$162+ Cheap flights from Caribbean to Key West (EYW)
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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — EYW
Jan 22 — Jan 291
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
Best flights from Caribbean to Key WestDiscover carefully curated flight deals from Caribbean to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.
Discover carefully curated flight deals from Caribbean to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 23, 2025.
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/32:59 amSJU - EYW
1 stop6h 16mMultiple Airlines
Fri 1/92:25 pmEYW - SJU
1 stop8h 19mMultiple Airlines
Deal found 12/21![Multiple Airlines logo]()
$353
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 1/69:19 pmSJU - EYW
1 stop13h 50mMultiple Airlines
Sat 1/1010:49 amEYW - SJU
2 stops27h 44mMultiple Airlines
Deal found 12/22![Multiple Airlines logo]()
$365
This United Airlines deal was found by Cheapflights users on 12/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/45:50 pmSJU - EYW
1 stop23h 32mUnited Airlines
Sat 2/712:22 pmEYW - SJU
1 stop31h 38mUnited Airlines
Deal found 12/21![United Airlines logo]()
$764
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 December 23, 2025.
Round-trip from | $353 (Kiwi.com) |
|---|---|
One-way from | $162 (Kiwi.com) |
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 December 23, 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
Sat 1/3
2:59 am-8:15 am
1 stop6h 16m
Key West
Fri 1/9
2:25 pm-11:44 pm
1 stop8h 19m
$353
San JuanKey West
SJU - EYW
SJUEYW
San Juan Luis Munoz Marin Intl
Tue 1/6
9:19 pm-10:09 am
1 stop13h 50m
Key West
Sat 1/10
10:49 am-3:33 pm
2 stops27h 44m
$365
San JuanKey West
SJU - EYW
SJUEYW
San Juan Luis Munoz Marin Intl
Wed 2/4
5:50 pm-4:22 pm
1 stop23h 32m
Key West
Sat 2/7
12:22 pm-9:00 pm
1 stop31h 38m
$764
San JuanKey West
SJU - EYW
SJUEYW
San Juan Luis Munoz Marin Intl
Sat 2/14
6:00 am-9:06 am
2 stops28h 06m
$162
San JuanKey West
SJU - EYW
SJUEYW
San Juan Luis Munoz Marin Intl
Fri 1/2
11:25 pm-2:24 pm
1 stop15h 59m
$312
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 December 23, 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.