". My complaint is not about the delay or due diligence. I wish the captain had been more generic when making his announcement. I was a nervous wreck all the way to Charlotte worried that we would have a blowout when landing!

American Airlines is a miserable experience. It is predictably miserable, in the sense that every time I fly American, I brace myself for the certainty that it will be unpleasant and uncomfortable. But it is unpredictable in the sense that I never know if the flight will be on time or delayed nine hours (both happened to me this week). I never know if I will be able to sit in the seat that I selected when I purchased the ticket or if I will be told by Customer Service (!!!) that I must relocate from first class to a seat in the back of the aircraft with no explanation (both happened to me this week). Will the food be frozen and half defrosted, or scalding hot? Will the drinks be warm? Will the flight attendants be surly and mean? Will the toilets be cramped and foul? Will the seats be narrow and uncomfortable? Will there be a real electric outlet at the seat, or just an unreliable USB-2 port? Will there be enough seats in the boarding lounge or just a few? Will the boarding process be smooth and efficient, or will the gate agents mess it up and delay it needlessly for 30 or 40 minutes? Will the catering and cleaning crew be prompt or will they take an extra 30 minutes? Will the brakes on the aircraft work properly, or will the pilot delay takeoff for four hours while the ground crew attends to what can only be described as routine maintenance that should have been done the night before? I've eexperienced every one of these unpleasant things this year, 2026. The only thing I can reliably count on is that American will find a new way to make the experience of flying as miserable as they possibly can.

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.

The airline cancel mi flight, lost a lot of money!!!

Flight was delayed 6plus hours Did not take flight Customer service was terrible Will never fly again and will spread how terrible you are You stink

Always Good ,… Spirit customers are high class Delta customers are self proclaimed elites and American crews you can hear them complain about everything (they’re loud)

We get stuck in the plane when landed during 45min and no communication from the crew People were listening to their phone and music out loud and nobody told them anything I definitely want stop booking spirit flight it is a disaster

Good: It was cheap and they got us to our destination safely. Not so Good: Gates experience with many, many nauseatingly (almost) threatening announcements about bags size and how much they were going to charge us if our bag was too big, even to the point of having a gate agent roaming around through the passengers eyeballing bags size and making people go check their bags in the sizers.

Terrible. The flight was randomly delayed in Chicago causing us to miss our connection and they offered us a flight the next day at 6 am and it would have taken till 345 to get to Pensacola. They didn’t cover any fees. Our bags also supposedly were on the flight to Pensacola and we tried to get them yesterday after driving 6 hours and nobody was available. Worst company ever and will never use them again. Had to pay for a rental. Spirit is claiming in climate weather for the delay but there wasn’t any weather issuesz it’s a bunch of bullshit and I am not happy

Checking in at desk in Chicago was horrible. Person was not friendly never smiled and said my flight was not paid for so I had to give another credit card. Then it ended up that I was charged twice. Then after arriving at my destination had to wait on the phone a long time to speak to a person to fix the double charge! Thank goodness the flight was perfect.

It was cancelled a few hours before take off. Spirit has yet to confirm I will be refunded for the trip

Flight was delayed for 12 h. They should stop overlooking flights.

Flight has been canceled 10 minutes before the departure time and no explanation was given. What a joke of a company

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

Plane was hot and miserable and the crew was rude!

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

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

One of the worst travel experiences I've had. Had a flight scheduled with CVG to RSW on VLSWQX this morning departing at 5:30. Two individuals at the gate and one was in training. Not her fault but she didn't have the ability to check people in resulting in at least 15 families that didn't make it on the plane because they weren't checked into the system in time. When arriving at the airport to drop off our prepaid checked bags, the bag drop off agent asked if we could check our bags at the gate because of the long line. We said no problem so arrived at the gate by 5:00. They told those people that had previously paid for checked bags to stand off to the side while they let others that either didn't have a checked bag or their bag was already on the plan through. Realizing the gate workers had an issue, they either called for help or this lady showed up late for work as she didn't arrive until 5:15. The worker who had been there training the other individual and working diligently to make sure all passengers got on board. He even said that at one point all people that are currently in line are fine but asked the person in training to stand outside the ticketing area around 5:15 to notify any late travels that the flight was in boarding process and they arrrived too late. At that point, we're sill standing off to the side with our pre-paid checked bags patiently waiting. When the new lady arrived she couldn't have been more rude. It was an awful seen. Essentially they had asked for those without an assigned seat to board last, those with pre-paid checked bag stand off to the site and any traveling with a larger items that needed to be checked at the gate (such as a stroller), wait on the side. They realized that the flight needed to leave on time so the gate attendant shut the gate. So anyone without a seat assignment, those that had pre-checked bags, and the worst one I saw was a mother with two infant children was in line with use because she was asked to stand to the side because her stroller. When they shut the door to the plan they told her she could no longer get on. Her checked bags were already on the plane with her car keys in them, and the lady told her we couldn't accept anyone else on because the door was shut. She didn't even have a way to get home from the airport. Truely evil behavior. I've flown Frontier enough to know customer service is not a top priority in the company's mission, but this was an all-time low. I'm sending this after an 18 hour drive that our family just completed to Bonita Springs . I felt really bad for the lady being trained and the other individual trying to help, but when the new lady came to the gate she was truly one of the rudest individuals I've ever met. One lady had been there since 4am but because she didn't have an assigned seat they wouldn't let her on the plan.

Better than expected. Staff were friendly and nice on both flights.

Everything you need to know for your flight to Tampa

Cabin class types available on flights from Chicago to Tampa

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