MIA

Find First Class Flights from Chicago to Miami

1 adult
1 adult, First, 0 bags

KAYAK searches hundreds of travel sites at once for first class flights from Chicago to Miami

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

 
These are the cheapest deals for flights from Chicago to Miami 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 Miami

Wed, Sep 9 - Sat, Sep 12
Delta Logo
7:10 am - 2:33 pm
ORD
-
MIA
6h 23m
1 stop
Delta Logo
6:00 am - 10:04 am
MIA
-
ORD
5h 04m
1 stop
$693Delta
Wed, Sep 9 - Sat, Sep 12
Delta Logo
6:00 am - 12:57 pm
MDW
-
MIA
5h 57m
1 stop
Delta Logo
6:00 am - 9:50 am
MIA
-
MDW
4h 50m
1 stop
$693Delta
Tue, Aug 4 - Tue, Aug 11
Delta Logo
11:22 am - 5:37 pm
ORD
-
MIA
5h 15m
1 stop
Delta Logo
3:59 pm - 8:50 pm
MIA
-
ORD
5h 51m
1 stop
$699Delta
Tue, Aug 4 - Tue, Aug 11
Delta Logo
6:05 am - 1:00 pm
MDW
-
MIA
5h 55m
1 stop
Delta Logo
7:00 am - 11:51 am
MIA
-
MDW
5h 51m
1 stop
$699Delta
Mon, Aug 17 - Sat, Aug 22
Delta Logo
9:24 am - 5:37 pm
MDW
-
MIA
7h 13m
1 stop
Delta Logo
6:00 am - 10:10 am
MIA
-
MDW
5h 10m
1 stop
$732Delta
Tue, Jun 16 - Wed, Jun 17
United Airlines Logo
6:05 pm - 10:27 pm
ORD
-
MIA
3h 22mnonstop
United Airlines Logo
12:30 pm - 3:13 pm
MIA
-
ORD
3h 43mnonstop
$749United Airlines
Mon, Aug 17 - Sat, Aug 22
Delta Logo
6:29 pm - 1:07 am
ORD
-
MIA
5h 38m
1 stop
Delta Logo
6:00 am - 12:36 pm
MIA
-
ORD
7h 36m
1 stop
$751Delta
Wed, Sep 9 - Sat, Sep 12
United Airlines Logo
7:30 am - 11:54 am
ORD
-
MIA
3h 24mnonstop
United Airlines Logo
5:37 pm - 12:28 am
MIA
-
ORD
7h 51m
1 stop
$753United Airlines
Tue, Jun 30 - Wed, Jul 1
American Airlines Logo
5:00 am - 9:13 am
ORD
-
MIA
3h 13mnonstop
American Airlines Logo
9:01 pm - 11:30 pm
MIA
-
ORD
3h 29mnonstop
$819American Airlines
Tue, Aug 4 - Tue, Aug 11
United Airlines Logo
7:00 am - 11:24 am
ORD
-
MIA
3h 24mnonstop
United Airlines Logo
12:17 pm - 2:48 pm
MIA
-
ORD
3h 31mnonstop
$827United Airlines

Good to Know - First Class Flights from Chicago to Miami

Average price round-trip$1,012
Good deal round-trip$861
Good deal one-way$466
Most popular time to fly with an average 39% increase in price.
(avg. price over the last 2 weeks)
or less
or less

When to book first class flights to Miami

Are your dates flexible? We break down the daily and monthly prices for first class flights to Miami, 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 Miami First Class Flights

Get data-powered insights and trends into flights from Chicago to Miami 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 Chicago to Miami?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Miami, 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 Chicago to Miami is September, where tickets cost $859 (round-trip) on average. On the other hand, the most expensive months are October and July, where the average cost of round-trip tickets is $1,707 and $1,171 respectively.

Which airlines offer First Class tickets between Chicago and Miami?

There are 3 airlines that fly First Class from Chicago to Miami. They are: Spirit Airlines, United Airlines and American Airlines. The cheapest price of all airlines flying this route was found with Spirit Airlines at $240 for a round-trip flight. On average, the best prices for flying First Class on this route can be found at Spirit Airlines.

FAQs for First Class Chicago to Miami Flights

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

    The price of a first class flight ticket between Chicago and Miami 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 $1,012 for a round-trip.

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

    Business Class tickets are usually cheaper, but that's not the case for this route, with an average return fare of $1,447, compared to $1,012 for First Class.

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

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

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

  • What’s a good price for a first class ticket between Chicago and Miami? 25% of our users found flights on this route for $526 or less one-way and $995 or less round-trip.
  • Look for a flight with a layover if you’re looking to save, as direct first class flights are generally more expensive for the route.

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

 
See real verified KAYAK customer reviews for airlines flying to Miami. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Chicago to Miami. 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 Miami? 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 4264 reviews
7.5Entertainment
8.1Boarding
7.0Food
8.0Comfort
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

Left an hour and a half after the listed time. Up side was it had TV screens on the seat.

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

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

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.

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.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

So overall the flight was just average and nothing special. They overbooked some of the flights and they ended up running out of overhead storage space so we had to check our carry-ons which wasn't terrible but we were inconvenienced because of the second connecting flight with a long layover we couldn't get our bags until the final destination. Most of the flight attendants were pretty good and overall the meals were not that great because the chicken was dry and overcooked. They also didn't provide butter or any kind of spread with the bread which is cheap and concerning. The American airlines staff at the check-in counter was kind of unprofessional because this lady just started singing in the middle of checking us in and that's weird. The worst part of the flights was the terrible conditions of the bathrooms which were unclean and did not have toilet paper or toilet tissue available which is kind of insane for a 14-hour and 8 and 1/2 hour flight.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.

The flight was really crowded. Flight attendants were just ok.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

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

Wonderful! Very polite crew that was dedicated to excellent customer service

We were surprised to be charged $99 for a personal item. And of course everything offered on the flight was an additional charge. Other than that the pilot flew and landed the plane well and the attendants and fellow passengers were nice enough.

It was a full Spirit experience. Got to witness police officers having to deboard a passenger and cost us about an hour of delay. Front seat was spacious and better than expected.

Sadly the flight was delayed by 4 hours due to the weather snd sir traffic control staffing. Otherwise the crew was amazing and the flight was perfect.

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.

The bag situation was confusing. I didn’t know I had to pay for Carry ons. The seats were uncomfortable and there was no entertainment

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 Miami

Cabin class types available on flights from Chicago to Miami

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