Caribbean Islands

$129+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SJU
Apr 9 — Apr 161
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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 April 4, 2025.

Most accurate provider

Expedia
1 star

Most trusted provider

Expedia
3 stars

Round-trip from

$233
(Mytrip)

One-way from

$129
(CheapOair)

Popular in

February

Cheapest in

May

Average price

$168
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
Highest demand for flights based on searches. 17% potential increase in price ($70 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in April 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 April 4, 2025.

This Mytrip deal was found by Cheapflights users on 4/4. 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.
Fri 5/29:35 pmRSW - SJU
1 stop26h 17mSpirit Airlines
Fri 5/96:09 amSJU - RSW
1 stop10h 04mSpirit Airlines
Deal found 4/4$233
This Booking.com deal was found by Cheapflights users on 4/2. 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.
Sun 4/610:06 amRSW - SJU
1 stop12h 34mMultiple Airlines
Tue 4/84:30 amSJU - RSW
1 stop16h 11mMultiple Airlines
Deal found 4/2$248
This CheapOair deal was found by Cheapflights users on 4/3. 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.
Sat 4/195:31 pmRSW - SJU
1 stop8h 38mFrontier
Fri 4/2512:05 amSJU - RSW
1 stop19h 40mFrontier
Deal found 4/3$258
This JetBlue Airways deal was found by Cheapflights users on 4/3. 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.
Wed 4/306:00 amRSW - SJU
1 stop10h 00mJetBlue
Sat 5/1011:58 amSJU - RSW
1 stop8h 03mJetBlue
Deal found 4/3$325
This Delta deal was found by Cheapflights users on 4/3. 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 10/275:35 amRSW - SJU
1 stop6h 12mDelta
Thu 10/3012:57 pmSJU - RSW
1 stop10h 03mDelta
Deal found 4/3$335
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Thu 5/87:21 pmRSW - SJU
1 stop9h 51mAmerican Airlines
Wed 5/147:15 amSJU - RSW
1 stop9h 16mAmerican Airlines
Deal found 4/2$355
This United Airlines deal was found by Cheapflights users on 4/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/146:00 amRSW - SJU
1 stop7h 45mUnited Airlines
Tue 5/201:05 amSJU - RSW
1 stop8h 27mUnited Airlines
Deal found 4/3$356
This Priceline deal was found by Cheapflights users on 4/3. 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.
Sun 4/138:07 pmRSW - PUJ
1 stop14h 11mFrontier
Fri 4/185:03 pmPUJ - RSW
1 stop30h 56mFrontier
Deal found 4/3$399
This Mytrip deal was found by Cheapflights users on 4/3. 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.
Sat 5/35:45 amRSW - AUA
2 stops32h 55mSpirit Airlines
Sat 5/103:45 pmAUA - RSW
2 stops24h 18mSpirit Airlines
Deal found 4/3$409
This Delta deal was found by Cheapflights users on 4/4. 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 5/45:40 amRSW - PUJ
1 stop5h 50mDelta
Wed 5/72:47 pmPUJ - RSW
1 stop8h 50mDelta
Deal found 4/4$435
This Southwest deal was found by Cheapflights users on 4/3. 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.
Sat 5/176:05 amRSW - SJU
1 stop12h 45mSouthwest
Tue 5/205:20 amSJU - RSW
2 stops11h 30mSouthwest
Deal found 4/3$435
This JetBlue deal was found by Cheapflights users on 4/3. 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.
Sat 5/38:59 pmRSW - AUA
1 stop14h 06mJetBlue
Sat 5/105:40 pmAUA - RSW
1 stop15h 40mJetBlue
Deal found 4/3$438

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 April 4, 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

Fri 5/2

9:35 pm-11:52 pm

1 stop26h 17m

San Juan Luis Munoz Marin Intl

Fri 5/9

6:09 am-4:13 pm

1 stop10h 04m

$233

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Sat 4/19

5:31 pm-2:09 am

1 stop8h 38m

San Juan Luis Munoz Marin Intl

Fri 4/25

12:05 am-7:45 pm

1 stop19h 40m

$258

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Sun 5/4

9:04 pm-10:32 am

3 stops37h 28m

San Juan Luis Munoz Marin Intl

Sun 5/11

6:09 am-4:13 pm

1 stop10h 04m

$309

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Wed 4/30

6:00 am-4:00 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Sat 5/10

11:58 am-8:01 pm

1 stop8h 03m

$325

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Tue 5/6

5:40 am-4:01 pm

1 stop10h 21m

San Juan Luis Munoz Marin Intl

Sat 5/10

6:15 am-4:15 pm

1 stop10h 00m

$335

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Thu 5/8

7:21 pm-5:12 am

1 stop9h 51m

San Juan Luis Munoz Marin Intl

Wed 5/14

7:15 am-4:31 pm

1 stop9h 16m

$355

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Wed 5/14

6:00 am-1:45 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Tue 5/20

1:05 am-9:32 am

1 stop8h 27m

$356

Fort MyersOranjestad

RSW - AUA

RSWAUA

Fort Myers SW Florida Intl

Sat 5/3

5:45 am-2:40 pm

2 stops32h 55m

Oranjestad Reina Beatrix

Sat 5/10

3:45 pm-4:03 pm

2 stops24h 18m

$409

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Sat 5/17

6:05 am-6:50 pm

1 stop12h 45m

San Juan Luis Munoz Marin Intl

Tue 5/20

5:20 am-4:50 pm

2 stops11h 30m

$435

Fort MyersPunta Cana

RSW - PUJ

RSWPUJ

Fort Myers SW Florida Intl

Sun 5/4

5:40 am-11:30 am

1 stop5h 50m

Punta Cana

Wed 5/7

2:47 pm-11:37 pm

1 stop8h 50m

$435

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

Showing 1-10 of 54 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 December is currently the most expensive (average of $336). 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 April 4, 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 April 4, 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 United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Entertainment

7.6

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.

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Entertainment

7.6

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.
8.0
Very good

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Entertainment

7.6

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.

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Entertainment

7.6

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.

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Entertainment

7.6

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.

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Entertainment

7.6

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 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 $129. Spirit Airlines flights start at $186 while deals on American Airlines start at $191 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 December is currently the most expensive (average of $336). 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 April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$115Average$169FlexibilityNo cancel feeOn-time65%
FrontierCheapest$122Average$189FlexibilityNo cancel feeOn-time62%
DeltaCheapest$224Average$599FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$599FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$324Average$449FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$346Average$558FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$418Average$664FlexibilityNo cancel feeOn-time62%

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