$157+ Cheap flights from Caribbean Islands 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — EYW
Feb 1 — Feb 81
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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Best flights from Caribbean Islands to Key WestDiscover carefully curated flight deals from Caribbean Islands to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 2, 2026.
Discover carefully curated flight deals from Caribbean Islands to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/1. 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 1/173:47 pmSJU - EYW
1 stop19h 34mMultiple Airlines
Wed 1/2110:49 amEYW - SJU
2 stops31h 37mMultiple Airlines
Deal found 1/1![Multiple Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 1/1. 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 1/176:00 amSJU - EYW
1 stop12h 05mAmerican Airlines
Wed 1/216:06 amEYW - SJU
1 stop8h 53mAmerican Airlines
Deal found 1/1![American Airlines logo]()
$551
This United Airlines deal was found by Cheapflights users on 12/31. 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 1/228:10 amSJU - EYW
1 stop9h 12mUnited Airlines
Mon 1/266:05 pmEYW - SJU
2 stops19h 35mUnited Airlines
Deal found 12/31![United Airlines logo]()
$657
Find flight deals from Caribbean Islands to Key West
Keep the following information in mind while searching for Caribbean Islands to Key West flight deals. Data was last updated January 2, 2026.
Round-trip from | $288 (Kiwi.com) |
|---|---|
One-way from | $157 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean Islands 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 January 2, 2026.
Use the filters below to find and compare flights from Caribbean Islands to Key West that are best for you.
Fly from
Caribbean Islands
Fly to
Key West
Route
Depart
Return
Price
San JuanKey West
SJU - EYW
SJUEYW
San Juan Luis Munoz Marin Intl
Sat 1/17
3:47 pm-10:21 am
1 stop19h 34m
Key West
Wed 1/21
10:49 am-7:26 pm
2 stops31h 37m
$316
San JuanKey West
SJU - EYW
SJUEYW
San Juan Luis Munoz Marin Intl
Sat 1/17
6:00 am-5:05 pm
1 stop12h 05m
Key West
Wed 1/21
6:06 am-3:59 pm
1 stop8h 53m
$551
San JuanKey West
SJU - EYW
SJUEYW
San Juan Luis Munoz Marin Intl
Thu 1/22
8:10 am-4:22 pm
1 stop9h 12m
Key West
Mon 1/26
6:05 pm-2:40 pm
2 stops19h 35m
$657
San JuanKey West
SJU - EYW
SJUEYW
San Juan Luis Munoz Marin Intl
Wed 2/11
4:06 pm-1:30 pm
2 stops22h 24m
$157
San JuanKey West
SJU - EYW
SJUEYW
San Juan Luis Munoz Marin Intl
Wed 2/11
4:40 pm-1:30 pm
1 stop21h 50m
$176
Best time to book a flight from Caribbean Islands to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Caribbean Islands 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 Islands to Key West
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