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Key West

$160+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — EYW
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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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 September 17, 2025.

Round-trip from

$376
(Kiwi.com)

One-way from

$160
(Mytrip)
From Caribbean to Key West
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One-way flight from Caribbean to Key West
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Find flight deals from Caribbean to Key West

Cheapest flights from Caribbean to Key West
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 September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/17. 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 11/17:30 amSJU - EYW
1 stop27h 49mMultiple Airlines
Sat 11/810:47 amEYW - SJU
2 stops32h 57mMultiple Airlines
Deal found 9/17$337
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Sat 11/17:10 amSJU - EYW
1 stop14h 46mAmerican Airlines
Sat 11/87:53 pmEYW - SJU
1 stop15h 12mAmerican Airlines
Deal found 9/16$450
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Thu 11/202:59 amSJU - EYW
1 stop6h 16mMultiple Airlines
Sun 11/238:55 amEYW - SJU
1 stop23h 57mMultiple Airlines
Deal found 9/15$490
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/193:39 amSJU - EYW
1 stop28h 36mMultiple Airlines
Mon 9/2212:32 pmEYW - SJU
2 stops45h 24mMultiple Airlines
Deal found 9/16$546
This American Airlines deal was found by Cheapflights users on 9/15. 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 11/2112:02 pmSJU - EYW
1 stop6h 04mAmerican Airlines
Sun 11/2311:44 amEYW - SJU
1 stop12h 00mAmerican Airlines
Deal found 9/15$555
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/181:37 pmSJU - EYW
1 stop5h 22mAmerican Airlines
Sat 9/206:17 pmEYW - SJU
2 stops16h 54mAmerican Airlines
Deal found 9/14$645
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Sat 9/207:05 pmSJU - EYW
2 stops19h 12mAmerican Airlines
Mon 9/223:45 pmEYW - SJU
2 stops19h 26mAmerican Airlines
Deal found 9/16$670

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 September 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

Sat 11/1

7:30 am-11:19 am

1 stop27h 49m

Key West

Sat 11/8

10:47 am-8:44 pm

2 stops32h 57m

$337

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Thu 3/12

11:45 am-11:59 pm

1 stop12h 14m

Key West

Tue 3/17

8:01 pm-8:36 am

1 stop12h 35m

$445

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Sat 11/1

7:10 am-9:56 pm

1 stop14h 46m

Key West

Sat 11/8

7:53 pm-12:05 pm

1 stop15h 12m

$450

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Tue 3/3

2:45 pm-11:59 pm

1 stop10h 14m

Key West

Wed 3/4

5:20 pm-12:00 pm

2 stops17h 40m

$473

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Thu 11/20

2:59 am-8:15 am

1 stop6h 16m

Key West

Sun 11/23

8:55 am-9:52 am

1 stop23h 57m

$490

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Sat 10/25

2:49 am-2:40 pm

1 stop11h 51m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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 September 17, 2025.

When flying from Caribbean to Key West, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Find useful and relevant information for your journey from Caribbean 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?

    Most people fly into Key West (EYW) if they book a flight to Key West from Caribbean. Key West is conveniently located just 2.6 mi from Key West’s city center.

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

    Departing from Caribbean to Key West will take you 12h 14m. Caribbean and Key West are separated by a distance of 1096 mi.

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean 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.

  • What is the cheapest month to book a flight from Caribbean to Key West?

    Currently, August is the cheapest month in which you can book a flight from Caribbean to Key West (average of $328). Flying from Caribbean to Key West in March is currently the most expensive (average of $491). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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