$345+ Cheap flights from Key West (EYW) to Puerto Rico
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — SJU
Nov 8 — Nov 151
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Key West to Puerto Rico with Cheapflights
1. Tell us where you want to go
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Key West to Puerto Rico
Cheapest
Best
Last-minute
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 October 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 October 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/8. 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.
Fri 10/2312:59 pm -
1 stop10h 58m
Tue 10/271:18 pm -
1 stop20h 06m
Deal found 10/8![Multiple Airlines logo]()
$345
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 10/1910:59 am -
1 stop14h 54m
Fri 10/234:39 pm -
1 stop16h 45m
Deal found 10/4![Multiple Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Wed 10/2110:04 am -
1 stop13h 53m
Sat 10/243:00 am -
1 stop7h 19m
Deal found 10/6![Multiple Airlines logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 12/1510:59 am -
1 stop14h 14m
Sun 12/207:25 am -
2 stops29h 54m
Deal found 10/6![Multiple Airlines logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 12/1410:59 am -
1 stop11h 25m
Sun 12/207:25 am -
2 stops29h 54m
Deal found 10/6![Multiple Airlines logo]()
$396
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
Tue 12/110:59 am -
2 stops13h 08m
Thu 12/36:00 am -
1 stop9h 31m
Deal found 10/7![Multiple Airlines logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 10/4. 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.
Sun 10/1810:59 am -
2 stops29h 07m
Wed 10/214:39 pm -
1 stop18h 42m
Deal found 10/4![Multiple Airlines logo]()
$409
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 12/210:45 am -
1 stop8h 12m
Thu 12/36:00 am -
1 stop9h 31m
Deal found 10/7![Multiple Airlines logo]()
$417
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 October 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 October 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/8. 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.
Fri 10/2312:59 pm -
1 stop10h 58m
Tue 10/271:18 pm -
1 stop20h 06m
Deal found 10/8![Multiple Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 10/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/252:35 pm -
1 stop8h 15m
Thu 3/46:15 am -
1 stop11h 56m
Deal found 10/6![Delta logo]()
$667
This American Airlines deal was found by Cheapflights users on 10/8. 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.
Fri 3/127:39 pm -
1 stop12h 54m
Fri 3/199:28 am -
1 stop9h 40m
Deal found 10/8![American Airlines logo]()
$770
This Kiwi.com deal was found by Cheapflights users on 10/4. 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.
Thu 1/2812:06 pm -
2 stops23h 31m
Tue 2/23:55 am -
1 stop7h 44m
Deal found 10/4![Multiple Airlines logo]()
$403
This Kiwi.com deal was found by Cheapflights users on 10/7. 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.
Tue 12/110:59 am -
1 stop22h 41m
Thu 12/36:00 am -
1 stop9h 31m
Deal found 10/7![Multiple Airlines logo]()
$413
This United Airlines deal was found by Cheapflights users on 10/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/112:05 pm -
2 stops22h 45m
Thu 12/33:46 pm -
2 stops24h 40m
Deal found 10/7![United Airlines logo]()
$962
This Delta deal was found by Cheapflights users on 10/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/262:35 pm -
1 stop8h 15m
Wed 3/36:15 am -
1 stop11h 56m
Deal found 10/6![Delta logo]()
$697
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 11/304:09 pm -
1 stop9h 04m
Thu 12/32:45 pm -
2 stops19h 15m
Deal found 10/7![Multiple Airlines logo]()
$617
This United Airlines deal was found by Cheapflights users on 10/4. 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.
Mon 10/192:15 pm -
2 stops22h 19m
Fri 10/234:55 pm -
2 stops22h 29m
Deal found 10/4![United Airlines logo]()
$976
Last-minute flights from Key West to Puerto RicoDiscover last-minute flight deals from Key West to Puerto Rico. Data last updated October 9, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Puerto Rico. Data last updated October 9, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/4. 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.
Sun 10/1810:59 am -
2 stops29h 07m
Wed 10/214:39 pm -
1 stop18h 42m
Deal found 10/4![Multiple Airlines logo]()
$409
This American Airlines deal was found by Cheapflights users on 10/4. 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.
Sun 10/187:19 pm -
2 stops16h 12m
Wed 10/216:20 am -
2 stops12h 29m
Deal found 10/4![American Airlines logo]()
$626
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 10/1910:59 am -
1 stop14h 54m
Fri 10/234:39 pm -
1 stop16h 45m
Deal found 10/4![Multiple Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Wed 10/2110:04 am -
1 stop13h 53m
Sat 10/243:00 am -
1 stop7h 19m
Deal found 10/6![Multiple Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Wed 10/217:19 pm -
2 stops16h 12m
Sun 10/256:30 am -
2 stops10h 24m
Deal found 10/6![American Airlines logo]()
$701
This Kiwi.com deal was found by Cheapflights users on 10/8. 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.
Fri 10/2312:59 pm -
1 stop10h 58m
Tue 10/271:18 pm -
1 stop20h 06m
Deal found 10/8![Multiple Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 10/8. 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.
Fri 10/237:19 pm -
2 stops16h 12m
Tue 10/2712:21 pm -
1 stop4h 37m
Deal found 10/8![American Airlines logo]()
$681
This Kiwi.com deal was found by Cheapflights users on 10/5. 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.
Sun 11/1510:59 am -
1 stop22h 16m
Sun 11/297:17 am -
1 stop28h 02m
Deal found 10/5![Multiple Airlines logo]()
$542
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 11/304:09 pm -
1 stop9h 04m
Thu 12/36:00 am -
1 stop9h 31m
Deal found 10/7![Multiple Airlines logo]()
$471
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 October 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 October 9, 2026.
This American Airlines deal was found by Cheapflights users on 10/4. 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.
Thu 11/263:52 pm -
1 stop28h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![American Airlines logo]()
$412
This Kiwi.com deal was found by Cheapflights users on 10/4. 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.
Thu 11/264:59 pm -
3 stops29h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Multiple Airlines logo]()
$415
This American Airlines deal was found by Cheapflights users on 10/6. 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.
Sat 2/137:39 pm -
1 stop14h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![American Airlines logo]()
$514
This United Airlines deal was found by Cheapflights users on 10/4. 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.
Thu 11/2611:25 am -
2 stops24h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![United Airlines logo]()
$666
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 October 9, 2026.
Round-trip from | $345 (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 October 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 Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Fri 10/23
12:59 pm-11:57 pm
1 stop10h 58m
San Juan Luis Munoz Marin Intl
Tue 10/27
1:18 pm-9:24 am
1 stop20h 06m
$345
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Thu 1/28
12:06 pm-12:37 pm
2 stops23h 31m
San Juan Luis Munoz Marin Intl
Tue 2/2
3:55 am-10:39 am
1 stop7h 44m
$403
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Thu 11/26
3:52 pm-9:36 pm
1 stop28h 44m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$412
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Tue 12/1
10:59 am-10:40 am
1 stop22h 41m
San Juan Luis Munoz Marin Intl
Thu 12/3
6:00 am-2:31 pm
1 stop9h 31m
$413
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Thu 11/26
4:59 pm-11:14 pm
3 stops29h 15m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$415
Quickest round-trip
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Sat 2/13
7:39 pm-11:03 am
1 stop14h 24m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$514
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Mon 11/30
4:09 pm-2:13 am
1 stop9h 04m
San Juan Luis Munoz Marin Intl
Thu 12/3
2:45 pm-9:00 am
2 stops19h 15m
$617
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Thu 11/26
11:25 am-1:15 pm
2 stops24h 50m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$666
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Thu 2/25
2:35 pm-11:50 pm
1 stop8h 15m
San Juan Luis Munoz Marin Intl
Thu 3/4
6:15 am-5:11 pm
1 stop11h 56m
$667
Key WestSan Juan
EYW Key West - SJU San Juan Luis Munoz Marin Intl
EYWSJU
Key West
Fri 2/26
2:35 pm-11:50 pm
1 stop8h 15m
San Juan Luis Munoz Marin Intl
Wed 3/3
6:15 am-5:11 pm
1 stop11h 56m
$697
Showing 1-10 of 13 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 October 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.
Comfort
7.2
Food
6.4
Entertainment
6.8
Crew
7.9
Boarding
7.4
Overall
7.0
Reviews
1 / 20
8.0
ExcellentOlwin,Jul 2026
MCO - DCA
Comfort
7.2
Food
6.4
Entertainment
6.8
Crew
7.9
Boarding
7.4
Overall
7.0
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
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 October 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 7,457,451 searches. Data last updated October 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$415 | Average$586 | FlexibilityNo cancel fee | On-time71% |