HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Fort Myers

$91+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — RSW
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Caribbean to Fort Myers 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 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 January 21, 2026.

This Frontier deal was found by Cheapflights users on 1/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:55 am
SJU
-
RSW
1 stop9h 41m
Frontier
Mon 3/29:31 pm
RSW
-
SJU
1 stop14h 14m
Frontier
Deal found 1/19$224
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/41:22 pm
SJU
-
RSW
1 stop22h 39m
Multiple Airlines
Sun 2/87:36 pm
RSW
-
SJU
2 stops22h 22m
Multiple Airlines
Deal found 1/20$285
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/12:59 am
SJU
-
RSW
1 stop18h 37m
Multiple Airlines
Wed 3/46:00 am
RSW
-
SJU
1 stop11h 49m
Multiple Airlines
Deal found 1/19$291
This eDestinos deal was found by Cheapflights users on 1/20. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:00 am
SJU
-
RSW
2 stops15h 36m
Frontier
Wed 3/44:25 pm
RSW
-
SJU
2 stops16h 29m
Frontier
Deal found 1/20$305
This Trip.com deal was found by Cheapflights users on 1/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/12:59 am
SJU
-
RSW
1 stop18h 37m
Multiple Airlines
Thu 3/511:02 am
RSW
-
SJU
1 stop13h 35m
Multiple Airlines
Deal found 1/20$313
This Expedia deal was found by Cheapflights users on 1/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2011:15 am
NAS
-
RSW
2 stops32h 27m
Multiple Airlines
Fri 2/276:00 am
RSW
-
NAS
1 stop11h 20m
Multiple Airlines
Deal found 1/21$475
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/41:52 pm
MBJ
-
RSW
1 stop24h 13m
United Airlines
Sat 7/114:45 pm
RSW
-
MBJ
1 stop21h 45m
United Airlines
Deal found 1/20$485
This United Airlines deal was found by Cheapflights users on 1/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2212:52 pm
MBJ
-
RSW
1 stop9h 32m
United Airlines
Sun 8/24:45 pm
RSW
-
MBJ
1 stop21h 45m
United Airlines
Deal found 1/19$493
This Expedia deal was found by Cheapflights users on 1/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:45 pm
MBJ
-
RSW
2 stops24h 52m
JetBlue
Sun 8/26:25 am
RSW
-
MBJ
1 stop11h 06m
JetBlue
Deal found 1/19$520
This Delta deal was found by Cheapflights users on 1/21. 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.
Fri 2/206:27 pm
NAS
-
RSW
1 stop6h 06m
Delta
Fri 2/276:35 am
RSW
-
NAS
1 stop6h 58m
Delta
Deal found 1/21$542
This Southwest deal was found by Cheapflights users on 1/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2211:45 am
MBJ
-
RSW
2 stops9h 55m
Southwest
Sun 8/27:00 am
RSW
-
MBJ
2 stops8h 55m
Southwest
Deal found 1/19$589
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/41:15 pm
MBJ
-
RSW
2 stops18h 55m
Southwest
Sat 7/117:40 am
RSW
-
MBJ
1 stop7h 20m
Southwest
Deal found 1/20$619

Find 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 January 21, 2026.

Round-trip from

$224
(Frontier)

One-way from

$91
(Priceline)

Popular in

February

Cheapest in

January

Average price

$226
From Caribbean to Fort Myers SW Florida Intl
Search Deals
One-way flight from Caribbean to Fort Myers SW Florida Intl
Search Deals
High demand for flights, 9% potential price rise
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 21, 2026.
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 2/26

11:55 am-8:36 pm

1 stop9h 41m

Fort Myers SW Florida Intl

Mon 3/2

9:31 pm-12:45 pm

1 stop14h 14m

$224

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Sun 3/1

2:59 am-4:32 pm

1 stop14h 33m

Fort Myers SW Florida Intl

Wed 3/4

10:46 am-8:06 pm

1 stop8h 20m

$299

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Mon 3/2

6:00 am-8:36 pm

2 stops15h 36m

Fort Myers SW Florida Intl

Wed 3/4

4:25 pm-9:54 am

2 stops16h 29m

$301

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Sun 3/1

2:59 am-8:36 pm

1 stop18h 37m

Fort Myers SW Florida Intl

Thu 3/5

11:02 am-10:17 am

2 stops22h 15m

$332

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Fri 3/20

9:12 pm-8:44 pm

1 stop23h 32m

Fort Myers SW Florida Intl

Sun 3/22

8:44 pm-9:45 am

1 stop13h 01m

$366

San JuanFort Myers

SJU - RSW

SJURSW

San Juan Luis Munoz Marin Intl

Wed 3/18

5:05 am-6:57 pm

1 stop13h 52m

Fort Myers SW Florida Intl

Wed 4/15

5:55 pm-2:07 am

1 stop8h 12m

$373

NassauFort Myers

NAS - RSW

NASRSW

Nassau Intl

Fri 2/20

11:15 am-7:42 pm

2 stops32h 27m

Fort Myers SW Florida Intl

Fri 2/27

6:00 am-5:20 pm

1 stop11h 20m

$475

Montego BayFort Myers

MBJ - RSW

MBJRSW

Montego Bay Sangster Intl

Sat 7/4

1:52 pm-3:05 pm

1 stop24h 13m

Fort Myers SW Florida Intl

Sat 7/11

4:45 pm-1:30 pm

1 stop21h 45m

$485

NassauFort Myers

NAS - RSW

NASRSW

Nassau Intl

Fri 2/20

6:27 pm-12:33 am

1 stop6h 06m

Fort Myers SW Florida Intl

Fri 2/27

6:35 am-1:33 pm

1 stop6h 58m

$542

Montego BayFort Myers

MBJ - RSW

MBJRSW

Montego Bay Sangster Intl

Sat 7/4

1:15 pm-9:10 am

2 stops18h 55m

Fort Myers SW Florida Intl

Sat 7/11

7:40 am-2:00 pm

1 stop7h 20m

$619

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 24 results
1
2
3

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 $90). 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 January 21, 2026.

Unlike in the evening, when flights are generally more expensive, you can save up to 64% on flights from Caribbean to Fort Myers by exploring options for tickets in the afternoon.

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 January 21, 2026.
Read reviews from past customers who have flown Delta 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
7.9
Good
8,089 reviews

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,089 reviews
Delta
7.9
Good
8,089 reviews

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 6h 06m. Fly via Frontier, United Airlines, or Delta to get the fastest option. Caribbean and Fort Myers are separated by a distance of 286 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 $65 on Frontier. Other airlines that offer cheap prices include Delta from $156 and Southwest from $242 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 $90). 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

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 Caribbean to Fort Myers

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
LaGuardia to Miami flights
Newark to Fort Lauderdale flights
Newark to West Palm Beach flights
LaGuardia to Fort Lauderdale flights
John F Kennedy Intl to West Palm Beach flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Tampa flights
Newark to Tampa flights
Boston to Fort Lauderdale flights
Newark to Orlando flights
LaGuardia to West Palm Beach flights
LaGuardia to Tampa flights
Detroit to Orlando flights
LaGuardia to Orlando flights
Boston to Miami flights
Detroit to Fort Lauderdale flights
Reagan-National to Miami flights
Minneapolis to Orlando flights
Boston to Tampa flights
Dulles Intl to Miami flights
Philadelphia to Miami flights
Dulles Intl to Orlando flights
Baltimore to Fort Lauderdale flights
O'Hare Intl to Fort Lauderdale flights
Philadelphia to Orlando flights
O'Hare Intl to Miami flights
Boston to Orlando flights
O'Hare Intl to Orlando flights
Detroit to Miami flights
Dallas/Fort Worth to Orlando flights
Philadelphia to Fort Lauderdale flights
Cleveland to Orlando flights
Dulles Intl to Tampa flights
Newark to Fort Myers flights
Minneapolis to Fort Myers flights
Dulles Intl to Fort Lauderdale flights
Baltimore to Orlando flights
Boston to West Palm Beach flights
Reagan-National to Orlando flights
O'Hare Intl to Tampa flights
Baltimore to Miami flights
John F Kennedy Intl to Fort Myers flights
Philadelphia to Tampa flights
Baltimore to Tampa flights
Boston to Fort Myers flights
Reagan-National to Tampa flights
Los Angeles to Orlando flights

Top airline flying from Caribbean to Fort Myers

Discover the top airline 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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$325Average$481FlexibilityNo cancel feeOn-timeN/A

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.