$180 Find Cheap Flights from Key West to Puerto Rico

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Key West to Puerto Rico departing on 2/22. 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

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Flight Deals

Book Cheap Key West to Puerto Rico Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Key West to Puerto Rico 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 Key West to Puerto Rico

Wed, Feb 25 - Sat, Feb 28
Multiple Airlines Logo
12:38 pm - 2:25 pm
EYW
-
SJU
24h 47m
1 stop
Multiple Airlines Logo
8:05 pm - 9:06 am
SJU
-
EYW
14h 01m
1 stop
$333Multiple Airlines
Wed, Feb 4 - Sun, Feb 8
Multiple Airlines Logo
10:49 am - 3:35 pm
EYW
-
SJU
27h 46m
2 stops
Multiple Airlines Logo
8:05 pm - 12:26 pm
SJU
-
EYW
17h 21m
1 stop
$351Multiple Airlines
Wed, Feb 25 - Sat, Feb 28
Multiple Airlines Logo
12:38 pm - 2:25 pm
EYW
-
SJU
24h 47m
1 stop
Multiple Airlines Logo
5:31 pm - 2:16 pm
SJU
-
EYW
21h 45m
2 stops
$362Multiple Airlines
Tue, Apr 7 - Sat, Apr 11
Multiple Airlines Logo
12:25 pm - 12:49 am
EYW
-
SJU
12h 24m
2 stops
Multiple Airlines Logo
1:45 am - 9:06 am
SJU
-
EYW
7h 21m
1 stop
$379Multiple Airlines
Tue, Apr 7 - Sat, Apr 11
Multiple Airlines Logo
12:25 pm - 6:54 pm
EYW
-
SJU
6h 29m
1 stop
Multiple Airlines Logo
1:45 am - 9:06 am
SJU
-
EYW
7h 21m
1 stop
$404Multiple Airlines
Sun, Mar 15 - Sun, Mar 22
American Airlines Logo
7:42 pm - 9:00 am
EYW
-
SJU
13h 18m
1 stop
American Airlines Logo
6:00 am - 7:12 pm
SJU
-
EYW
13h 12m
1 stop
$426American Airlines
Fri, Mar 13 - Thu, Mar 19
Multiple Airlines Logo
2:35 pm - 12:29 am
EYW
-
SJU
33h 54m
2 stops
Multiple Airlines Logo
1:45 am - 12:26 pm
SJU
-
EYW
10h 41m
1 stop
$449Multiple Airlines
Sun, Mar 15 - Sun, Mar 22
American Airlines Logo
7:42 pm - 10:56 am
EYW
-
SJU
15h 14m
1 stop
American Airlines Logo
7:11 am - 7:12 pm
SJU
-
EYW
12h 01m
1 stop
$466American Airlines
Wed, Feb 4 - Sun, Feb 8
Multiple Airlines Logo
6:28 pm - 11:33 pm
EYW
-
SJU
28h 05m
3 stops
Multiple Airlines Logo
8:05 pm - 1:30 pm
SJU
-
EYW
18h 25m
2 stops
$473Multiple Airlines
Sat, Feb 14 - Sun, Feb 22
American Airlines Logo
7:36 pm - 10:00 am
EYW
-
SJU
13h 24m
1 stop
American Airlines Logo
8:00 am - 7:15 pm
SJU
-
EYW
12h 15m
1 stop
$486American Airlines
Booking Insights

KAYAK's insights & trends for Key West to Puerto Rico flights

Get data-powered insights and trends into flights from Key West to Puerto Rico to help you find the cheapest flights, the best time to fly and much more.

How long does a flight from Key West to Puerto Rico take?

The duration of a flight to Puerto Rico depends on your arrival airport. The shortest route to Puerto Rico from Key West is to San Juan, which takes 8h 57m.

Find deals

Good to know

Low seasonApril
Cheapest flight$180
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Key West to San Juan

FAQs - booking Puerto Rico flights

  • How does KAYAK find such low prices on flights from Key West to Puerto Rico?

    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 Key West to Puerto Rico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Key West to Puerto Rico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Key West to Puerto Rico 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 Key West to Puerto Rico?

    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 Key West to Puerto Rico 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 Key West to Puerto Rico?

    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 Key West to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Key West to Puerto Rico

 
Need help choosing which airline to fly with from Key West to Puerto Rico? 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.
7.2
American AirlinesOverall score based on 11174 reviews
7.2Comfort
6.9Entertainment
6.4Food
8.0Crew
7.5Boarding
Airline reviews

Little warm on the plane and delayed for an hour

8.0 ExcellentHoward, Jan 2026
FLL - ORD
Read more American Airlines reviews

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

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

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

I don’t know who decides what food to serve on these flights but I would be so embarrassed if I served this to anyone and call it food…

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Everything you need to know for your flight from Key West to Puerto Rico

Information on your arrival and departure airports

Key West (EYW)