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$206+ Cheap flights from Key West (EYW) to Puerto Rico

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Key West to Puerto Rico

Keep the following information in mind while searching for Key West to Puerto Rico flight deals. Data was last updated September 17, 2025.

Round-trip from

$343
(Kiwi.com)

One-way from

$206
(Kiwi.com)

Popular in

January

Cheapest in

April

Average price

$489
From Key West to Puerto Rico
Search Deals
One-way flight from Key West to Puerto Rico
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Highest demand for flights based on searches. 23% potential increase in price ($148 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($38 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Key West to Puerto Rico

Cheapest flights from Key West to Puerto Rico
Explore the most affordable flight options available from Key West to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/38:55 amEYW - SJU
1 stop16h 49mMultiple Airlines
Thu 11/137:30 amSJU - EYW
1 stop26h 47mMultiple Airlines
Deal found 9/16$343
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1110:47 amEYW - SJU
1 stop8h 11mMultiple Airlines
Mon 10/139:00 amSJU - EYW
2 stops26h 05mMultiple Airlines
Deal found 9/14$393
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/110:47 amEYW - SJU
2 stops37h 56mMultiple Airlines
Sun 10/59:07 amSJU - EYW
1 stop23h 08mMultiple Airlines
Deal found 9/16$416
This American Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/16:17 pmEYW - SJU
2 stops18h 30mAmerican Airlines
Mon 10/67:00 amSJU - EYW
1 stop12h 22mAmerican Airlines
Deal found 9/17$525
This United Airlines deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/13:12 pmEYW - SJU
2 stops21h 22mUnited Airlines
Mon 10/64:55 pmSJU - EYW
2 stops21h 34mUnited Airlines
Deal found 9/17$808

Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to Puerto Rico that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Key West to Puerto Rico that are best for you.

Fly from

Key West

Fly to

Puerto Rico

Route

Depart

Return

Price

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Mon 11/3

8:55 am-2:44 am

1 stop16h 49m

San Juan Luis Munoz Marin Intl

Thu 11/13

7:30 am-9:17 am

1 stop26h 47m

$343

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Sat 10/11

10:47 am-6:58 pm

1 stop8h 11m

San Juan Luis Munoz Marin Intl

Mon 10/13

9:00 am-11:05 am

2 stops26h 05m

$393

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Mon 1/12

5:24 pm-11:45 am

1 stop17h 21m

San Juan Luis Munoz Marin Intl

Mon 1/19

4:50 pm-11:59 pm

1 stop8h 09m

$405

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 10/1

10:47 am-3:22 pm

1 stop28h 35m

San Juan Luis Munoz Marin Intl

Sun 10/5

9:07 am-8:15 am

1 stop23h 08m

$455

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Wed 10/1

6:17 pm-12:47 pm

2 stops18h 30m

San Juan Luis Munoz Marin Intl

Mon 10/6

7:00 am-7:22 pm

1 stop12h 22m

$525

Key WestSan Juan

EYW - SJU

EYWSJU

Key West

Sun 1/11

2:25 pm-11:49 pm

1 stop8h 24m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Best time to book a flight from Key West to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Key West with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Key West to Puerto Rico
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Rico. Reviews last updated September 17, 2025.
Read through reviews of airlines operating flights from Key West to Puerto Rico, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Crew

8.0

Food

6.4

Overall

7.2

Entertainment

6.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Comfort

7.2

Crew

8.0

Food

6.4

Overall

7.2

Entertainment

6.9

Boarding

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Related info for your journey

Find useful and relevant information for your journey from Key West to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Key West to Puerto Rico?

    If you book a flight to Puerto Rico from Key West, you will be flying from Key West, which is the city’s only airport. Key West (EYW) is located 2.6 mi from the center of Key West.

  • How long is the flight from Key West to Puerto Rico?

    Departing from Key West to Puerto Rico will take you 17h 21m. The distance from Key West to Puerto Rico is about 1096 mi.

  • Can I find deals for flights from Key West to Puerto Rico that include hotel bookings?

    Yes. In addition to deals on Key West to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Key West to Puerto Rico?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Key West to Puerto Rico.

  • Can I find deals for business class flights from Key West to Puerto Rico?

    Yes. Cheapflights offers flight deals from Key West to Puerto Rico by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Key West to Puerto Rico?

    Currently, September is the cheapest month in which you can book a flight from Key West to Puerto Rico (average of $254). Flying from Key West to Puerto Rico in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top airline flying from Key West to Puerto Rico

Discover the top airline that operate flights from Key West to Puerto Rico. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$360Average$455FlexibilityNo cancel feeOn-time71%

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