$141 Find Cheap Flights from San Diego to Florida Keys - Compare and Save

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Cheap Flights from San Diego to Florida Keys

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Miami
Miami1 stop$298
Key West
Key West1 stop$414
Miami
Miami1 stop$298
Key West
Key West1 stop$414
Booking Insights

KAYAK's insights & trends for San Diego to Florida Keys flights

Get data-powered insights and trends into flights from San Diego 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 cheapest time of day to fly to Florida Keys is generally in the afternoon, when round-trip flights cost $534 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 $594.

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

No, with an average price for the route of $452, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from San Diego to Florida Keys?

The cheapest month for flights from San Diego to Florida Keys is January, when tickets cost $393 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $549 and $545 respectively.

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

If you are looking for a flight deal from San Diego to Florida Keys, look for departures on Wednesdays and avoid leaving on a Tuesday, as it's usually the priciest day. When flying back from Florida Keys, Wednesday is the cheapest day to fly and Sunday is the most expensive.

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

To get a below average price on the flight from San Diego to Florida Keys, you should book around 5 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low season

August

Cheapest flight

$141
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from San Diego to Miami

FAQs - booking Florida Keys flights

  • How does KAYAK find such low prices on flights from San Diego 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 San Diego to Florida Keys.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Diego 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 San Diego 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 San Diego 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 San Diego 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 San Diego 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 San Diego to the following destinations at these prices or less: Miami $392 one-way - $456 round-trip

Reviews of the top 5 airlines serving from San Diego to Florida Keys

 
Need help choosing which airline to fly with from San Diego 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 4195 reviews
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
8.6Crew
Airline reviews

had to check bag at gate when there was still overhead bin space. As usual the WIFI didn't really work.

6.0 GoodAnonymous, Sep 2026
Read more Southwest reviews

had to check bag at gate when there was still overhead bin space. As usual the WIFI didn't really work.

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

Great job Southwest! My family doesn't fly often but we felt safe the whole time.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The charges were ridiculous for an hour flight and the turbulence was very scary.

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

There was over a 9 hour delay for one thing after another. A toilet problem, they had to change the brakes, they had to refuel, three pilots times out, etc. We had to sit on the plane at the gate for over 5 hours with no air.

The room for legs is adequate for a 6’ tall man and the flight was comfortable. The cabin is clean and the crew is very friendly and pleasant.

My Alaska Airlines return flight, although worked out in the end, didn't start off well. The initial plane that my family and I boarded was grounded because of a mishap that happened to one of the engines and everyone on board had to disembark the plane. Thankfully we were accommodated with a another plane but our initial flight was supposed to have departed at 11 pm San Diego time for Orlando but instead we ended up leaving at 1:40 am San Diego time. All Passengers were informed that part of the delay was that the plane had to be inspected by the captain, the food had to be stocked and the individuals responsible for fueling the plane left for the evening and had to be summoned to return to fill up our. The Alaska Airlines crew at the airport and on the plane were awesome and apologetic. I know that the crew wasn't responsible for the mishap of the engine but I think in the future the airline should offer a complimentary drink or (1) item of food other than pretzels, nuts or chips to all passengers since we're not to blame for the extreme set backs. The airline in general is good and I recommend to all flyers.

It was a great experience, friendly staff and good snacks

flight was late resulting in us missing our prepaid hotel shuttle

Flight was late to board, then overweight. I booked a non stop flight for a reason, ended up having to re-fuel in Texas, arrived three hours late.

Upgrading my seat online was a breeze, boarding was easy, and we had such great tail winds that we ended up getting in 20 minutes earlier than planned.

Couldn’t plug in the computer to the electrical plug underneath the seat. Should accommodate a computer power line.

The female attendant seemed like she had no interest in being there. Also there was suppose to be 2 rounds of snacks and drinks but they only did one round. No TVs built into the seats. WiFI wasn’t working.

If you paid through Kayak, you will end up in the middle seat with no option to switch to a window or isle seat for less than $125 more each way. You will also have to pay a lot of money for your luggage.

Very good and looking forward to flying with Alaska in the future.

Seats were old and very uncomfortable. Coach seating is way too tight

Flight was delayed at airport with large backlog and WiFi was spotty

Flight was delayed from San Diego due to being overweight for weather conditions. We missed our connecting flight to our final destination due to the delay, as well as the connecting flight leaving before the scheduled departure time. We missed the connection within 10 - 15 minutes. We were booked on a later flight arriving 7 hours later. There were 7 passengers sharing the same originating and connecting flight.

Horrible, mismanaged ground issue resulting in a long delayed, next flight left early, waiting extra 7 hours in the airport, screen did not work

The internet on these planes stinks. Need to get starlink

Very good flight. Crew was great. No issues and we even arrived early.

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Had to pay for WiFi, delayed start, and sat on the runway forever.

More space for economy, and the bathroom size is only for people with size XS

Well, true to American Airlines, both of my flights were delayed. But it’s a good thing that American is so consistently incompetent because if the first flight was delayed in the second flight was on time then I might’ve had a problem..

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.

The entertainment package was vast and the selections were very current. Keep updating it was great.

The seat was so hard my tailbone was aching The crew was kind of a b**** because I made a joke that I didn't care if they close the door I total c*** when she was trying to f****** act like she was mad at me because I said that The flight was bumpy. Sure you didnt have control over that.

Cramped seats. FAA should make airlines have more legroom, for even short people complain

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

The inability to be flexible when you need to change a Basic Economy flight, when your company demands you book through a third party, causes raw feelings about the whole experience. A major airline should realize business and personal plans change all the time. I must save my company money on travel. Even if you have to charge me for the change, I get it. But being so rigid with a policy is not the best customer service.

We had an awful experience getting our bags checked in. Frontier’s check in on the app manipulated us into buying the business package because that was the only option available for a checked bag which included two checked bags per person which we did not need. Upon arriving to the airport, we stood in line for what seemed like forever at the baggage check in and there was no one available at the counter. We were first in line and we were afraid we were going to miss our flight due to the baggage attendant being late. After realizing there were a lot of other people waiting at the baggage check in and no one available. I reached out to Frontier and could not get any customer service so I had to call the airport to page the baggage attendant to send someone to the counter to check in our bags before we were able to go through security , I finally spoke to the attendant at the counter and explained to her that we had to pay for two checked bags person a total of six bags when we only had a total of three bags between three people she said to reach out to Frontier and they would issue a refund for the three bags that we paid for and did not need. I reached out to Frontier which I was not able to reach anybody by phone so I had to go through their automated chat feature, which sent me around in circles until I finally reached a representative to assist me. I explained to them what happened and they explained that they were not able to assist me. I continued to push the issue with them as this was very frustrating and they finally put in a customer service ticket where we were issued a flight credit and we were so disappointed because after this experience, we NEVER want to fly Frontier again, and we do not want a credit that we will not use. Frontier charged us almost $500 for us to check three bags which is absolutely absurd! The customer service agents were not able to offer anything else other than a flight credit and I do not feel like my frustrations were truly heard , we will never use Frontier Airlines again ! Truly Theft by Manipulation! They should be ashamed!

Every day about it was very different all the boarding pass where all wrong l miss flight no refund all crazy

The trip was good but the last minute changes I didn’t like because I had already talked to the attendee and they didn’t help me with my ticket I was having trouble checking in and when the time was up they help me but charge me for that and last minute luggage it was a small bag. After I was in the airplane I realized you were charging because the flight was almost empty and you have to get the money some how. Thanks for everything.

Our flight was delayed by four hours without notice, the app for getting my boarding pass is super confusing, and I wasn’t able to check a suitcase without paying for a higher cost package

First the gate was a total nightmare-no chairs anywhere! So over crowded and only one bathroom and nightmare of food service - took forever and NOT one place to sit. No inflight entertainment and had to pay 60.00 for a small carry on. I will never fly Frontier again!

I didn't like anything about the flight It was my first time and definitely my last time boarding a frontier flight. Their counter agents need training and they need to learn to communicate regularly and respectfully

Flight was 3 hours late leaving. Poor communication from the staff about delays. Impossible to get in touch with customer service (by design). And it actually didn't come out to be much cheaper than a non-budget airline! Not worth the headache, I'm never flying Frontier again

I did not enjoy the trip home on Frontier for several reasons: there is too much cost besides the flight, which was more than I would normally pay, then having to pay for luggage, and carry-on, seat (if you want to reserve when booking) then you must pay over $3 for a can of soda, and $4 for a snack. A cup of water is free.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Terrible. Seats are bad and the baggage policy is inconsistent

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