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$59+ 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 3/26. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SJU
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
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 febrero 20, 2025.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$166
(CheapOair)

One-way from

$59
(Frontier)

Popular in

December

Cheapest in

April

Average price

$363
Provider with most accurate pricing for Fort Myers SW Florida Intl-San Juan flight deals.
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Provider most trusted by Cheapflights users for Fort Myers SW Florida Intl-San Juan flights.
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From Fort Myers SW Florida Intl to Caribbean
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One-way flight from Fort Myers SW Florida Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 29% potential increase in price ($127 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in February 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 febrero 20, 2025.

This CheapOair deal was found by Cheapflights users on 2/20. 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.
sáb. 4/125:31 pmRSW - SJU
1 stop8h 38mMultiple Airlines
lun. 4/142:26 amSJU - RSW
1 stop8h 08mMultiple Airlines
Deal found 2/20$166
This Frontier deal was found by Cheapflights users on 2/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/131:21 pmRSW - SJU
1 stop10h 38mFrontier
lun. 3/175:05 amSJU - RSW
1 stop15h 19mFrontier
Deal found 2/20$171
This FlightHub deal was found by Cheapflights users on 2/20. 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.
lun. 5/511:29 amRSW - SJU
1 stop12h 23mSpirit Airlines
sáb. 5/104:46 pmSJU - RSW
1 stop19h 49mSpirit Airlines
Deal found 2/20$218
This FlightHub deal was found by Cheapflights users on 2/20. 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. 4/102:40 pmRSW - STT
2 stops19h 00mSpirit Airlines
lun. 4/1410:45 amSTT - RSW
2 stops32h 49mSpirit Airlines
Deal found 2/20$251
This Mytrip deal was found by Cheapflights users on 2/20. 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.
vie. 5/912:20 pmRSW - STT
2 stops24h 32mMultiple Airlines
lun. 5/121:06 pmSTT - RSW
3 stops29h 54mMultiple Airlines
Deal found 2/20$332
This JetBlue deal was found by Cheapflights users on 2/20. 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. 3/72:32 pmRSW - SJU
1 stop10h 57mJetBlue
lun. 3/1012:59 amSJU - RSW
1 stop8h 53mJetBlue
Deal found 2/20$337
This Delta deal was found by Cheapflights users on 2/20. 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. 11/106:50 amRSW - SJU
1 stop6h 33mDelta
sáb. 11/156:25 pmSJU - RSW
1 stop7h 12mDelta
Deal found 2/20$360
This JetBlue deal was found by Cheapflights users on 2/20. 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. 3/46:09 amRSW - AUA
1 stop9h 51mJetBlue
mar. 3/1112:50 pmAUA - RSW
1 stop11h 05mJetBlue
Deal found 2/20$367
This Mytrip deal was found by Cheapflights users on 2/20. 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.
jue. 3/66:00 amRSW - SXM
2 stops31h 28mSpirit Airlines
lun. 3/242:33 pmSXM - RSW
2 stops30h 52mSpirit Airlines
Deal found 2/20$373
This American Airlines deal was found by Cheapflights users on 2/19. 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.
mié. 12/37:55 pmRSW - STT
2 stops17h 00mAmerican Airlines
jue. 12/114:30 pmSTT - RSW
1 stop8h 56mAmerican Airlines
Deal found 2/19$385
This Frontier deal was found by Cheapflights users on 2/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/37:58 pmRSW - PUJ
2 stops16h 19mFrontier
lun. 4/76:48 pmPUJ - RSW
2 stops17h 50mFrontier
Deal found 2/20$393
This Mytrip deal was found by Cheapflights users on 2/19. 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.
jue. 3/67:46 pmRSW - PUJ
1 stop15h 15mMultiple Airlines
mar. 3/113:47 pmPUJ - RSW
2 stops31h 41mMultiple Airlines
Deal found 2/19$396

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 febrero 20, 2025.

Fly from

Fort Myers

Fly to

Caribbean

Route

Depart

Return

Price

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

jue. 3/6

10:30 am-1:08 am

1 stop13h 38m

San Juan Luis Munoz Marin Intl

lun. 3/10

5:05 am-8:24 pm

1 stop15h 19m

$155

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

sáb. 4/12

5:31 pm-2:09 am

1 stop8h 38m

San Juan Luis Munoz Marin Intl

lun. 4/14

2:26 am-10:34 am

1 stop8h 08m

$166

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

jue. 5/1

11:29 am-11:52 pm

1 stop12h 23m

San Juan Luis Munoz Marin Intl

lun. 5/5

2:40 pm-9:52 am

1 stop19h 12m

$197

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

jue. 4/10

2:40 pm-9:40 am

2 stops19h 00m

Saint Thomas Island Cyril E King

lun. 4/14

10:45 am-7:34 pm

2 stops32h 49m

$251

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

vie. 5/9

12:20 pm-12:52 pm

2 stops24h 32m

Saint Thomas Island Cyril E King

lun. 5/12

1:06 pm-7:00 pm

3 stops29h 54m

$332

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

sáb. 4/26

7:24 pm-10:50 am

1 stop15h 26m

San Juan Luis Munoz Marin Intl

mié. 4/30

7:15 am-6:33 pm

1 stop11h 18m

$335

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

vie. 3/7

2:32 pm-2:29 am

1 stop10h 57m

San Juan Luis Munoz Marin Intl

lun. 3/10

12:59 am-9:52 am

1 stop8h 53m

$337

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

mié. 3/5

1:59 pm-10:22 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

mar. 3/11

1:05 am-9:40 am

1 stop8h 35m

$355

Fort MyersOranjestad

RSW - AUA

RSWAUA

Fort Myers SW Florida Intl

mar. 3/4

6:09 am-5:00 pm

1 stop9h 51m

Oranjestad Reina Beatrix

mar. 3/11

12:50 pm-11:55 pm

1 stop11h 05m

$367

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

jue. 3/6

6:00 am-2:28 pm

2 stops31h 28m

Simpson Bay Princess Juliana

lun. 3/24

2:33 pm-9:25 pm

2 stops30h 52m

$373

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 58 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.

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 $363). 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 febrero 20, 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 febrero 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $59. Spirit Airlines flights start at $109 while deals on JetBlue start at $144 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 - Nassau Intl 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 $363). 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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See prices for flight routes from nearby airports that may be better suited for you.
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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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$115Average$173FlexibilityNo cancel feeOn-time65%
FrontierCheapest$122Average$197FlexibilityNo cancel feeOn-time62%
DeltaCheapest$224Average$599FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$573FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$346Average$569FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$418Average$507FlexibilityNo cancel feeOn-time62%
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