Caribbean

$163+ 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 8/8. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — SJU
Jul 8 — Jul 151
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Cheap 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 8, 2026.

This Priceline deal was found by Cheapflights users on 6/3. 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.
Tue 9/18:16 pm
RSW
-
SJU
1 stop19h 25m
Frontier
Sun 9/66:30 am
SJU
-
RSW
1 stop12h 51m
Frontier
Deal found 6/3$276
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Tue 8/257:20 am
RSW
-
SJU
2 stops14h 35m
American Airlines
Tue 9/16:00 am
SJU
-
RSW
2 stops15h 53m
American Airlines
Deal found 6/8$298
This Priceline deal was found by Cheapflights users on 6/4. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/212:45 pm
RSW
-
SJU
1 stop11h 05m
Frontier
Sun 11/152:59 am
SJU
-
RSW
1 stop9h 51m
Frontier
Deal found 6/4$315
This Delta deal was found by Cheapflights users on 6/3. 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 8/173:30 pm
RSW
-
SJU
1 stop6h 59m
Delta
Thu 8/207:00 am
SJU
-
RSW
1 stop9h 44m
Delta
Deal found 6/3$316
This Delta deal was found by Cheapflights users on 6/7. 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.
Tue 7/286:45 am
RSW
-
SJU
1 stop9h 54m
Delta
Wed 8/55:49 pm
SJU
-
RSW
1 stop6h 51m
Delta
Deal found 6/7$323
This Frontier deal was found by Cheapflights users on 6/7. 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.
Fri 9/2512:45 pm
RSW
-
SJU
1 stop11h 05m
Frontier
Sun 9/271:59 am
SJU
-
RSW
1 stop9h 51m
Frontier
Deal found 6/7$340
This Southwest deal was found by Cheapflights users on 6/3. 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.
Tue 9/18:45 am
RSW
-
SJU
2 stops9h 25m
Southwest
Sun 9/66:30 am
SJU
-
RSW
1 stop5h 10m
Southwest
Deal found 6/3$343
This Southwest deal was found by Cheapflights users on 6/6. 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.
Wed 10/218:05 am
RSW
-
SJU
2 stops9h 40m
Southwest
Wed 11/47:40 am
SJU
-
RSW
2 stops10h 15m
Southwest
Deal found 6/6$353
This Frontier deal was found by Cheapflights users on 6/7. 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.
Thu 9/1012:45 pm
RSW
-
SJU
1 stop11h 05m
Frontier
Sun 9/201:59 am
SJU
-
RSW
1 stop9h 51m
Frontier
Deal found 6/7$375
This Southwest deal was found by Cheapflights users on 6/7. 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.
Thu 8/68:55 am
RSW
-
SJU
2 stops11h 10m
Southwest
Mon 8/105:00 am
SJU
-
RSW
2 stops10h 05m
Southwest
Deal found 6/7$376
This Orbitz deal was found by Cheapflights users on 6/3. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/138:09 pm
RSW
-
PUJ
1 stop18h 16m
Frontier
Tue 7/2111:50 am
PUJ
-
RSW
1 stop22h 53m
Frontier
Deal found 6/3$380
This Southwest deal was found by Cheapflights users on 6/5. 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.
Fri 9/45:05 pm
RSW
-
SJU
1 stop6h 45m
Southwest
Mon 9/76:30 am
SJU
-
RSW
1 stop4h 45m
Southwest
Deal found 6/5$380

Find 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 8, 2026.

Round-trip from

$276
(Priceline)

One-way from

$163
(Delta)

Popular in

July

Cheapest in

June

Average price

$286
From Fort Myers SW Florida Intl to Caribbean
One-way flight from Fort Myers SW Florida Intl to Caribbean
High demand for flights, 3% potential price rise
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in June 2026

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 8, 2026.
Use the filters below to find and compare flights from Fort Myers to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Tue 7/28

6:45 am-4:39 pm

1 stop9h 54m

San Juan Luis Munoz Marin Intl

Wed 8/5

5:49 pm-12:40 am

1 stop6h 51m

$323

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Sat 8/29

6:25 am-6:15 pm

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Mon 8/31

6:30 am-11:15 am

1 stop4h 45m

$326

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Mon 8/17

5:35 am-1:42 pm

1 stop8h 07m

San Juan Luis Munoz Marin Intl

Thu 8/20

5:49 pm-12:40 am

1 stop6h 51m

$326

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Sat 8/22

7:20 am-4:40 pm

1 stop9h 20m

San Juan Luis Munoz Marin Intl

Mon 8/24

6:30 am-11:15 am

1 stop4h 45m

$380

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Tue 9/1

8:45 am-6:10 pm

2 stops9h 25m

San Juan Luis Munoz Marin Intl

Sun 9/6

11:00 am-9:40 pm

2 stops10h 40m

$411
Quickest round-trip

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Fri 8/14

5:05 pm-10:10 pm

1 stop5h 05m

San Juan Luis Munoz Marin Intl

Mon 8/17

6:30 am-11:15 am

1 stop4h 45m

$415

Fort MyersMontego Bay

RSW - MBJ

RSWMBJ

Fort Myers SW Florida Intl

Sun 8/23

6:40 am-11:44 am

1 stop6h 04m

Montego Bay Sangster Intl

Sun 8/30

1:09 pm-9:18 pm

1 stop7h 09m

$432

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

Thu 7/23

7:41 pm-4:00 pm

2 stops20h 19m

Saint Thomas Island Cyril E King

Tue 7/28

4:50 pm-1:31 pm

2 stops20h 41m

$433

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Fri 7/31

2:05 pm-1:25 am

2 stops11h 20m

San Juan Luis Munoz Marin Intl

Wed 8/5

8:20 am-7:50 pm

2 stops11h 30m

$445

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Fri 8/7

5:05 pm-11:50 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Sun 8/9

5:30 am-6:25 pm

1 stop12h 55m

$466

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/4

Showing 1-10 of 60 resultsSorted by cheapest first
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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, February is the cheapest month in which you can book a flight from Fort Myers to Caribbean (average of $138). Flying from Fort Myers to Caribbean in April is currently the most expensive (average of $368). 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.

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 8, 2026.
See what other customers who have flown with Southwest,Delta, andAmerican Airlines from Fort Myers to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Crew

8.6

Entertainment

7.5

Overall

7.9

Boarding

8.1

Comfort

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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.

  • How long is the flight from Fort Myers to Caribbean?

    A quick flight from Fort Myers to Caribbean can take about 9h 54m. Delta provides one of the quickest options available for as low as $323. The distance between Fort Myers and Caribbean is about 1149 mi. This flight may include one or multiple stops.

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

  • 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, February is the cheapest month in which you can book a flight from Fort Myers to Caribbean (average of $138). Flying from Fort Myers to Caribbean in April is currently the most expensive (average of $368). 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

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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.

Top 4 airlines flying from Fort Myers to Caribbean

Discover the top 4 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 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$168Average$256FlexibilityNo cancel feeOn-time62%
DeltaCheapest$218Average$555FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$333Average$630FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$365Average$581FlexibilityNo cancel feeOn-time71%

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