Caribbean Islands

$76+ Cheap flights from Fort Myers (RSW) to Caribbean Islands

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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SJU
Jan 17 — Jan 241
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Cheap flight deals from Fort Myers to Caribbean Islands

Cheapest flights from Fort Myers to Caribbean Islands
Explore the most affordable flight options available from Fort Myers to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Expedia deal was found by Cheapflights users on 12/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/291:33 pmRSW - SJU
1 stop10h 51mFrontier
Thu 1/82:29 amSJU - RSW
1 stop8h 59mFrontier
Deal found 12/16$266
This Expedia deal was found by Cheapflights users on 12/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/291:33 pmRSW - SJU
1 stop10h 51mMultiple Airlines
Fri 1/911:52 amSJU - RSW
2 stops12h 32mMultiple Airlines
Deal found 12/16$282
This Expedia deal was found by Cheapflights users on 12/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:50 pmRSW - SJU
1 stop28h 34mFrontier
Mon 12/222:44 pmSJU - RSW
1 stop10h 06mFrontier
Deal found 12/16$284
This Expedia deal was found by Cheapflights users on 12/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/211:13 pmRSW - SJU
1 stop11h 11mFrontier
Mon 12/221:59 amSJU - RSW
1 stop9h 19mFrontier
Deal found 12/17$300
This Expedia deal was found by Cheapflights users on 12/18. 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.
Mon 12/295:30 amRSW - SJU
1 stop18h 54mFrontier
Thu 1/19:06 pmSJU - RSW
1 stop14h 12mFrontier
Deal found 12/18$303
This Expedia deal was found by Cheapflights users on 12/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/291:33 pmRSW - SJU
1 stop10h 51mFrontier
Fri 1/22:44 pmSJU - RSW
1 stop9h 35mFrontier
Deal found 12/17$314
This Expedia deal was found by Cheapflights users on 12/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3011:13 amRSW - SJU
1 stop12h 16mFrontier
Fri 1/22:44 pmSJU - RSW
1 stop9h 35mFrontier
Deal found 12/17$355
This Orbitz deal was found by Cheapflights users on 12/16. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1912:31 pmRSW - SJU
1 stop11h 53mFrontier
Sun 12/212:44 pmSJU - RSW
1 stop11h 08mFrontier
Deal found 12/16$389
This Priceline deal was found by Cheapflights users on 12/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/243:01 pmRSW - SJU
1 stop9h 23mFrontier
Fri 1/22:44 pmSJU - RSW
1 stop9h 35mFrontier
Deal found 12/16$394
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/247:14 pmRSW - MBJ
1 stop19h 15mFrontier
Wed 12/3110:24 amMBJ - RSW
1 stop7h 54mFrontier
Deal found 12/16$396
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Sun 12/288:05 pmRSW - PUJ
1 stop15h 13mFrontier
Wed 12/311:28 pmPUJ - RSW
1 stop21h 50mFrontier
Deal found 12/16$397
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Sun 12/288:05 pmRSW - PUJ
1 stop15h 13mFrontier
Tue 12/304:27 pmPUJ - RSW
1 stop26h 51mFrontier
Deal found 12/16$417

Find flight deals from Fort Myers to Caribbean Islands

Keep the following information in mind while searching for Fort Myers to Caribbean Islands flight deals. Data was last updated December 18, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$180
(Expedia)

One-way from

$76
(Priceline)

Popular in

July

Cheapest in

June

Average price

$511
Provider with most accurate pricing for Fort Myers SW Florida Intl-San Juan flight deals.
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-San Juan flights.
From Fort Myers SW Florida Intl to Caribbean Islands
One-way flight from Fort Myers SW Florida Intl to Caribbean Islands
High demand for flights, 0% potential price rise
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in December 2025

Cheapflights Fare Finder

 
Customize your flight search to find flights from Fort Myers to Caribbean Islands 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 December 18, 2025.
Use the filters below to find and compare flights from Fort Myers to Caribbean Islands that are best for you.

Fly from

Fort Myers

Fly to

Caribbean Islands

Route

Depart

Return

Price

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Thu 1/22

7:31 am-6:49 pm

1 stop10h 18m

San Juan Luis Munoz Marin Intl

Wed 1/28

1:22 pm-11:24 pm

1 stop11h 02m

$226

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Wed 1/28

7:31 am-6:49 pm

1 stop10h 18m

San Juan Luis Munoz Marin Intl

Sun 2/1

8:00 am-8:16 pm

1 stop13h 16m

$227

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Thu 2/5

6:00 am-7:26 pm

2 stops12h 26m

San Juan Luis Munoz Marin Intl

Sun 2/8

2:59 am-8:16 pm

1 stop18h 17m

$232

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Wed 1/14

7:31 am-11:33 pm

2 stops15h 02m

San Juan Luis Munoz Marin Intl

Thu 1/22

8:31 pm-8:16 pm

1 stop24h 45m

$236

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Wed 1/14

7:31 am-11:33 pm

2 stops15h 02m

San Juan Luis Munoz Marin Intl

Thu 1/22

11:52 am-11:24 pm

2 stops12h 32m

$261

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Thu 1/29

7:31 am-11:33 pm

2 stops15h 02m

San Juan Luis Munoz Marin Intl

Sun 2/1

8:00 am-8:16 pm

1 stop13h 16m

$262

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Thu 2/12

6:00 am-1:59 pm

1 stop6h 59m

San Juan Luis Munoz Marin Intl

Thu 2/19

7:04 pm-12:12 pm

2 stops42h 08m

$264

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Wed 2/4

7:31 am-6:49 pm

1 stop10h 18m

San Juan Luis Munoz Marin Intl

Tue 2/10

4:40 pm-10:46 am

2 stops19h 06m

$264

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Mon 1/19

7:31 am-6:49 pm

1 stop10h 18m

San Juan Luis Munoz Marin Intl

Fri 1/23

1:22 pm-11:24 pm

1 stop11h 02m

$265

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Thu 1/22

9:11 pm-11:45 am

1 stop13h 34m

San Juan Luis Munoz Marin Intl

Wed 1/28

7:00 pm-6:41 pm

2 stops24h 41m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 60 results
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Best time to book a flight from Fort Myers to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Fort Myers 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 Fort Myers to Caribbean Islands

What is the cheapest month to book a flight from Fort Myers to Caribbean Islands?

Currently, August is the cheapest month in which you can book a flight from Fort Myers to Caribbean Islands (average of $53). Flying from Fort Myers to Caribbean Islands in December is currently the most expensive (average of $274). 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.

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

Find hourly flight availability from Fort Myers to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

It’s typically best to fly out from Fort Myers to Caribbean Islands at noon. Doing so could potentially save you 39% on the flight price compared to flying in the evening, which is usually more expensive.

What is the cheapest day to fly from Fort Myers to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Fort Myers to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Fort Myers to Caribbean Islands flight should consider departing on Wednesday at noon when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated December 18, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Fort Myers to Caribbean Islands. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Food

7.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

7.9

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Fort Myers to Caribbean Islands. 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 from for flights from Fort Myers to Caribbean Islands?

    Fort Myers SW Florida Intl (RSW) is the airport you will fly out of if you book a flight from Fort Myers to Caribbean Islands. It is only a 10.0 mi journey to SW Florida Intl (RSW) from Fort Myers’s city center.

  • How long is the flight from Fort Myers to Caribbean Islands?

    Airlines like Spirit Airlines, JetBlue, and Frontier fly from Fort Myers to Caribbean Islands in about 10h 18m. The time it takes to get you to your destination can typically vary by up to 16h 18m. The distance from Fort Myers to Caribbean Islands is about 1149 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Fort Myers to Caribbean Islands?

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

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

  • How can I find direct flights from Fort Myers to Caribbean Islands?

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

  • Can I find deals for business class flights from Fort Myers to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Fort Myers to Caribbean Islands 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 Fort Myers to Caribbean Islands?

    Currently, August is the cheapest month in which you can book a flight from Fort Myers to Caribbean Islands (average of $53). Flying from Fort Myers to Caribbean Islands in December is currently the most expensive (average of $274). 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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Alternative routes for Fort Myers to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Fort Myers to Caribbean Islands

Discover the top 6 airlines that operate flights from Fort Myers to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$138Average$219FlexibilityNo cancel feeOn-time62%
DeltaCheapest$204Average$563FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$254Average$533FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$325Average$587FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$365Average$579FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$494Average$671FlexibilityNo cancel feeOn-time69%

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