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Key West

$183+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — EYW
Mar 18 — Mar 251
Wed 3/18
Wed 3/25
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Key West

Cheapest flights from Caribbean Islands to Key West
Explore the most affordable flight options available from Caribbean Islands to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 16, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/13. 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 3/265:30 am
SJU
-
EYW
1 stop10h 12m
Multiple Airlines
Tue 3/3112:25 pm
EYW
-
SJU
1 stop6h 30m
Multiple Airlines
Deal found 2/13$306
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 4/17:54 pm
SJU
-
EYW
1 stop15h 36m
Multiple Airlines
Mon 4/69:49 am
EYW
-
SJU
1 stop24h 21m
Multiple Airlines
Deal found 2/13$316
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 3/16:00 am
SJU
-
EYW
2 stops31h 26m
Multiple Airlines
Thu 3/59:46 am
EYW
-
SJU
1 stop12h 23m
Multiple Airlines
Deal found 2/14$319
This Mytrip deal was found by Cheapflights users on 2/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/17:54 pm
SJU
-
EYW
1 stop15h 36m
Spirit Airlines
Mon 4/62:35 pm
EYW
-
SJU
2 stops19h 35m
Spirit Airlines
Deal found 2/13$357
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 5/73:08 am
SJU
-
EYW
1 stop8h 22m
Multiple Airlines
Tue 5/121:14 pm
EYW
-
SJU
1 stop23h 45m
Multiple Airlines
Deal found 2/14$360
This American Airlines deal was found by Cheapflights users on 2/15. 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.
Fri 5/811:38 am
SJU
-
EYW
1 stop10h 58m
American Airlines
Tue 5/1211:24 am
EYW
-
SJU
1 stop6h 46m
American Airlines
Deal found 2/15$396
This Mytrip deal was found by Cheapflights users on 2/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/251:45 am
SJU
-
EYW
2 stops9h 45m
Spirit Airlines
Tue 3/3112:25 pm
EYW
-
SJU
2 stops21h 45m
Spirit Airlines
Deal found 2/13$427
This Mytrip deal was found by Cheapflights users on 2/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/282:59 am
SJU
-
EYW
2 stops11h 31m
Spirit Airlines
Thu 3/52:25 pm
EYW
-
SJU
3 stops27h 33m
Spirit Airlines
Deal found 2/14$429

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 February 16, 2026.

Round-trip from

$306
(Kiwi.com)

One-way from

$183
(Kiwi.com)
From Caribbean Islands to Key West
Search Deals
One-way flight from Caribbean Islands to Key West
Search Deals

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 February 16, 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

Thu 3/26

5:30 am-3:42 pm

1 stop10h 12m

Key West

Tue 3/31

12:25 pm-6:55 pm

1 stop6h 30m

$306

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Wed 4/1

7:54 pm-11:30 am

1 stop15h 36m

Key West

Mon 4/6

9:49 am-10:10 am

1 stop24h 21m

$316

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Sun 3/1

6:00 am-12:26 pm

2 stops31h 26m

Key West

Thu 3/5

9:46 am-11:09 pm

1 stop12h 23m

$319

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Wed 4/1

7:54 pm-11:30 am

1 stop15h 36m

Key West

Mon 4/6

2:35 pm-10:10 am

2 stops19h 35m

$357

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Thu 5/7

3:08 am-11:30 am

1 stop8h 22m

Key West

Tue 5/12

1:14 pm-12:59 pm

1 stop23h 45m

$360

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Fri 5/8

10:03 am-10:58 pm

1 stop12h 55m

Key West

Tue 5/12

5:25 pm-9:13 am

2 stops15h 48m

$396

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Wed 3/25

1:45 am-11:30 am

2 stops9h 45m

Key West

Tue 3/31

12:25 pm-10:10 am

2 stops21h 45m

$427

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Sat 2/28

2:59 am-1:30 pm

2 stops11h 31m

Key West

Thu 3/5

2:25 pm-6:58 pm

3 stops27h 33m

$429

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Thu 2/19

4:36 pm-9:09 am

2 stops17h 33m

$183

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Thu 2/19

4:36 pm-1:30 pm

1 stop21h 54m

$195

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/13

Showing 1-10 of 13 results
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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
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Key West from Caribbean Islands?

    Key West (EYW), located 2.6 mi from the city center, is the airport you fly into when you book flights from Caribbean Islands to Key West.

  • How long is the flight from Caribbean Islands to Key West?

    Airlines like Spirit Airlines fly from Caribbean Islands to Key West in about 15h 36m. The time it takes to get you to your destination can typically vary by up to . Caribbean Islands and Key West are separated by a distance of 1096 mi.

  • Can I find deals for flights from Caribbean Islands to Key West that include hotel bookings?

    Yes. In addition to deals on Caribbean Islands to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean Islands to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean Islands to Key West.

  • Can I find deals for business class flights from Caribbean Islands to Key West?

    Yes. Cheapflights offers flight deals from Caribbean Islands to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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