Caribbean Islands

$89+ 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 7/3. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SJU
jun. 23 — jun. 301
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Cheap 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 junio 18, 2025.

Round-trip from

$167
(Priceline)

One-way from

$89
(Priceline)

Popular in

February

Cheapest in

June

Average price

$211
From Fort Myers SW Florida Intl to Caribbean Islands
One-way flight from Fort Myers SW Florida Intl to Caribbean Islands
Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in June 2025

Find 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 junio 18, 2025.

This Priceline deal was found by Cheapflights users on 6/16. 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.
mar. 6/245:37 pmRSW - SJU
1 stop31h 07mFrontier
jue. 6/265:01 amSJU - RSW
1 stop8h 37mFrontier
Deal found 6/16$158
This Priceline deal was found by Cheapflights users on 6/16. 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.
lun. 7/142:07 pmRSW - SJU
1 stop22h 21mMultiple Airlines
lun. 7/216:00 amSJU - RSW
1 stop14h 29mMultiple Airlines
Deal found 6/16$213
This FlightHub deal was found by Cheapflights users on 6/18. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/125:58 pmRSW - SJU
1 stop17h 34mSpirit Airlines
sáb. 7/196:00 amSJU - RSW
1 stop14h 29mSpirit Airlines
Deal found 6/18$253
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/227:15 amRSW - SJU
1 stop6h 35mSouthwest
lun. 9/295:50 amSJU - RSW
1 stop12h 10mSouthwest
Deal found 6/16$355
This American Airlines deal was found by Cheapflights users on 6/16. 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.
lun. 9/221:09 pmRSW - SJU
2 stops22h 02mAmerican Airlines
lun. 9/297:05 pmSJU - RSW
2 stops20h 38mAmerican Airlines
Deal found 6/16$365
This Booking.com deal was found by Cheapflights users on 6/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/165:37 pmRSW - PUJ
1 stop22h 58mFrontier
mié. 7/233:24 pmPUJ - RSW
1 stop26h 56mFrontier
Deal found 6/16$372
This JetBlue deal was found by Cheapflights users on 6/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/512:15 pmRSW - SJU
1 stop11h 22mJetBlue
dom. 12/71:59 amSJU - RSW
1 stop8h 21mJetBlue
Deal found 6/17$372
This FlightHub deal was found by Cheapflights users on 6/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/181:30 pmRSW - STT
2 stops23h 22mSpirit Airlines
lun. 9/221:47 pmSTT - RSW
2 stops22h 48mSpirit Airlines
Deal found 6/16$389
This FlightHub deal was found by Cheapflights users on 6/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/117:20 pmRSW - PUJ
1 stop16h 25mMultiple Airlines
mar. 7/151:44 pmPUJ - RSW
1 stop26h 57mMultiple Airlines
Deal found 6/16$411
This Southwest deal was found by Cheapflights users on 6/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/127:15 amRSW - NAS
1 stop6h 05mSouthwest
lun. 9/152:15 pmNAS - RSW
2 stops9h 05mSouthwest
Deal found 6/18$433
This JetBlue deal was found by Cheapflights users on 6/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/116:00 amRSW - AUA
1 stop9h 38mJetBlue
mar. 11/182:59 pmAUA - RSW
1 stop9h 15mJetBlue
Deal found 6/18$434
This Delta deal was found by Cheapflights users on 6/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/87:00 amRSW - NAS
1 stop6h 35mDelta
vie. 8/153:05 pmNAS - RSW
1 stop9h 31mDelta
Deal found 6/17$451

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 junio 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

lun. 6/30

2:38 pm-12:44 am

1 stop10h 06m

San Juan Luis Munoz Marin Intl

vie. 7/4

5:01 am-1:38 pm

1 stop8h 37m

$167

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

lun. 7/14

2:07 pm-12:28 pm

1 stop22h 21m

San Juan Luis Munoz Marin Intl

lun. 7/21

6:00 am-8:29 pm

1 stop14h 29m

$213

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

sáb. 7/12

5:58 pm-11:32 am

1 stop17h 34m

San Juan Luis Munoz Marin Intl

sáb. 7/19

6:00 am-8:29 pm

1 stop14h 29m

$253

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

mié. 7/16

1:08 pm-11:41 pm

1 stop10h 33m

San Juan Luis Munoz Marin Intl

mar. 7/22

3:05 am-12:06 pm

1 stop9h 01m

$342

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

lun. 9/22

7:15 am-1:50 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

lun. 9/29

5:50 am-6:00 pm

1 stop12h 10m

$355

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

lun. 9/22

1:09 pm-11:11 am

2 stops22h 02m

San Juan Luis Munoz Marin Intl

lun. 9/29

7:05 pm-3:43 pm

2 stops20h 38m

$365

Fort MyersPunta Cana

RSW - PUJ

RSWPUJ

Fort Myers SW Florida Intl

mié. 7/16

5:37 pm-4:35 pm

1 stop22h 58m

Punta Cana

mié. 7/23

3:24 pm-6:20 pm

1 stop26h 56m

$372

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

jue. 9/18

1:30 pm-12:52 pm

2 stops23h 22m

Saint Thomas Island Cyril E King

lun. 9/22

1:47 pm-12:35 pm

2 stops22h 48m

$389

Fort MyersPunta Cana

RSW - PUJ

RSWPUJ

Fort Myers SW Florida Intl

vie. 7/11

7:20 pm-11:45 am

1 stop16h 25m

Punta Cana

mar. 7/15

1:44 pm-4:41 pm

1 stop26h 57m

$411

Fort MyersNassau

RSW - NAS

RSWNAS

Fort Myers SW Florida Intl

vie. 9/12

7:15 am-1:20 pm

1 stop6h 05m

Nassau Intl

lun. 9/15

2:15 pm-11:20 pm

2 stops9h 05m

$433

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 46 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, September is the cheapest month in which you can book a flight from Fort Myers to Caribbean Islands (average of $254). Flying from Fort Myers to Caribbean Islands in June is currently the most expensive (average of $339). 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 junio 18, 2025.

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

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 junio 18, 2025.
To help decide which airline to fly from Fort Myers to Caribbean Islands, see what other customers have to say about Southwest, Delta and LATAM Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • What are the cheapest airlines to fly from Fort Myers to Caribbean Islands one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $89. Spirit Airlines flights start at $190 while deals on Delta start at $210 one-way.

  • 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, September is the cheapest month in which you can book a flight from Fort Myers to Caribbean Islands (average of $254). Flying from Fort Myers to Caribbean Islands in June is currently the most expensive (average of $339). 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 7 airlines flying from Fort Myers to Caribbean Islands

Discover the top 7 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 junio 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$122Average$211FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$127Average$187FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$262Average$537FlexibilityNo cancel feeOn-time62%
DeltaCheapest$268Average$554FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$324Average$563FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$340Average$585FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$346Average$605FlexibilityNo cancel feeOn-time69%

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