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Key West

$217+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — EYW
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
1 adult, Economy
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Cheap 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 September 19, 2025.

Round-trip from

$337
(Kiwi.com)

One-way from

$217
(Kiwi.com)
From Caribbean Islands to Key West
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One-way flight from Caribbean Islands to Key West
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Find 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 September 19, 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 9/18. 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 11/17:05 amSJU - EYW
1 stop12h 17mAmerican Airlines
Sat 11/87:53 pmEYW - SJU
1 stop15h 12mAmerican Airlines
Deal found 9/18$410
This American Airlines deal was found by Cheapflights users on 9/18. 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 10/237:00 amSJU - EYW
1 stop12h 22mAmerican Airlines
Tue 10/287:52 pmEYW - SJU
1 stop15h 14mAmerican Airlines
Deal found 9/18$434
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 Expedia deal was found by Cheapflights users on 9/18. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/111:30 amSJU - EYW
2 stops25h 23mJetBlue
Sat 11/812:45 pmEYW - SJU
2 stops14h 03mJetBlue
Deal found 9/18$568
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
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/231:35 pmSJU - EYW
1 stop5h 47mAmerican Airlines
Sun 10/2611:22 amEYW - SJU
1 stop26h 23mAmerican Airlines
Deal found 9/17$729

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 September 19, 2025.
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 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

Sat 11/1

7:05 am-7:22 pm

1 stop12h 17m

Key West

Sat 11/8

7:53 pm-12:05 pm

1 stop15h 12m

$410

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Thu 10/23

7:00 am-7:22 pm

1 stop12h 22m

Key West

Tue 10/28

4:37 pm-11:06 am

2 stops18h 29m

$434

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

Tue 3/3

6:50 pm-4:04 pm

2 stops22h 14m

Key West

Wed 3/4

7:59 pm-9:36 am

1 stop12h 37m

$468

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Wed 3/18

2:55 am-9:06 am

1 stop6h 11m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/18

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

What is the cheapest time of day to fly from EPX to EYW?

Find hourly flight availability from Caribbean Islands 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 19, 2025.

When flying from Caribbean Islands 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 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 American Airlines fly from Caribbean Islands to Key West in about 12h 17m. 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.

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

    Currently, August is the cheapest month in which you can book a flight from Caribbean Islands to Key West (average of $328). Flying from Caribbean Islands 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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