$448+ Cheap flights from Caribbean to Key West (EYW)
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 12/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — EYW
ene. 16 — ene. 231
1 adult, Economy
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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
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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 Caribbean to Key West
Cheapest flights from Caribbean to Key WestExplore the most affordable flight options available from Caribbean to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 17, 2025.
Explore the most affordable flight options available from Caribbean to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 17, 2025.
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
vie. 12/196:00 amSJU - EYW
1 stop8h 30mMultiple Airlines
dom. 12/2110:59 amEYW - SJU
2 stops13h 25mMultiple Airlines
Deal found 12/15![Multiple Airlines logo]()
$448
This Delta deal was found by Cheapflights users on 12/16. 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.
jue. 12/182:07 pmSJU - EYW
1 stop6h 59mDelta
dom. 12/211:02 pmEYW - SJU
1 stop9h 18mDelta
Deal found 12/16![Delta logo]()
$665
This American Airlines deal was found by Cheapflights users on 12/15. 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.
vie. 12/192:31 pmSJU - EYW
2 stops9h 13mAmerican Airlines
dom. 12/218:00 amEYW - SJU
2 stops9h 07mAmerican Airlines
Deal found 12/15![American Airlines logo]()
$745
This American Airlines deal was found by Cheapflights users on 12/16. 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.
jue. 12/185:24 amSJU - EYW
2 stops11h 33mAmerican Airlines
dom. 12/211:46 pmEYW - SJU
1 stop6h 25mAmerican Airlines
Deal found 12/16![American Airlines logo]()
$765
Find flight deals from Caribbean to Key West
Keep the following information in mind while searching for Caribbean to Key West flight deals. Data was last updated diciembre 17, 2025.
Round-trip from | $821 (United Airlines) |
|---|
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean to Key West 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 diciembre 17, 2025.
Use the filters below to find and compare flights from Caribbean to Key West that are best for you.
Fly from
Caribbean
Fly to
Key West
Route
Depart
Return
Price
San JuanKey West
SJU - EYW
SJUEYW
San Juan Luis Munoz Marin Intl
jue. 1/29
8:35 am-4:22 pm
2 stops32h 47m
Key West
dom. 2/1
6:05 pm-1:17 pm
1 stop18h 12m
$821
San JuanKey West
SJU - EYW
SJUEYW
San Juan Luis Munoz Marin Intl
lun. 12/22
5:50 pm-11:41 am
1 stop18h 51m
$523
Best time to book a flight from Caribbean to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Caribbean 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 Caribbean to Key West
What is the cheapest time of day to fly from CB to EYW?
Find hourly flight availability from Caribbean to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 17, 2025.
One of the essential ways to save on airfare from Caribbean to Key West is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 32% on airfare.