$365 Find Cheap Flights from Key West to Puerto Rico

This is the cheapest round-trip 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 10/1. 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

Wed, Oct 1 - Mon, Oct 6
American Airlines Logo
6:17 pm - 12:47 pmEYW-SJU
18h 30m2 stops
American Airlines Logo
11:56 am - 5:16 pmSJU-EYW
5h 20m1 stop
$365American Airlines
Find Deal
Wed, Oct 1 - Mon, Oct 6
American Airlines Logo
11:25 am - 6:14 pmEYW-SJU
6h 49m1 stop
American Airlines Logo
7:00 pm - 1:11 pmSJU-EYW
18h 11m2 stops
$385American Airlines
Find Deal
Thu, Dec 11 - Sun, Dec 14
American Airlines Logo
12:07 pm - 5:10 pmEYW-SJU
4h 03m1 stop
American Airlines Logo
5:50 am - 1:09 pmSJU-EYW
8h 19m1 stop
$405American Airlines
Find Deal
Thu, Dec 11 - Sun, Dec 14
American Airlines Logo
12:07 pm - 5:10 pmEYW-SJU
4h 03m1 stop
American Airlines Logo
5:50 am - 3:11 pmSJU-EYW
10h 21m2 stops
$454American Airlines
Find Deal
Sat, Nov 22 - Mon, Dec 1
American Airlines Logo
8:00 pm - 12:05 pmEYW-SJU
15h 05m1 stop
American Airlines Logo
2:41 pm - 7:29 pmSJU-EYW
5h 48m1 stop
$455American Airlines
Find Deal
Wed, Jan 14 - Wed, Jan 21
JetBlue Logo
12:07 pm - 3:17 amEYW-SJU
14h 10m1 stop
JetBlue Logo
5:40 pm - 11:22 amSJU-EYW
18h 42m2 stops
$593JetBlue
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Thu, Nov 20 - Fri, Nov 21
 Logo
10:26 pm - 2:02 pmEYW-SJU
14h 36m1 stop
 Logo
2:59 am - 12:11 pmSJU-EYW
10h 12m1 stop
Thu, Nov 20 - Sat, Nov 22
United Airlines Logo
3:05 pm - 10:22 pmEYW-SJU
30h 17m2 stops
United Airlines Logo
8:30 am - 2:09 pmSJU-EYW
30h 39m2 stops
$812United Airlines
Find Deal
Wed, Jan 14 - Tue, Jan 20
United Airlines Logo
1:30 pm - 12:36 amEYW-SJU
10h 06m1 stop
United Airlines Logo
2:05 am - 3:06 pmSJU-EYW
14h 01m2 stops
$851United Airlines
Find Deal
Sat, Nov 22 - Sun, Nov 30
 Logo
3:05 pm - 11:50 amEYW-SJU
43h 45m2 stops
 Logo
2:05 am - 2:09 pmSJU-EYW
13h 04m1 stop
$1,259
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 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 JetBlue ($593).

Good to know

Low seasonApril
Cheapest flight$365
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly and prices are also 20% 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.

  • 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 10000 reviews
8.0Crew
7.5Boarding
6.5Food
6.9Entertainment
7.2Comfort
Airline reviews

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

8.0 ExcellentJoan, Aug 2025MIA - ORD
Read more American Airlines reviews

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.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The chicken adobo was a little too spicy but good otherwise. My personal opinion. Movie selection could be improved, too many horror movies. Could add a few more chick flicks! The flight was bumpy at times. We arrived a little early too! Flight attendants friendly.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

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

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