$98 Find Cheap Flights from San Jose to Florida Keys

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Jose to Florida Keys departing on 4/20. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Florida Keys

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Jose to Florida Keys.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Jose to Florida Keys.
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Cheap Flights from San Jose to Florida Keys

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Miami
Miami1 stop$221
Key West
Key West1 stop$558
Miami
Miami1 stop$221
Key West
Key West1 stop$558

Book Cheap San Jose 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 San Jose 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 San Jose to Florida Keys

Mon, Apr 20 - Thu, Apr 23
Frontier Logo
8:22 pm - 7:22 am
SJC
-
MIA
8h 00m
1 stop
Frontier Logo
8:42 am - 6:12 pm
MIA
-
SJC
12h 30m
1 stop
$221Frontier
Tue, Mar 31 - Tue, Apr 7
Southwest Logo
6:25 am - 5:05 pm
SJC
-
MIA
7h 40m
1 stop
Southwest Logo
6:15 am - 11:00 am
MIA
-
SJC
7h 45m
1 stop
$279Southwest
Sat, Apr 25 - Sat, May 9
Delta Logo
11:35 am - 5:27 am
SJC
-
MIA
14h 52m
2 stops
Delta Logo
8:00 am - 3:27 pm
MIA
-
SJC
10h 27m
1 stop
$283Delta
Mon, Apr 27 - Thu, Apr 30
Frontier Logo
8:22 pm - 7:22 am
SJC
-
MIA
8h 00m
1 stop
Frontier Logo
8:42 am - 6:12 pm
MIA
-
SJC
12h 30m
1 stop
$286Frontier
Sat, Apr 25 - Sat, May 9
Delta Logo
11:35 am - 5:27 am
SJC
-
MIA
14h 52m
2 stops
Delta Logo
6:33 am - 4:09 pm
MIA
-
SJC
12h 36m
2 stops
$289Delta
Mon, Apr 13 - Wed, Apr 15
Southwest Logo
10:55 pm - 11:55 am
SJC
-
MIA
10h 00m
1 stop
Southwest Logo
6:15 am - 11:00 am
MIA
-
SJC
7h 45m
1 stop
$291Southwest
Mon, Apr 13 - Wed, Apr 15
Southwest Logo
10:55 pm - 11:55 am
SJC
-
MIA
10h 00m
1 stop
Southwest Logo
1:25 pm - 10:15 pm
MIA
-
SJC
11h 50m
2 stops
$296Southwest
Sat, Apr 25 - Wed, Apr 29
United Airlines Logo
9:40 am - 4:42 pm
SJC
-
EYW
28h 02m
2 stops
United Airlines Logo
3:52 pm - 10:41 pm
EYW
-
SJC
9h 49m
1 stop
$594United Airlines
Sat, Apr 25 - Wed, Apr 29
United Airlines Logo
9:40 am - 2:51 pm
SJC
-
EYW
26h 11m
1 stop
United Airlines Logo
3:52 pm - 10:41 pm
EYW
-
SJC
9h 49m
1 stop
$602United Airlines
Wed, Mar 25 - Tue, Mar 31
American Airlines Logo
6:00 am - 4:24 pm
SJC
-
EYW
7h 24m
1 stop
American Airlines Logo
2:40 pm - 10:32 pm
EYW
-
SJC
10h 52m
2 stops
$620American Airlines
Booking Insights

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

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

Can I save money by flying with a layover from San Jose 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 $439, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Jose 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 San Jose to Florida Keys is October, when tickets cost $330 (return) on average. On the other hand, the most expensive months are November and January, when the average cost of round-trip tickets is $564 and $549 respectively.

How far in advance should I book a flight from San Jose 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 San Jose 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 San Jose to Florida Keys, you should book around 2 weeks before departure, which saves you about 27% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$98
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from San Jose to Miami

FAQs - booking Florida Keys flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Jose 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 Jose 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 Jose 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 Jose 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 Jose to Florida Keys up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

 
See real verified KAYAK customer reviews for airlines flying from San Jose 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 San Jose 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
Alaska AirlinesOverall score based on 11994 reviews
7.0Entertainment
7.1Food
7.8Comfort
8.5Crew
8.1Boarding
Airline reviews

in-flight wifi was not working well. also the cabin temperature was a bit hot.

6.0 GoodMatt, Feb 2026
SJC - SEA
Read more Alaska Airlines reviews

in-flight wifi was not working well. also the cabin temperature was a bit hot.

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.

The stewardess are very nice and pleasant, Someone onboard had a medical attention, and they attended that person non-stop all throughout the flight, and yet, did not forget to serve and help other passengers.

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.

I wasn’t able to check in prior to arriving at the airport, I was told by the agent I may not get a seat on the plane as others were waiting for seats, I sat there for 2 hours before being assigned a seat, very stressful. The plane was delayed. Overall not a great travel experience for a 44 minute flight.

Larger seats and more room would elevate the experience. Otherwise, it was good!

Check in went pretty well and you didn't lose my bag. After I got a drink from the drink cart they charged me for it, and at the crazy overpriced airport rates. Never had that happen before, is that an american thing? what madness.

I was delayed several times. Missed a very important event. The airline only provided a $12 voucher after being delayed 3 times.

It was a great experience, friendly staff and good snacks

One the nicest and great air crews I’ve experienced and I’ve flown a lot

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

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

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

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 wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

Great flight but super high price. Glad it was a business trip and not personal

3 hour delay. Had to change plans and was still delayed.

We got exit row seats both flights. Everything was running on time

The whole experience was excellent. As it most often is with Delta

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

boarded at 5:30 pm, pushed away from gate at 6pm ... takeoff was not until ~6:45pm; disappointing

Paid for wifi that didn't work. No plug in seat to work. No entertainment.

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

Complimentary light meal would be appreciated. But great flight crew service on all legs

Flight delayed for more than 16 hrs and no effort was spent to provide an alternate

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.

Women boarding passengers at the gate was absolutely rude and disrespectful of passengers. The flight attendant was absolutely delightful! Smiling and connected with the passengers. So happy. The seats are cramped and uncomfortable but I guess that’s just the way it is Communication regarding flight was excellent

it was a very short flight so my expectations were low.

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

Plane from partner PSA was filthy. Plastic needs to be thoroughly cleaned. Really disgusting to look at and wonder about cleanliness of parts less visible.

They are rarely on time! Very hard to plan your travels when flights or connections keep getting delayed.

Flight delay for mechanical. Inbound arrived on time. No one said why mechanical delay.

It was a train wreck but on an airplane. First off, flight was delayed then we board only to hear two announcements, First weather delays in Orlando and second backup battery warning on emergency lights. After sitting on the plane for almost 2 hours they have us deplane due to the maintenance issue. We were told they were getting another plane. In the mean time, I notice another American- Orlando flight and ask the gate agent if I can switch. He says he cant help me and I'd have to walk to A13 from A37. Really!? I get down there and get a seat only to get an announcement my original flight was RE-boarding. The Then inflight there's no communication and I notice on flightaware were circling over the Gulf of America. I call the flight attendant and of course she has no clue and apparently 5m later the pilot finally tells us about another delay. Why does American always have these service and delay issues? They are my LAST choice in flights now!

Flight boarded, departed and landed on time. Excellent service from flight attendant in FIRST

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

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.

Didn't get a seat assignment until the last minute even though i picked a seat.

Flight was on time and the meal and service were good.

Everything you need to know for your flight to Florida Keys

Information on your arrival and departure airports