$193+ 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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — EYW
Nov 27 — Dec 41
1 adult, Economy
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1. Tell us where you want to go
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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 October 28, 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 October 28, 2025.
This American Airlines deal was found by Cheapflights users on 10/24. 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 3/310:26 amSJU - EYW
1 stop7h 11mAmerican Airlines
Wed 3/43:06 pmEYW - SJU
2 stops17h 30mAmerican Airlines
Deal found 10/24![American Airlines logo]()
$473
Cheap 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 October 28, 2025.
Round-trip from | $473 (American Airlines) |
|---|---|
One-way from | $253 (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 October 28, 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
Tue 3/3
10:26 am-4:37 pm
1 stop7h 11m
Key West
Wed 3/4
3:06 pm-9:36 am
2 stops17h 30m
$473
San JuanKey West
SJU - EYW
SJUEYW
San Juan Luis Munoz Marin Intl
Wed 12/17
5:00 pm-8:15 am
1 stop16h 15m
$193
San JuanKey West
SJU - EYW
SJUEYW
San Juan Luis Munoz Marin Intl
Tue 12/16
2:05 am-3:24 pm
2 stops14h 19m
$582
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 October 28, 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 33% on airfare.