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Key West

$160+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — EYW
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
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 November 13, 2025.

Round-trip from

$288
(Kiwi.com)

One-way from

$160
(Kiwi.com)
From Caribbean Islands to Key West
Search Deals
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 November 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/11. 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 11/271:57 pmSJU - EYW
1 stop19h 18mMultiple Airlines
Mon 12/19:57 amEYW - SJU
2 stops28h 04mMultiple Airlines
Deal found 11/11$288
This United Airlines deal was found by Cheapflights users on 11/11. 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.
Wed 11/262:05 amSJU - EYW
1 stop11h 05mUnited Airlines
Mon 12/13:00 pmEYW - SJU
1 stop8h 36mUnited Airlines
Deal found 11/11$989

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 November 13, 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

Thu 11/27

1:57 pm-8:15 am

1 stop19h 18m

Key West

Mon 12/1

9:57 am-3:01 pm

2 stops28h 04m

$288

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Tue 3/3

10:57 am-4:43 pm

1 stop6h 46m

Key West

Wed 3/4

3:20 pm-9:35 pm

2 stops29h 15m

$514

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Wed 11/26

2:05 am-12:10 pm

1 stop11h 05m

Key West

Mon 12/1

3:00 pm-12:36 am

1 stop8h 36m

$989

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Wed 2/4

3:55 am-9:06 am

1 stop6h 11m

$160

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Sat 2/7

11:05 am-9:06 am

1 stop23h 01m

$163

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Mon 2/2

6:00 am-12:26 pm

1 stop7h 26m

$163

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Sat 2/7

6:00 am-11:17 am

2 stops30h 17m

$186

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Thu 2/5

8:05 pm-1:30 pm

2 stops18h 25m

$193

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Sun 2/1

2:59 am-1:30 pm

2 stops11h 31m

$205

San JuanKey West

SJU - EYW

SJUEYW

San Juan Luis Munoz Marin Intl

Mon 2/2

6:00 am-4:24 pm

2 stops11h 24m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

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 November 13, 2025.

One of the essential ways to save on airfare from Caribbean Islands 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.

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 6h 46m. 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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