$153+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Sep 21 — Sep 281
Round-trip
1 adult, Economy
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Find cheap flights from Key West to Puerto Rico with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Best
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One-way
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 August 22, 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 August 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Fri 9/412:07 pm -
1 stop14h 08m
Tue 9/85:37 pm -
1 stop15h 47m
Deal found 8/19![Multiple Airlines logo]()
$341
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 8/241:11 pm -
1 stop11h 45m
Thu 8/278:57 pm -
1 stop14h 30m
Deal found 8/19![Multiple Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 8/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:40 am -
1 stop9h 09m
Tue 9/227:00 am -
1 stop10h 23m
Deal found 8/16![Delta logo]()
$526
This American Airlines deal was found by Cheapflights users on 8/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:47 pm -
1 stop15h 13m
Tue 9/224:38 pm -
2 stops20h 33m
Deal found 8/16![American Airlines logo]()
$566
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Tue 9/11:40 pm -
1 stop8h 15m
Fri 9/47:24 pm -
1 stop15h 44m
Deal found 8/17![American Airlines logo]()
$626
This American Airlines deal was found by Cheapflights users on 8/21. 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 9/57:10 pm -
1 stop14h 33m
Wed 9/96:00 am -
1 stop13h 17m
Deal found 8/21![American Airlines logo]()
$731
This United Airlines deal was found by Cheapflights users on 8/18. 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 9/182:20 pm -
1 stop9h 30m
Tue 9/223:56 pm -
2 stops21h 33m
Deal found 8/18![United Airlines logo]()
$815
This United Airlines deal was found by Cheapflights users on 8/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/12:15 pm -
1 stop9h 35m
Sat 9/53:56 pm -
2 stops21h 33m
Deal found 8/16![United Airlines logo]()
$857
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 August 22, 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 August 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Fri 9/412:07 pm -
1 stop14h 08m
Tue 9/85:37 pm -
1 stop15h 47m
Deal found 8/19![Multiple Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 8/21. 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 9/57:10 pm -
1 stop14h 33m
Wed 9/96:00 am -
1 stop13h 17m
Deal found 8/21![American Airlines logo]()
$731
This United Airlines deal was found by Cheapflights users on 8/18. 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 9/182:20 pm -
1 stop9h 30m
Tue 9/223:56 pm -
2 stops21h 33m
Deal found 8/18![United Airlines logo]()
$815
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Tue 9/12:15 pm -
2 stops22h 39m
Fri 9/44:55 pm -
2 stops20h 34m
Deal found 8/17![United Airlines logo]()
$985
Last-minute flights from Key West to Puerto RicoDiscover last-minute flight deals from Key West to Puerto Rico. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Puerto Rico. Data last updated August 22, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 8/241:11 pm -
1 stop11h 45m
Thu 8/278:57 pm -
1 stop14h 30m
Deal found 8/19![Multiple Airlines logo]()
$371
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Tue 9/11:40 pm -
1 stop8h 15m
Fri 9/47:24 pm -
1 stop15h 44m
Deal found 8/17![American Airlines logo]()
$626
This United Airlines deal was found by Cheapflights users on 8/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/12:15 pm -
1 stop9h 35m
Sat 9/53:56 pm -
2 stops21h 33m
Deal found 8/16![United Airlines logo]()
$857
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Fri 9/412:07 pm -
1 stop14h 08m
Tue 9/85:37 pm -
1 stop15h 47m
Deal found 8/19![Multiple Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 8/21. 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 9/57:10 pm -
1 stop14h 33m
Wed 9/96:00 am -
1 stop13h 17m
Deal found 8/21![American Airlines logo]()
$731
This Delta deal was found by Cheapflights users on 8/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:40 am -
1 stop9h 09m
Tue 9/227:00 am -
1 stop10h 23m
Deal found 8/16![Delta logo]()
$526
This American Airlines deal was found by Cheapflights users on 8/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:47 pm -
1 stop15h 13m
Tue 9/224:38 pm -
2 stops20h 33m
Deal found 8/16![American Airlines logo]()
$566
This United Airlines deal was found by Cheapflights users on 8/18. 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 9/182:20 pm -
1 stop9h 30m
Tue 9/223:56 pm -
2 stops21h 33m
Deal found 8/18![United Airlines logo]()
$815
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 August 22, 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 August 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/53:48 pm -
1 stop9h 08m
Deal found 8/20![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/611:04 am -
1 stop13h 30m
Deal found 8/20![Multiple Airlines logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 8/20. 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.
Fri 9/412:07 pm -
1 stop14h 08m
Deal found 8/20![Multiple Airlines logo]()
$171
This American Airlines deal was found by Cheapflights users on 8/20. 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 1/28:03 pm -
1 stop13h 48m
Deal found 8/20![American Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/52:25 pm -
2 stops19h 18m
Deal found 8/20![American Airlines logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 1/28:59 am -
2 stops16h 08m
Deal found 8/20![Multiple Airlines logo]()
$567
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 August 22, 2026.
Round-trip from | $341 (Kiwi.com) |
|---|---|
One-way from | $153 (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 7,457,451 searches. Data last updated August 22, 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 Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Fri 9/4
12:07 pm-2:15 am
1 stop14h 08m
San Juan Luis Munoz Marin Intl
Tue 9/8
5:37 pm-9:24 am
1 stop15h 47m
$341
Quickest round-trip
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Sat 9/5
7:10 pm-9:43 am
1 stop14h 33m
San Juan Luis Munoz Marin Intl
Wed 9/9
6:00 am-7:17 pm
1 stop13h 17m
$731
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Fri 9/18
2:20 pm-11:50 pm
1 stop9h 30m
San Juan Luis Munoz Marin Intl
Tue 9/22
3:56 pm-1:29 pm
2 stops21h 33m
$815
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Tue 9/1
2:15 pm-12:54 pm
2 stops22h 39m
San Juan Luis Munoz Marin Intl
Fri 9/4
4:55 pm-1:29 pm
2 stops20h 34m
$985
Cheapest one-way
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Fri 9/4
12:07 pm-2:15 am
1 stop14h 08m
$171
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Sat 9/5
3:48 pm-11:59 pm
2 stops32h 11m
$228
Quickest one-way
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Sun 9/6
11:04 am-11:59 pm
2 stops12h 55m
$239
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Sat 9/5
2:25 pm-9:43 am
2 stops19h 18m
$398
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Sat 1/2
2:37 pm-3:15 pm
3 stops23h 38m
$570
Sorted 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 August 22, 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.
Food
6.4
Comfort
7.2
Entertainment
6.8
Overall
7.1
Crew
7.9
Boarding
7.5
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Food
6.4
Comfort
7.2
Entertainment
6.8
Overall
7.1
Crew
7.9
Boarding
7.5
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 August 22, 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 7,457,451 searches. Data last updated August 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$415 | Average$586 | FlexibilityNo cancel fee | On-time71% |