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$135+ Cheap flights from Caribbean to Fort Myers (RSW)

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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — RSW
Nov 12 — Nov 191
Wed 11/12
Wed 11/19
1 adult, Economy
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Find flight deals from Caribbean to Fort Myers

Cheapest flights from Caribbean to Fort Myers
Explore the most affordable flight options available from Caribbean to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 13, 2025.

This CheapOair deal was found by Cheapflights users on 10/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:30 pmSJU - RSW
1 stop26h 40mJetBlue
Mon 11/246:00 amRSW - SJU
1 stop20h 45mJetBlue
Deal found 10/11$284
This Frontier deal was found by Cheapflights users on 10/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/312:11 pmSJU - RSW
1 stop9h 22mFrontier
Mon 11/109:28 pmRSW - SJU
1 stop13h 48mFrontier
Deal found 10/12$294
This Travelocity deal was found by Cheapflights users on 10/13. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/134:31 pmSJU - RSW
2 stops17h 14mFrontier
Mon 11/179:28 pmRSW - SJU
1 stop13h 48mFrontier
Deal found 10/13$311
This Delta deal was found by Cheapflights users on 10/13. 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 11/106:36 pmSJU - RSW
1 stop7h 01mDelta
Mon 11/175:35 amRSW - SJU
1 stop6h 11mDelta
Deal found 10/13$313
This Frontier deal was found by Cheapflights users on 10/13. 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 11/1312:51 pmSJU - RSW
1 stop8h 42mFrontier
Sun 11/169:28 pmRSW - SJU
1 stop12h 33mFrontier
Deal found 10/13$314
This CheapOair deal was found by Cheapflights users on 10/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/249:25 pmSJU - RSW
1 stop24h 15mJetBlue
Mon 10/275:03 pmRSW - SJU
1 stop16h 46mJetBlue
Deal found 10/11$315
This CheapOair deal was found by Cheapflights users on 10/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/306:57 pmSJU - RSW
1 stop25h 47mJetBlue
Sun 11/25:13 amRSW - SJU
1 stop20h 35mJetBlue
Deal found 10/11$335
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/24:12 pmSJU - RSW
1 stop25h 05mMultiple Airlines
Sat 12/61:46 pmRSW - SJU
2 stops36h 13mMultiple Airlines
Deal found 10/11$357
This Southwest deal was found by Cheapflights users on 10/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1911:20 amSJU - RSW
1 stop11h 30mSouthwest
Tue 12/27:10 amRSW - SJU
1 stop6h 55mSouthwest
Deal found 10/12$359
This Mytrip deal was found by Cheapflights users on 10/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/273:10 pmCUR - RSW
2 stops26h 15mAir Canada
Fri 10/316:20 pmRSW - CUR
2 stops19h 50mAir Canada
Deal found 10/11$362
This Southwest deal was found by Cheapflights users on 10/11. 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.
Tue 12/26:40 amSJU - RSW
1 stop11h 20mSouthwest
Sat 12/65:25 pmRSW - SJU
1 stop6h 05mSouthwest
Deal found 10/11$375
This JetBlue deal was found by Cheapflights users on 10/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/281:55 pmNAS - RSW
1 stop24h 15mJetBlue
Sat 11/16:13 amRSW - NAS
1 stop10h 08mJetBlue
Deal found 10/12$397

Cheap flight deals from Caribbean to Fort Myers

Keep the following information in mind while searching for Caribbean to Fort Myers flight deals. Data was last updated October 13, 2025.

Round-trip from

$284
(CheapOair)

One-way from

$135
(Priceline)

Popular in

February

Cheapest in

March

Average price

$355
From Caribbean to Fort Myers SW Florida Intl
Search Deals
One-way flight from Caribbean to Fort Myers SW Florida Intl
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High demand for flights, 5% potential price rise
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Cheapest flight prices on average. 4% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Fort Myers 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 October 13, 2025.
Use the filters below to find and compare flights from Caribbean to Fort Myers that are best for you.

Fly from

Caribbean

Fly to

Fort Myers

Route

Depart

Return

Price

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Thu 11/13

12:30 pm-2:10 pm

1 stop26h 40m

Fort Myers SW Florida Intl

Mon 11/24

6:00 am-3:45 am

1 stop20h 45m

$284

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Mon 11/3

12:11 pm-8:33 pm

1 stop9h 22m

Fort Myers SW Florida Intl

Mon 11/10

9:28 pm-12:16 pm

1 stop13h 48m

$294

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Thu 11/13

4:31 pm-8:45 am

2 stops17h 14m

Fort Myers SW Florida Intl

Sun 11/16

9:28 pm-11:01 am

1 stop12h 33m

$311

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Tue 10/28

8:30 am-8:44 pm

1 stop12h 14m

Fort Myers SW Florida Intl

Sat 11/1

8:00 am-11:43 pm

1 stop15h 43m

$311

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Mon 11/10

6:36 pm-12:37 am

1 stop7h 01m

Fort Myers SW Florida Intl

Mon 11/17

5:35 am-12:46 pm

1 stop6h 11m

$313

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Tue 12/2

4:12 pm-4:17 pm

1 stop25h 05m

Fort Myers SW Florida Intl

Sat 12/6

1:46 pm-2:59 am

2 stops36h 13m

$357

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Wed 11/19

11:20 am-9:50 pm

1 stop11h 30m

Fort Myers SW Florida Intl

Tue 12/2

7:10 am-3:05 pm

1 stop6h 55m

$359

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Fri 1/16

7:30 am-4:36 pm

1 stop10h 06m

Fort Myers SW Florida Intl

Wed 1/21

1:00 pm-11:49 pm

1 stop9h 49m

$359

WillemstadFort Myers

CUR - RSW

CURRSW

Willemstad Hato Int.

Mon 10/27

3:10 pm-5:25 pm

2 stops26h 15m

Fort Myers SW Florida Intl

Fri 10/31

6:20 pm-2:10 pm

2 stops19h 50m

$362

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Tue 12/2

6:40 am-5:00 pm

1 stop11h 20m

Fort Myers SW Florida Intl

Sat 12/6

5:25 pm-12:30 am

1 stop6h 05m

$375

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

Showing 1-10 of 32 results
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Best time to book a flight from Caribbean to Fort Myers

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

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

Currently, April is the cheapest month in which you can book a flight from Caribbean to Fort Myers (average of $89). Flying from Caribbean to Fort Myers in July is currently the most expensive (average of $246). 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 CB to RSW?

Find hourly flight availability from Caribbean to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 13, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 15% on flights from Caribbean to Fort Myers by exploring options for tickets in the morning.

Reviews of airlines servicing Fort Myers

Get insights into the airlines that provide service to Fort Myers. 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 Fort Myers. Reviews last updated October 13, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Caribbean to Fort Myers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,973 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
8.0
Very good
7,973 reviews
Delta
8.0
Very good
7,973 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,974 reviews
Delta
8.0
Very good
7,973 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,045 reviews
Delta
8.0
Very good
7,973 reviews

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Fort Myers. 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 into for flights to Fort Myers from Caribbean?

    Fort Myers SW Florida Intl (RSW) is the airport you will fly into if you book a flight from Caribbean to Fort Myers. It is only a 10.0 mi journey from SW Florida Intl (RSW) to Fort Myers’s city center.

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

    There are many flights that can get you from Caribbean to Fort Myers in 7h 01m. Fly via JetBlue, Frontier, or Delta to get the fastest option. Caribbean and Fort Myers are separated by a distance of 1149 mi. This flight may include one or multiple stops.

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

    One-way options have recently been found by users for as low as $135 on JetBlue. Other airlines that offer cheap prices include Delta from $157 and Southwest from $157 one-way.

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

    The most popular route from Caribbean to Fort Myers is San Juan Luis Munoz Marin Intl - Fort Myers SW Florida Intl. You may also consider Montego Bay Sangster Intl - Fort Myers SW Florida Intl or Nassau Intl - Fort Myers SW Florida Intl.

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

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

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

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean to Fort Myers.

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

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

    Currently, April is the cheapest month in which you can book a flight from Caribbean to Fort Myers (average of $89). Flying from Caribbean to Fort Myers in July is currently the most expensive (average of $246). 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

Traveling to a place near Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
Sanibel
North Fort Myers
Estero
Lehigh Acres

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Alternative routes for Caribbean to Fort Myers

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Caribbean to Fort Myers

Discover the top 2 airlines that operate flights from Caribbean to Fort Myers. 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 October 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$335Average$544FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$354Average$515FlexibilityNo cancel feeOn-time71%

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