$365 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 10/21. 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

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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

Fri, Feb 20 - Sun, Feb 22
American Airlines Logo
6:31 am - 9:00 pmEYW-SJU
13h 29m1 stop
American Airlines Logo
10:26 am - 11:59 pmSJU-EYW
14h 33m1 stop
$365American Airlines
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Wed, Nov 12 - Tue, Nov 18
American Airlines Logo
6:33 pm - 10:17 amEYW-SJU
14h 44m2 stops
American Airlines Logo
6:00 am - 2:55 pmSJU-EYW
9h 55m2 stops
$405American Airlines
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Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
3:48 pm - 3:55 amEYW-SJU
12h 07m1 stop
American Airlines Logo
9:26 am - 11:59 pmSJU-EYW
14h 33m1 stop
$550American Airlines
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Fri, Feb 20 - Sat, Feb 21
Multiple Airlines Logo
1:06 pm - 8:32 pmEYW-SJU
6h 26m1 stop
Multiple Airlines Logo
3:55 am - 9:06 amSJU-EYW
6h 11m1 stop
$589Multiple Airlines
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Fri, Feb 20 - Sat, Feb 21
Multiple Airlines Logo
1:06 pm - 1:24 amEYW-SJU
11h 18m2 stops
Multiple Airlines Logo
3:55 am - 9:06 amSJU-EYW
6h 11m1 stop
$729Multiple Airlines
Find Deal
Wed, Nov 12 - Mon, Nov 17
United Airlines Logo
4:00 pm - 9:00 pmEYW-SJU
28h 00m1 stop
United Airlines Logo
2:05 am - 3:19 pmSJU-EYW
14h 14m2 stops
$939United Airlines
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Fri, Feb 20 - Sun, Feb 22
United Airlines Logo
3:56 pm - 4:36 pmEYW-SJU
23h 40m2 stops
United Airlines Logo
4:52 pm - 9:09 pmSJU-EYW
29h 17m1 stop
$1,119United Airlines
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Wed, Nov 12 - Mon, Nov 17
Multiple Airlines Logo
3:00 pm - 11:07 amEYW-SJU
43h 07m2 stops
Multiple Airlines Logo
2:05 am - 3:19 pmSJU-EYW
14h 14m2 stops
$2,278Multiple Airlines
Find Deal
Wed, Nov 12 - Tue, Nov 18
Multiple Airlines Logo
3:00 pm - 11:07 amEYW-SJU
43h 07m2 stops
Multiple Airlines Logo
5:50 pm - 2:04 pmSJU-EYW
21h 14m3 stops
$2,566Multiple Airlines
Find Deal
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.

Which airlines fly non-stop between Key West and Puerto Rico?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Key West to Puerto Rico.

There is just one airline that flies from Key West to Puerto Rico direct and that is American Airlines. The best round-trip deal found from American Airlines for the route is to San Juan Luis Munoz Marin Intl Airport (SJU) and costs $360.

Which airlines provide the cheapest flights from Key West to Puerto Rico?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Key West to Puerto Rico were found on American Airlines ($365) and United Airlines ($939).

Good to know

Cheapest flight$194
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.

  • What is the cheapest time of day to fly to Puerto Rico?

    The cheapest time of day to fly to Puerto Rico is generally in the morning, when round-trip flights cost $404 on average. Morning departures are around 10% cheaper than evening flights, on average. The most expensive time of day to fly to Puerto Rico is generally in the evening, which is peak travel time and where the average cost of a ticket is $448.

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 11043 reviews
7.2Comfort
6.9Entertainment
7.5Boarding
6.4Food
8.0Crew
Airline reviews

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

2.0 Mediocre603, Oct 2025MIA - GRU
Read more American Airlines reviews

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

The plane was broken so we had to change planes.

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

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

Information on your arrival and departure airports

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