$139+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Aug 8 — Aug 151
Round-trip
1 adult, Economy
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Cheapest flights from Key West to Puerto RicoExplore 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 July 9, 2026.
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 July 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 8/31:11 pm
EYW
- SJU
1 stop11h 30m
Multiple Airlines
Mon 8/105:22 pm
SJU
- EYW
1 stop19h 12m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/511:46 am
EYW
- SJU
1 stop12h 55m
Multiple Airlines
Tue 8/115:22 pm
SJU
- EYW
1 stop17h 44m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 7/2211:46 am
EYW
- SJU
1 stop12h 55m
Multiple Airlines
Sat 7/253:10 am
SJU
- EYW
1 stop8h 15m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$385
This American Airlines deal was found by Cheapflights users on 7/8. 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 9/24:50 pm
EYW
- SJU
1 stop7h 09m
American Airlines
Sun 9/66:00 am
SJU
- EYW
1 stop4h 56m
American Airlines
Deal found 7/8![American Airlines logo]()
$451
This Kiwi.com deal was found by Cheapflights users on 7/5. 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 7/2012:07 pm
EYW
- SJU
1 stop7h 25m
Multiple Airlines
Thu 7/233:10 am
SJU
- EYW
1 stop8h 17m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 7/6. 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.
Fri 12/412:00 pm
EYW
- SJU
1 stop4h 52m
American Airlines
Sat 12/122:50 pm
SJU
- EYW
1 stop5h 44m
American Airlines
Deal found 7/6![American Airlines logo]()
$481
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/51:59 pm
EYW
- SJU
1 stop8h 30m
Delta
Tue 8/117:00 am
SJU
- EYW
1 stop10h 20m
Delta
Deal found 7/7![Delta logo]()
$506
This American Airlines deal was found by Cheapflights users on 7/6. 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.
Fri 12/118:00 am
EYW
- SJU
2 stops12h 19m
American Airlines
Sat 12/1911:30 am
SJU
- EYW
1 stop6h 14m
American Airlines
Deal found 7/6![American Airlines logo]()
$571
Best flights from Key West to Puerto RicoDiscover carefully curated flight deals from Key West to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 9, 2026.
Discover carefully curated flight deals from Key West to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 9, 2026.
This American Airlines deal was found by Cheapflights users on 7/9. 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 9/21:49 pm
EYW
- SJU
1 stop8h 06m
American Airlines
Sun 9/67:24 pm
SJU
- EYW
2 stops17h 31m
American Airlines
Deal found 7/9![American Airlines logo]()
$451
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 8/37:18 pm
EYW
- SJU
2 stops29h 23m
Multiple Airlines
Mon 8/105:22 pm
SJU
- EYW
1 stop19h 12m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$464
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/51:59 pm
EYW
- SJU
1 stop8h 30m
Delta
Tue 8/117:00 am
SJU
- EYW
1 stop10h 20m
Delta
Deal found 7/7![Delta logo]()
$506
This United Airlines deal was found by Cheapflights users on 7/6. 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.
Fri 12/44:05 pm
EYW
- SJU
2 stops18h 45m
United Airlines
Sat 12/128:30 am
SJU
- EYW
2 stops29h 32m
United Airlines
Deal found 7/6![United Airlines logo]()
$839
This American Airlines deal was found by Cheapflights users on 7/6. 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.
Fri 12/412:00 pm
EYW
- SJU
1 stop4h 52m
American Airlines
Sat 12/122:50 pm
SJU
- EYW
1 stop5h 44m
American Airlines
Deal found 7/6![American Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 7/6. 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.
Mon 8/37:33 pm
EYW
- SJU
2 stops14h 12m
American Airlines
Mon 8/106:00 am
SJU
- EYW
1 stop7h 09m
American Airlines
Deal found 7/6![American Airlines logo]()
$636
This United Airlines deal was found by Cheapflights users on 7/4. 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.
Tue 8/252:15 pm
EYW
- SJU
1 stop9h 35m
United Airlines
Thu 8/271:25 pm
SJU
- EYW
1 stop24h 04m
United Airlines
Deal found 7/4![United Airlines logo]()
$908
Last-minute flights from Key West to Puerto RicoDiscover last-minute flight deals from Key West to Puerto Rico. Data last updated July 9, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Puerto Rico. Data last updated July 9, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/5. 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 7/2012:07 pm
EYW
- SJU
1 stop7h 25m
Multiple Airlines
Thu 7/233:10 am
SJU
- EYW
1 stop8h 17m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 7/5. 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.
Mon 7/207:33 pm
EYW
- SJU
2 stops14h 12m
American Airlines
Fri 7/246:00 am
SJU
- EYW
2 stops12h 48m
American Airlines
Deal found 7/5![American Airlines logo]()
$606
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 7/2211:46 am
EYW
- SJU
1 stop12h 55m
Multiple Airlines
Sat 7/253:10 am
SJU
- EYW
1 stop8h 15m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$385
This American Airlines deal was found by Cheapflights users on 7/7. 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 7/227:33 pm
EYW
- SJU
2 stops15h 31m
American Airlines
Sun 7/266:00 am
SJU
- EYW
2 stops12h 48m
American Airlines
Deal found 7/7![American Airlines logo]()
$611
This Kiwi.com deal was found by Cheapflights users on 7/6. 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 8/31:11 pm
EYW
- SJU
1 stop11h 30m
Multiple Airlines
Mon 8/105:22 pm
SJU
- EYW
1 stop19h 12m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 7/6. 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.
Mon 8/37:33 pm
EYW
- SJU
2 stops14h 12m
American Airlines
Mon 8/106:00 am
SJU
- EYW
1 stop7h 09m
American Airlines
Deal found 7/6![American Airlines logo]()
$636
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/511:46 am
EYW
- SJU
1 stop12h 55m
Multiple Airlines
Tue 8/115:22 pm
SJU
- EYW
1 stop17h 44m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$361
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/51:59 pm
EYW
- SJU
1 stop8h 30m
Delta
Tue 8/117:00 am
SJU
- EYW
1 stop10h 20m
Delta
Deal found 7/7![Delta logo]()
$506
One-way flights from Key West to Puerto RicoSearch for one-way flight options from Key West to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated July 9, 2026.
Search for one-way flight options from Key West to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated July 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/8. 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.
Sun 8/237:53 pm
EYW
- SJU
1 stop29h 03m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 7/271:11 pm
EYW
- SJU
1 stop11h 30m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 7/201:11 pm
EYW
- SJU
1 stop11h 30m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$205
This American Airlines deal was found by Cheapflights users on 7/4. 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.
Fri 12/1112:00 pm
EYW
- SJU
1 stop10h 53m
American Airlines
Deal found 7/4![American Airlines logo]()
$273
This American Airlines deal was found by Cheapflights users on 7/4. 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.
Sat 12/128:00 am
EYW
- SJU
2 stops12h 19m
American Airlines
Deal found 7/4![American Airlines logo]()
$428
Find 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 July 9, 2026.
Round-trip from | $309 (Kiwi.com) |
|---|---|
One-way from | $139 (Kiwi.com) |
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 July 9, 2026.
Use the filters below to find and compare flights from Key West to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Wed 9/2
1:49 pm-9:55 pm
1 stop8h 06m
San Juan Luis Munoz Marin Intl
Sun 9/6
7:24 pm-12:55 pm
2 stops17h 31m
$451
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Mon 8/3
7:18 pm-12:41 am
2 stops29h 23m
San Juan Luis Munoz Marin Intl
Mon 8/10
5:22 pm-12:34 pm
1 stop19h 12m
$464
Quickest round-trip
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Fri 12/4
12:00 pm-5:52 pm
1 stop4h 52m
San Juan Luis Munoz Marin Intl
Sat 12/12
2:50 pm-7:34 pm
1 stop5h 44m
$481
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Wed 8/5
1:59 pm-10:29 pm
1 stop8h 30m
San Juan Luis Munoz Marin Intl
Tue 8/11
7:00 am-5:20 pm
1 stop10h 20m
$506
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Mon 8/3
7:33 pm-9:45 am
2 stops14h 12m
San Juan Luis Munoz Marin Intl
Mon 8/10
6:00 am-1:09 pm
1 stop7h 09m
$636
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Fri 12/4
4:05 pm-11:50 am
2 stops18h 45m
San Juan Luis Munoz Marin Intl
Sat 12/12
8:30 am-1:02 pm
2 stops29h 32m
$839
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Tue 8/25
2:15 pm-11:50 pm
1 stop9h 35m
San Juan Luis Munoz Marin Intl
Thu 8/27
1:25 pm-1:29 pm
1 stop24h 04m
$908
Cheapest one-way
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Sun 8/23
7:53 pm-12:56 am
1 stop29h 03m
$139
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Mon 7/27
1:11 pm-12:41 am
1 stop11h 30m
$163
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Mon 7/20
1:11 pm-12:41 am
1 stop11h 30m
$205
Showing 1-10 of 11 resultsSorted by cheapest first
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.
EYW-SJU
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
EYW-PR0
EYW-SJU
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 July 9, 2026.
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.
Boarding
7.5
Crew
7.9
Entertainment
6.8
Overall
7.1
Food
6.4
Comfort
7.2
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Boarding
7.5
Crew
7.9
Entertainment
6.8
Overall
7.1
Food
6.4
Comfort
7.2
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
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.
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Alternative routes for Key West to Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Key West to Puerto Rico by cabin class
Find flights from Key West to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Key West and Puerto Rico flights
Browse other Key West and Puerto Rico flight options. Last updated on July 9, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Key West to Puerto Rico flights
Consider these flights traveling from Key West to Puerto Rico.
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 July 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$390 | Average$519 | FlexibilityNo cancel fee | On-time71% |