HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$84+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SJU
mar. 15 — mar. 221
sáb. 3/15
sáb. 3/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Fort Myers to Caribbean with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 marzo 10, 2025.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$168
(CheapOair)

One-way from

$84
(CheapOair)

Popular in

February

Cheapest in

April

Average price

$284
Provider with most accurate pricing for Fort Myers SW Florida Intl-San Juan flight deals.
Search Deals
Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-San Juan flights.
Search Deals
From Fort Myers SW Florida Intl to Caribbean
Search Deals
One-way flight from Fort Myers SW Florida Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($75 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2025
Search Deals

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 marzo 10, 2025.

This CheapOair deal was found by Cheapflights users on 3/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/17:58 pmRSW - SJU
1 stop13h 48mFrontier
lun. 4/712:59 amSJU - RSW
1 stop11h 39mFrontier
Deal found 3/10$168
This Booking.com deal was found by Cheapflights users on 3/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/17:58 pmRSW - SJU
1 stop13h 48mMultiple Airlines
mar. 4/84:30 amSJU - RSW
1 stop14h 17mMultiple Airlines
Deal found 3/10$183
This Mytrip deal was found by Cheapflights users on 3/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 3/296:25 amRSW - SJU
2 stops34h 09mSpirit Airlines
vie. 4/43:46 pmSJU - RSW
2 stops26h 18mSpirit Airlines
Deal found 3/10$230
This Mytrip deal was found by Cheapflights users on 3/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/59:35 pmRSW - STT
2 stops14h 39mSpirit Airlines
mié. 5/1410:47 amSTT - RSW
2 stops26h 08mSpirit Airlines
Deal found 3/9$269
This American Airlines deal was found by Cheapflights users on 3/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/15:40 amRSW - SJU
2 stops10h 54mAmerican Airlines
mar. 4/86:21 amSJU - RSW
2 stops12h 12mAmerican Airlines
Deal found 3/10$355
This Delta deal was found by Cheapflights users on 3/9. 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.
dom. 5/115:30 amRSW - SJU
1 stop6h 10mDelta
sáb. 5/1712:50 pmSJU - RSW
1 stop10h 47mDelta
Deal found 3/9$360
This JetBlue Airways deal was found by Cheapflights users on 3/10. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/410:00 amRSW - SJU
1 stop11h 28mJetBlue
dom. 4/64:00 amSJU - RSW
1 stop8h 14mJetBlue
Deal found 3/10$367
This Booking.com deal was found by Cheapflights users on 3/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/411:23 amRSW - PUJ
1 stop22h 55mFrontier
lun. 4/711:33 amPUJ - RSW
1 stop23h 05mFrontier
Deal found 3/10$373
This Gotogate deal was found by Cheapflights users on 3/10. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/277:58 pmRSW - SDQ
1 stop14h 46mFrontier
vie. 4/412:02 pmSDQ - RSW
1 stop22h 36mFrontier
Deal found 3/10$381
This Delta deal was found by Cheapflights users on 3/9. 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.
lun. 5/57:00 amRSW - STT
1 stop8h 05mDelta
mié. 5/141:17 pmSTT - RSW
1 stop10h 20mDelta
Deal found 3/9$413
This Southwest deal was found by Cheapflights users on 3/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/153:30 pmRSW - SJU
1 stop8h 00mSouthwest
dom. 5/187:05 amSJU - RSW
1 stop12h 35mSouthwest
Deal found 3/10$415
This American Airlines deal was found by Cheapflights users on 3/9. 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. 5/57:20 pmRSW - STT
2 stops21h 00mAmerican Airlines
mié. 5/145:10 pmSTT - RSW
2 stops16h 03mAmerican Airlines
Deal found 3/9$419

Find flights from Fort Myers to Caribbean within your budget

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 marzo 10, 2025.

Fly from

Fort Myers

Fly to

Caribbean

Route

Depart

Return

Price

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

jue. 4/3

10:06 am-10:40 pm

1 stop12h 34m

San Juan Luis Munoz Marin Intl

sáb. 4/5

12:59 am-12:16 pm

1 stop11h 17m

$178

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

mié. 3/26

11:30 am-2:23 am

1 stop14h 53m

San Juan Luis Munoz Marin Intl

mar. 4/1

12:59 am-1:51 pm

1 stop12h 52m

$203

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

mié. 4/9

4:40 pm-12:50 am

1 stop8h 10m

San Juan Luis Munoz Marin Intl

sáb. 4/12

1:31 am-7:57 am

1 stop30h 26m

$237

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

lun. 5/5

9:35 pm-12:14 pm

2 stops14h 39m

Saint Thomas Island Cyril E King

mié. 5/14

10:47 am-12:55 pm

2 stops26h 08m

$269

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

jue. 5/1

5:30 am-8:28 pm

1 stop14h 58m

San Juan Luis Munoz Marin Intl

mié. 5/7

7:15 am-6:27 pm

1 stop11h 12m

$335

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

lun. 5/5

11:07 am-8:23 pm

1 stop9h 16m

San Juan Luis Munoz Marin Intl

sáb. 5/10

2:31 pm-10:35 pm

1 stop8h 04m

$355

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

vie. 4/4

10:00 am-9:28 pm

1 stop11h 28m

San Juan Luis Munoz Marin Intl

dom. 4/6

4:00 am-12:14 pm

1 stop8h 14m

$367

Fort MyersPunta Cana

RSW - PUJ

RSWPUJ

Fort Myers SW Florida Intl

vie. 4/4

11:23 am-10:18 am

1 stop22h 55m

Punta Cana

lun. 4/7

11:33 am-10:38 am

1 stop23h 05m

$373

Fort MyersSanto Domingo

RSW - SDQ

RSWSDQ

Fort Myers SW Florida Intl

jue. 3/27

7:58 pm-10:44 am

1 stop14h 46m

Santo Domingo Las Americas

vie. 4/4

12:02 pm-10:38 am

1 stop22h 36m

$381

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

lun. 5/5

7:00 am-3:05 pm

1 stop8h 05m

Saint Thomas Island Cyril E King

mié. 5/14

1:17 pm-11:37 pm

1 stop10h 20m

$413

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

Showing 1-10 of 46 results
1
2
3
...
5

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.

Travel insights for flights from Fort Myers to Caribbean

Get recent, data-driven insights about flights from Fort Myers to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $346). 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 marzo 10, 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 marzo 10, 2025.
Southwest
8.1
Very good
4,300 reviews

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Southwest
8.1
Very good
4,300 reviews
Southwest
8.1
Very good
4,300 reviews

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Delta
8.0
Very good
7,973 reviews
Southwest
8.1
Very good
4,300 reviews

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

United Airlines
7.4
Good
8,631 reviews
Southwest
8.1
Very good
4,300 reviews

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

JetBlue
7.3
Good
2,963 reviews
Southwest
8.1
Very good
4,300 reviews

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,300 reviews

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Food

7.1

Reviews

1 / 20

8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 $84. Spirit Airlines flights start at $92 while deals on American Airlines start at $198 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 - Oranjestad Reina Beatrix or Fort Myers SW Florida Intl - Punta Cana 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 March is currently the most expensive (average of $346). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Fort Myers to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Fort Lauderdale to LaGuardia flights
Orlando to Newark flights
Orlando to LaGuardia flights
Miami to Madrid flights
Miami to LaGuardia flights
Fort Lauderdale to Newark flights
Miami to John F Kennedy Intl flights
Miami to Jose Maria Cordova Intl flights
Miami to Newark flights
Orlando to Seattle flights
Orlando to John F Kennedy Intl flights
Orlando to Luis Munoz Marin Intl flights
Tampa to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
Miami to Cancún flights
Miami to Heathrow flights
Miami to Lima flights
Orlando to O'Hare Intl flights
West Palm Beach to John F Kennedy Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Orlando to Cancún flights
Orlando to Los Angeles flights
Tampa to John F Kennedy Intl flights
Tampa to Seattle flights
Tampa to Las Vegas flights
Orlando to Dulles Intl flights
Orlando to Dallas/Fort Worth flights
Tampa to LaGuardia flights
Miami to Mexico City flights
Miami to Los Angeles flights
Fort Lauderdale to Las Vegas flights
Tampa to Luis Munoz Marin Intl flights
Fort Lauderdale to Dallas/Fort Worth flights
Orlando to Boston flights
Orlando to Denver flights
Miami to Barcelona-El Prat flights
Miami to O'Hare Intl flights
Miami to Charles de Gaulle flights
West Palm Beach to LaGuardia flights
Orlando to Las Vegas flights
Orlando to Hobby flights
Orlando to Reagan-National flights
Fort Lauderdale to Los Angeles flights
Miami to Leonardo da Vinci/Fiumicino flights
Orlando to Heathrow flights
Fort Lauderdale to Jose Maria Cordova Intl flights
Tampa to O'Hare Intl flights
Miami to Luis Munoz Marin Intl flights
Miami to Ministro Pistarini flights
Miami to Denver flights

Top 6 airlines flying from Fort Myers to Caribbean

Discover the top 6 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 marzo 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$116Average$179FlexibilityNo cancel feeOn-time65%
FrontierCheapest$122Average$196FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$224Average$583FlexibilityNo cancel feeOn-time71%
DeltaCheapest$224Average$601FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$346Average$569FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$418Average$507FlexibilityNo cancel feeOn-time62%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.