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$93+ Cheap flights from Fort Myers (RSW) to Caribbean

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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Fort Myers to Caribbean

Keep the following information in mind while searching for Fort Myers to Caribbean flight deals. Data was last updated June 12, 2025.

Round-trip from

$171
(Priceline)

One-way from

$93
(Priceline)

Popular in

February

Cheapest in

June

Average price

$211
From Fort Myers SW Florida Intl to Caribbean
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One-way flight from Fort Myers SW Florida Intl to Caribbean
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Highest demand for flights based on searches. 4% potential increase in price ($17 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Fort Myers to Caribbean

Cheapest flights from Fort Myers to Caribbean
Explore the most affordable flight options available from Fort Myers to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Priceline deal was found by Cheapflights users on 6/10. 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.
Tue 6/1712:56 pmRSW - SJU
1 stop11h 03mFrontier
Sat 6/218:00 amSJU - RSW
1 stop8h 38mFrontier
Deal found 6/10$171
This Priceline deal was found by Cheapflights users on 6/12. 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.
Fri 6/279:04 amRSW - SJU
1 stop8h 43mMultiple Airlines
Mon 6/305:01 amSJU - RSW
1 stop8h 37mMultiple Airlines
Deal found 6/12$260
This FlightHub deal was found by Cheapflights users on 6/10. 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.
Thu 8/147:55 pmRSW - SJU
1 stop20h 51mSpirit Airlines
Wed 8/204:46 pmSJU - RSW
1 stop19h 49mSpirit Airlines
Deal found 6/10$324
This JetBlue deal was found by Cheapflights users on 6/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/83:40 pmRSW - SJU
1 stop9h 17mJetBlue
Sat 9/136:00 amSJU - RSW
1 stop12h 05mJetBlue
Deal found 6/11$363
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/146:50 amRSW - NAS
1 stop5h 04mDelta
Fri 9/191:19 pmNAS - RSW
1 stop5h 33mDelta
Deal found 6/11$380
This Booking.com deal was found by Cheapflights users on 6/12. 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.
Tue 7/1512:56 pmRSW - PUJ
1 stop22h 54mFrontier
Tue 7/221:44 pmPUJ - RSW
1 stop26h 57mFrontier
Deal found 6/12$386
This American Airlines deal was found by Cheapflights users on 6/12. 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 12/65:44 pmRSW - SJU
1 stop16h 56mAmerican Airlines
Sat 1/109:25 amSJU - RSW
1 stop11h 41mAmerican Airlines
Deal found 6/12$390
This FlightHub deal was found by Cheapflights users on 6/10. 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.
Mon 6/308:09 pmRSW - STT
2 stops17h 49mSpirit Airlines
Thu 7/33:03 pmSTT - RSW
2 stops28h 01mSpirit Airlines
Deal found 6/10$403
This Delta deal was found by Cheapflights users on 6/10. 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.
Mon 9/85:35 amRSW - SJU
1 stop11h 01mDelta
Sun 9/147:30 amSJU - RSW
1 stop6h 25mDelta
Deal found 6/10$430
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/147:15 amRSW - NAS
1 stop6h 05mSouthwest
Fri 9/192:15 pmNAS - RSW
2 stops9h 05mSouthwest
Deal found 6/11$433
This FlightHub deal was found by Cheapflights users on 6/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/137:17 pmRSW - STT
2 stops21h 12mMultiple Airlines
Thu 7/1710:43 amSTT - RSW
2 stops54h 15mMultiple Airlines
Deal found 6/11$436
This JetBlue deal was found by Cheapflights users on 6/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/37:00 pmRSW - PUJ
1 stop16h 05mJetBlue
Mon 9/86:29 pmPUJ - RSW
1 stop16h 13mJetBlue
Deal found 6/11$437

Cheapflights Fare Finder

Customize your flight search to find flights from Fort Myers to Caribbean 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 June 12, 2025.
Use the filters below to find and compare flights from Fort Myers to Caribbean that are best for you.

Fly from

Fort Myers

Fly to

Caribbean

Route

Depart

Return

Price

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Tue 6/17

12:56 pm-11:59 pm

1 stop11h 03m

San Juan Luis Munoz Marin Intl

Sat 6/21

8:00 am-4:38 pm

1 stop8h 38m

$171

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Fri 6/27

9:04 am-5:47 pm

1 stop8h 43m

San Juan Luis Munoz Marin Intl

Mon 6/30

5:01 am-1:38 pm

1 stop8h 37m

$260

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Sat 7/12

5:58 pm-11:32 am

1 stop17h 34m

San Juan Luis Munoz Marin Intl

Sun 7/13

1:37 am-6:25 pm

1 stop16h 48m

$307

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Mon 9/8

3:40 pm-12:57 am

1 stop9h 17m

San Juan Luis Munoz Marin Intl

Sat 9/13

6:00 am-6:05 pm

1 stop12h 05m

$363

Fort MyersNassau

RSW - NAS

RSWNAS

Fort Myers SW Florida Intl

Sun 9/14

6:50 am-11:54 am

1 stop5h 04m

Nassau Intl

Fri 9/19

1:19 pm-6:52 pm

1 stop5h 33m

$380

Fort MyersPunta Cana

RSW - PUJ

RSWPUJ

Fort Myers SW Florida Intl

Tue 7/15

12:56 pm-11:50 am

1 stop22h 54m

Punta Cana

Tue 7/22

1:44 pm-4:41 pm

1 stop26h 57m

$386

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

Mon 6/30

8:09 pm-1:58 pm

2 stops17h 49m

Saint Thomas Island Cyril E King

Thu 7/3

3:03 pm-7:04 pm

2 stops28h 01m

$403

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Tue 8/12

7:05 am-11:59 pm

2 stops16h 54m

San Juan Luis Munoz Marin Intl

Tue 8/19

7:05 pm-1:43 pm

2 stops18h 38m

$415

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Mon 9/8

5:35 am-4:36 pm

1 stop11h 01m

San Juan Luis Munoz Marin Intl

Sun 9/14

7:30 am-1:55 pm

1 stop6h 25m

$430

Fort MyersNassau

RSW - NAS

RSWNAS

Fort Myers SW Florida Intl

Sun 9/14

7:15 am-1:20 pm

1 stop6h 05m

Nassau Intl

Fri 9/19

2:15 pm-11:20 pm

2 stops9h 05m

$433

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 56 results
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Best time to book a flight from Fort Myers to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, September is the cheapest month in which you can book a flight from Fort Myers to Caribbean (average of $254). Flying from Fort Myers to Caribbean 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 CB?

Find hourly flight availability from Fort Myers to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

When flying from Fort Myers to Caribbean, 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 by month

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

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated June 12, 2025.
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

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.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

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.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

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.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

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.
JetBlue
7.3
Good
2,925 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

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.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

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. 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?

    Most people fly from Fort Myers SW Florida Intl (RSW) if they book a flight from Fort Myers to Caribbean. Fort Myers SW Florida Intl is conveniently located just 10.0 mi from Fort Myers’s city center.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $93. Spirit Airlines flights start at $156 while deals on JetBlue start at $177 one-way.

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

    When deciding which route to take from Fort Myers to Caribbean consider Fort Myers SW Florida Intl - San Juan Luis Munoz Marin Intl, Fort Myers SW Florida Intl - Castries Hewanorra or Fort Myers SW Florida Intl - Oranjestad Reina Beatrix as they are the most popular.

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

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

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

    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.

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

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

    Currently, September is the cheapest month in which you can book a flight from Fort Myers to Caribbean (average of $254). Flying from Fort Myers to Caribbean 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

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Fort Myers to Caribbean

Discover the top 7 airlines that operate flights from Fort Myers to Caribbean. 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$122Average$205FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$127Average$187FlexibilityNo cancel feeOn-time65%
DeltaCheapest$224Average$554FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$262Average$539FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$304Average$586FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$324Average$568FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$346Average$605FlexibilityNo cancel feeOn-time69%

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