$37 Find Cheap Flights from Cleveland to Florida Keys - 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 Cleveland to Florida Keys departing on 8/16. 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.
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Cheap Flights from Cleveland to Florida Keys

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Miami
Miaminonstop$105
Key West
Key West1 stop$202
Miami
Miaminonstop$105
Key West
Key West1 stop$202

Book Cheap Cleveland to Florida Keys Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Cleveland to Florida Keys 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 Cleveland to Florida Keys

Sun, Aug 9 - Sat, Aug 15
Frontier Logo
4:28 pm - 7:27 pm
CLE
-
MIA
2h 59mnonstop
Frontier Logo
8:32 pm - 11:38 pm
MIA
-
CLE
3h 06mnonstop
$105Frontier
Sat, Aug 8 - Thu, Aug 13
Frontier Logo
4:28 pm - 7:27 pm
CLE
-
MIA
2h 59mnonstop
Frontier Logo
8:32 pm - 11:38 pm
MIA
-
CLE
3h 06mnonstop
$106Frontier
Sun, Aug 23 - Thu, Aug 27
Multiple Airlines Logo
6:30 am - 7:13 pm
CLE
-
EYW
12h 43m
1 stop
Multiple Airlines Logo
12:05 pm - 7:56 am
EYW
-
CLE
19h 51m
1 stop
$202Multiple Airlines
Sun, Aug 23 - Thu, Aug 27
Multiple Airlines Logo
6:30 am - 7:13 pm
CLE
-
EYW
12h 43m
1 stop
Multiple Airlines Logo
7:53 pm - 12:44 pm
EYW
-
CLE
16h 51m
1 stop
$205Multiple Airlines
Fri, Oct 2 - Sat, Oct 10
American Airlines Logo
6:19 am - 9:15 am
CLE
-
MIA
2h 56mnonstop
American Airlines Logo
8:45 pm - 11:45 pm
MIA
-
CLE
3h 00mnonstop
$257American Airlines
Tue, Sep 8 - Sat, Sep 12
American Airlines Logo
6:15 am - 9:12 am
CLE
-
MIA
2h 57mnonstop
American Airlines Logo
8:46 pm - 11:46 pm
MIA
-
CLE
3h 00mnonstop
$257American Airlines
Fri, Nov 27 - Sat, Dec 5
United Airlines Logo
10:48 am - 6:45 pm
CLE
-
MIA
7h 57m
1 stop
United Airlines Logo
1:00 pm - 4:05 pm
MIA
-
CLE
3h 05mnonstop
$263United Airlines
Sat, Jan 23 - Sat, Jan 30
United Airlines Logo
11:45 am - 5:35 pm
CLE
-
MIA
5h 50m
1 stop
United Airlines Logo
1:00 pm - 4:05 pm
MIA
-
CLE
3h 05mnonstop
$267United Airlines
Tue, Nov 10 - Sat, Dec 12
Southwest Logo
12:45 pm - 8:00 pm
CLE
-
MIA
7h 15m
1 stop
Southwest Logo
5:55 am - 1:10 pm
MIA
-
CLE
7h 15m
1 stop
$277Southwest
Sat, Aug 22 - Sat, Aug 29
Southwest Logo
7:15 am - 1:55 pm
CLE
-
MIA
6h 40m
1 stop
Southwest Logo
6:30 am - 12:15 pm
MIA
-
CLE
5h 45m
1 stop
$277Southwest
Booking Insights

KAYAK's insights & trends for Cleveland to Florida Keys flights

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

What is the cheapest time of day to fly to Florida Keys?

The average price for all round-trip flights from Cleveland to Florida Keys depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Florida Keys is generally in the afternoon, when round-trip flights cost $190 on average. Morning departures are around 80% more expensive than evening flights, on average. The most expensive time of day to fly to Florida Keys is generally in the morning, which is peak travel time and where the average cost of a ticket is $445.

Can I save money by flying with a layover from Cleveland to Florida Keys?

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 $385, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Cleveland to Florida Keys?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cleveland to Florida Keys, 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 Cleveland to Florida Keys is August, when tickets cost $214 (return) on average. On the other hand, the most expensive months are February and March, when the average cost of round-trip tickets is $330 and $320 respectively.

What’s the cheapest day of the week to fly from Cleveland to Florida Keys?

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

When flying from Cleveland to Florida Keys, you should consider leaving on a Sunday and avoid Tuesdays if you are looking for the best rates. For your return to Cleveland, you’ll find the best rates on Thursdays and the most expensive ones on Mondays.

How far in advance should I book a flight from Cleveland to Florida Keys?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Cleveland to Florida Keys, 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 Cleveland to Florida Keys, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low season

September

Cheapest flight

$37
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 29% increase in price.
Flight from Cleveland to Miami

FAQs - booking Florida Keys flights

  • How does KAYAK find such low prices on flights from Cleveland to Florida Keys?

    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 Cleveland to Florida Keys.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Cleveland to Florida Keys 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 Cleveland to Florida Keys?

    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 from Cleveland to Florida Keys with an airline and back with another airline.

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

    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 from Cleveland to Florida Keys up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Florida Keys

  • Looking for a cheap flight? 25% of our users found tickets from Cleveland to the following destinations at these prices or less: Miami $117 one-way - $224 round-trip

Reviews of the top 5 airlines serving from Cleveland to Florida Keys

 
See real verified KAYAK customer reviews for airlines flying from Cleveland to Florida Keys. 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 Cleveland to Florida Keys? 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 4228 reviews
8.1Boarding
8.6Crew
8.0Comfort
7.5Entertainment
7.0Food
Airline reviews

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

6.0 GoodGordon, Jul 2026
SAN - MCO
Read more Southwest reviews

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

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.

Everything was great except the food. The pretzels are really crappy.

Overall is was a pretty good flight. However we were 15 mins late taking off and no one told us anything. We were all in our seats just sitting there for 15mins and all the sudden the pilot stayed we are leaving now. I think they should have at least said something after our take off time passed. Everyone was wondering what was going on. I will say the pilot did increase the speed of the plane so we arrived in time. So we weren't late.

Being paid like a full service airline , I felt some features like no screen on seat, very poor entertainment content and no headphone provided. I like the checked bag benefit. Open seating concept is not nicely implemented as people were boarding out of order.

Southwest is always good and effective. Would be nice if they raised the pre-boarding age a couple years. Would hate to have our 7 year old daughter sit by a complete stranger because of a goitch when i check in and get a late boarding number.

2 hour delayed departure, then sat on the tarmac for 30 minutes waiting for a gate in SRQ

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

It is usually very pleasant. Good service for the price, international flights are even better

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

The experience with United Airlines was excellent; however, the experience with Houston Intercontinental Airport (IAH) was horrible. Although our flight departed from Terminal B, we had to go through security in Terminal C and then get on a train for travel to Terminal B. Additionally, there was significant walking required to get to the boarding location.

Flight was delayed 5 hours. Updates kept changing. Sears were extremely cramped. Very little leg room. Flight attendant was rushing through with drinks and hit me in the knee either the cart and didn’t apologize. They gave a 15 dollar voucher in airport which doesn’t buy. Much and it was so late that choices were limited.

Always pretty good as far as I see it. Staff was friendly and process was quick to get on and off.

Flight was delayed 14 hours due to DC air show and weather. Missed connection to MUC.

The flight was delayed because they closed several flight ways because of air shows, fire works, etc.

There was no WiFi available, there were mechanical problems with the plane and we landed at C 124, then the gate was switched to A 26, then all the way back to C126! For a 75 yo woman traveling alone, this was a difficult journey, indeed!

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

The flight from Cleveland to Newark was great. The connecting flight wasn’t so good.

Flight was not comfortable and crew was rude and not wanted to help, i would never choose united if there is alternate options . not cooperative with baby

Seat comfort is still an issue. Seats way too hard or lacking lumbar support. Entertainment system has lots of nice features like “Don’t wake me for meals”. The Bluetooth headphone pairing works well if you know how to make your pods available for pairing. While this trip I didn’t find any of the many many movies that interesting, there is plenty in there for all tastes. Crew were excellent. Captain was good about telling us how limg seat belt sign would be on while going around a storm system. Wi-Fi was quite good for only $8 bucks for mileage plus members. Be sure to load a credit card into your United app to pay for food or drinks.

Take this flight regularly. Every single week same thing. Departure delayed. Make up some time in the air. Land at ORD and then wait for gate in "L" concourse Terminal 3 for 30-40 min-which yields a very delayed final arrival. Plus I get to taxi around and see every runway and drive over the bridge (IFKYK) over the expressway 2-4 times in most cases. Change the sched of incoming plane/work with FAA to improve traffic flow at ORD/change the timing of these flights. Whatever it takes. But do better.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

It was a code share with Alaska - would have been great if I actually made it on the plane, claimed I didn’t have a ticket or a seat even thought I was checked in.

Plenty of overhead space but forced to check my carry-ons both legs

The flight from CLE to JFK was fantasti! Pilots and cre were informative and accommodating.

Everything was ok except that we had to de-ice the plane which took about 20 mins. I realize this is a safety issue, but it caused us to miss a connection in Charlotte by 15 mins which meant a four hour layover. I think the thing that bothered me was American Airlines knew we were only 15 mins late, so couldn’t they have waited for us? There were about 10 of us that had to take alternate planes. I remember recently waiting 15 to 20 mins for passengers connecting with flights we were on. Just wondering why they couldn’t do the same for ours.

Another American flight delay. Gate staff was gratuitously abusive of anyone expressing frustration. This will be my last American Airlines flight

Abysmal, getting delayed approximately 13 times, having to switch out a crew with another crew that timed out within an hour, and customer service representatives that abandoned the stranded travelers. Terrible service

Flight attendants used to be nice to people. And any flight over 5 hours should have some kind of food other than tiny pretzels and one drink comped.

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

I did not like that people are purposely split ip who book at the same time because we didn’t buy seats. No other airline does that.

There was extremely long wait times to check in my bags and pass through TSA. I almost missed my flights on several occasions.

On both our outgoing flight and our return flight, Frontier split up our seats. We were two adults and two small children, one an infant. Both flights were only about half full with full rows of empty seats. Yet, the airline split us up. No, we did not spend the extra $40 per person each way to purchase seat assignments ahead of time. But should we have to do this? If so, then the advertised ticket price was $40 off. What makes this even more egregious is that the plane was not full. So, there was no reason for Frontier to split up our group other than to extract an extra $320. A stewardess even had the nerve to tell me “if you want your family to sit together, I recommend that you purchase seat assignments next time.” On a half empty flight? Ridiculous. We will not be flying Frontier again.

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

Flight delayed 3 times, resulting in late arrival, rental car place gave car away resulting in increased BS charges because I was late. Frontier blows.

Everything you need to know for your flight to Florida Keys

Information on your arrival and departure airports