$192+ 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
May 8 — May 151
Round-trip
1 adult, Economy
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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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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 April 8, 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 April 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/209:49 am
EYW
- SJU
1 stop13h 40m
Multiple Airlines
Fri 4/247:17 pm
SJU
- EYW
2 stops39h 04m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 6/1011:46 am
EYW
- SJU
1 stop12h 37m
Multiple Airlines
Tue 6/168:00 am
SJU
- EYW
2 stops27h 06m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Tue 6/91:14 pm
EYW
- SJU
1 stop11h 09m
Multiple Airlines
Tue 6/168:00 am
SJU
- EYW
2 stops27h 06m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Tue 4/71:01 pm
EYW
- SJU
1 stop21h 09m
Multiple Airlines
Wed 4/81:45 am
SJU
- EYW
1 stop7h 21m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$342
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 6/1011:46 am
EYW
- SJU
1 stop12h 37m
Multiple Airlines
Wed 6/178:32 am
SJU
- EYW
2 stops26h 53m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Tue 6/91:14 pm
EYW
- SJU
1 stop11h 09m
Multiple Airlines
Wed 6/178:32 am
SJU
- EYW
2 stops26h 53m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 6/1011:46 am
EYW
- SJU
1 stop12h 37m
Multiple Airlines
Sun 6/147:00 am
SJU
- EYW
2 stops35h 27m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 6/1011:46 am
EYW
- SJU
1 stop12h 37m
Multiple Airlines
Sat 6/135:15 pm
SJU
- EYW
2 stops18h 10m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 4/3. 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 6/1011:46 am
EYW
- SJU
1 stop12h 37m
Multiple Airlines
Mon 6/158:04 pm
SJU
- EYW
2 stops16h 30m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$363
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Tue 6/91:14 pm
EYW
- SJU
1 stop11h 09m
Multiple Airlines
Sun 6/145:15 pm
SJU
- EYW
2 stops18h 12m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Tue 6/91:14 pm
EYW
- SJU
1 stop11h 09m
Multiple Airlines
Mon 6/158:04 pm
SJU
- EYW
2 stops16h 30m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$369
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 April 8, 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 April 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/209:49 am
EYW
- SJU
1 stop13h 40m
Multiple Airlines
Fri 4/247:17 pm
SJU
- EYW
2 stops39h 04m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 4/4. 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.
Mon 4/208:05 am
EYW
- SJU
2 stops13h 19m
American Airlines
Fri 4/2411:43 am
SJU
- EYW
2 stops10h 53m
American Airlines
Deal found 4/4![American Airlines logo]()
$426
This Kiwi.com deal was found by Cheapflights users on 4/3. 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.
Tue 6/91:14 pm
EYW
- SJU
1 stop11h 09m
Multiple Airlines
Sun 6/142:59 am
SJU
- EYW
1 stop8h 28m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$381
This Kiwi.com deal was found by Cheapflights users on 4/7. 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.
Sat 6/202:48 pm
EYW
- SJU
1 stop9h 35m
Multiple Airlines
Sat 6/272:59 am
SJU
- EYW
1 stop8h 26m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Mon 6/157:40 pm
EYW
- SJU
1 stop13h 59m
American Airlines
Fri 6/196:00 am
SJU
- EYW
1 stop13h 10m
American Airlines
Deal found 4/7![American Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 4/4. 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.
Wed 9/27:09 pm
EYW
- SJU
1 stop4h 31m
American Airlines
Sun 9/610:32 am
SJU
- EYW
1 stop8h 07m
American Airlines
Deal found 4/4![American Airlines logo]()
$441
Last-minute flights from Key West to Puerto RicoDiscover last-minute flight deals from Key West to Puerto Rico. Data last updated April 8, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Puerto Rico. Data last updated April 8, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/3. 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.
Mon 4/134:38 pm
EYW
- SJU
1 stop28h 00m
United Airlines
Fri 4/177:20 am
SJU
- EYW
1 stop9h 22m
United Airlines
Deal found 4/3![United Airlines logo]()
$883
This Kiwi.com deal was found by Cheapflights users on 4/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/209:49 am
EYW
- SJU
1 stop13h 40m
Multiple Airlines
Fri 4/247:17 pm
SJU
- EYW
2 stops39h 04m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 4/4. 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.
Mon 4/208:05 am
EYW
- SJU
2 stops13h 19m
American Airlines
Fri 4/2411:43 am
SJU
- EYW
2 stops10h 53m
American Airlines
Deal found 4/4![American Airlines logo]()
$426
This United Airlines deal was found by Cheapflights users on 4/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/202:35 pm
EYW
- SJU
1 stop9h 15m
United Airlines
Fri 4/247:00 am
SJU
- EYW
1 stop8h 57m
United Airlines
Deal found 4/5![United Airlines logo]()
$911
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 April 8, 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 April 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Sun 5/2411:04 am
EYW
- SJU
1 stop12h 55m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Tue 5/261:14 pm
EYW
- SJU
3 stops59h 27m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 5/2512:07 pm
EYW
- SJU
2 stops29h 05m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$288
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Fri 7/1711:28 am
EYW
- SJU
1 stop10h 32m
American Airlines
Deal found 4/7![American Airlines logo]()
$508
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Sun 7/197:40 pm
EYW
- SJU
1 stop14h 03m
American Airlines
Deal found 4/7![American Airlines logo]()
$513
This American Airlines deal was found by Cheapflights users on 4/7. 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.
Mon 7/207:29 pm
EYW
- SJU
2 stops14h 14m
American Airlines
Deal found 4/7![American Airlines logo]()
$582
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 April 8, 2026.
Round-trip from | $303 (Kiwi.com) |
|---|---|
One-way from | $192 (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 April 8, 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
Mon 4/20
9:49 am-11:29 pm
1 stop13h 40m
San Juan Luis Munoz Marin Intl
Fri 4/24
7:17 pm-10:21 am
2 stops39h 04m
$303
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Tue 6/9
1:14 pm-12:23 am
1 stop11h 09m
San Juan Luis Munoz Marin Intl
Sun 6/14
2:59 am-11:27 am
1 stop8h 28m
$381
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Sat 6/20
2:48 pm-12:23 am
1 stop9h 35m
San Juan Luis Munoz Marin Intl
Sat 6/27
2:59 am-11:25 am
1 stop8h 26m
$384
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Mon 4/20
8:05 am-9:24 pm
2 stops13h 19m
San Juan Luis Munoz Marin Intl
Fri 4/24
11:43 am-10:36 pm
2 stops10h 53m
$426
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Mon 6/15
7:40 pm-9:39 am
1 stop13h 59m
San Juan Luis Munoz Marin Intl
Fri 6/19
6:00 am-7:10 pm
1 stop13h 10m
$436
Quickest round-trip
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Wed 9/2
7:09 pm-11:40 pm
1 stop4h 31m
San Juan Luis Munoz Marin Intl
Sun 9/6
10:32 am-6:39 pm
1 stop8h 07m
$441
Cheapest one-way
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Sun 5/24
11:04 am-11:59 pm
1 stop12h 55m
$192
Quickest one-way
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Tue 5/26
1:14 pm-11:59 pm
1 stop10h 45m
$217
Key WestSan Juan
EYW - SJU
EYWSJU
Key West
Mon 5/25
12:07 pm-5:12 pm
2 stops29h 05m
$288
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 April 8, 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
Comfort
7.2
Overall
7.1
Crew
7.9
Entertainment
6.9
Food
6.4
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
Boarding
7.5
Comfort
7.2
Overall
7.1
Crew
7.9
Entertainment
6.9
Food
6.4
Reviews
1 / 20
2.0
MediocreAnonymous,Mar 2026
MIA - SFO
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 April 8, 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 April 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$390 | Average$495 | FlexibilityNo cancel fee | On-time71% |