What airlines fly to Caribbean Islands?

American Airlines, Southwest and Avelo Airlines are the top three most popular airlines that fly to Caribbean Islands from Fort Myers according to our data. American Airlines is the first choice among our users, with 39% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 5 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Fort Myers SW Florida Intl to Caribbean Islands?

Frontier, American Airlines, and JetBlue are the most popular carriers operating from Fort Myers SW Florida Intl to Caribbean Islands

When did momondo last update prices for flights from Fort Myers SW Florida Intl Airport to Caribbean Islands?

Prices for flights from Fort Myers SW Florida Intl Airport to Caribbean Islands refresh daily.

How many operators does momondo search for flights from Fort Myers SW Florida Intl Airport to Caribbean Islands?

As of August 2026, there are 3 operators available to choose from for flights from Fort Myers SW Florida Intl Airport to Caribbean Islands.

How old do you have to be to fly from Fort Myers SW Florida Intl Airport to Caribbean Islands?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Fort Myers SW Florida Intl Airport to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$137 Cheap Flights from Fort Myers to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Fort Myers to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:46 pm - 10:13 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

21h 27m1 stop Philadelphia

5:27 pm - 4:45 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

23h 18m1 stop Philadelphia

$256Frontier

Fri, Sep 11 - Wed, Sep 30

12:46 pm - 12:01 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

11h 15m1 stop Philadelphia

12:59 am - 11:51 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

10h 52m1 stop Philadelphia

$271Frontier

Fri, Sep 18 - Thu, Sep 24

5:40 pm - 5:48 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

24h 08m1 stop Philadelphia

12:59 am - 11:51 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

10h 52m1 stop Philadelphia

$276Frontier

Thu, Sep 24 - Sat, Sep 26

7:46 am - 9:13 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

12h 27m1 stop Charlotte Douglas

1:18 pm - 11:02 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

10h 44m2 stops Miami Charlotte Douglas

$310American Airlines

Mon, Nov 2 - Thu, Nov 5

6:24 pm - 10:44 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

15h 20m2 stops Charlotte Douglas Miami

8:25 am - 6:37 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

11h 12m2 stops Miami Charlotte Douglas

$310American Airlines

Mon, Nov 2 - Thu, Nov 5

7:30 am - 6:10 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

10h 40m2 stops Baltimore/Washington Orlando

4:05 pm - 9:55 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

5h 50m1 stop Orlando

$310Southwest

Wed, Sep 23 - Sat, Oct 3

2:25 pm - 12:05 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

9h 40m1 stop Baltimore/Washington

5:30 am - 8:15 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

14h 45m1 stop Baltimore/Washington

$310Southwest

Fri, Oct 16 - Mon, Oct 19

6:24 pm - 10:44 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

15h 20m2 stops Charlotte Douglas Miami

4:45 pm - 11:02 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

7h 17m1 stop Charlotte Douglas

$310American Airlines

Mon, Nov 2 - Thu, Nov 5

5:35 am - 12:40 pmRSW Fort Myers SW Florida Intl-STT Saint Thomas Island Cyril E King

6h 05m1 stop Atlanta Hartsfield-Jackson

4:15 pm - 12:35 amSTT Saint Thomas Island Cyril E King-RSW Fort Myers SW Florida Intl

9h 20m1 stop Atlanta Hartsfield-Jackson

$410Delta

Thu, Jan 21 - Thu, Jan 28

6:50 am - 3:05 pmRSW Fort Myers SW Florida Intl-STT Saint Thomas Island Cyril E King

7h 15m1 stop Atlanta Hartsfield-Jackson

3:10 pm - 12:35 amSTT Saint Thomas Island Cyril E King-RSW Fort Myers SW Florida Intl

10h 25m1 stop Atlanta Hartsfield-Jackson

$410Delta

Sun, Jan 24 - Thu, Jan 28

Cheap last minute flights

Enter your travel dates to find the best prices.

12:50 pm - 9:12 amRSW Fort Myers SW Florida Intl-MBJ Montego Bay Sangster Intl

21h 22m1 stop Philadelphia

10:27 am - 9:57 amMBJ Montego Bay Sangster Intl-RSW Fort Myers SW Florida Intl

22h 30m1 stop Philadelphia

$500Frontier

Fri, Aug 28 - Sat, Sep 5

12:50 pm - 2:59 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

14h 09m1 stop Philadelphia

6:35 am - 10:12 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

15h 37m2 stops Fort Lauderdale Akron/Canton

$520Multiple Airlines

Fri, Aug 28 - Sat, Aug 29

12:50 pm - 9:19 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

20h 29m1 stop Philadelphia

5:50 pm - 9:57 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

16h 07m1 stop Philadelphia

$554Frontier

Fri, Aug 28 - Sat, Aug 29

6:25 am - 6:15 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

11h 50m2 stops Baltimore/Washington Tampa

5:00 am - 11:20 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

6h 20m1 stop Orlando

$591Southwest

Sat, Aug 29 - Sun, Aug 30

6:25 am - 6:05 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

11h 40m2 stops Baltimore/Washington Orlando

5:00 am - 3:35 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

10h 35m2 stops Orlando Nashville Intl

$591Southwest

Sat, Aug 29 - Sun, Aug 30

7:20 am - 4:40 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

9h 20m1 stop Orlando

11:35 am - 9:45 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

10h 10m1 stop Orlando

$596Southwest

Sat, Aug 29 - Sun, Aug 30

6:34 pm - 12:53 pmRSW Fort Myers SW Florida Intl-STT Saint Thomas Island Cyril E King

18h 19m2 stops Charlotte Douglas Miami

1:48 pm - 10:14 amSTT Saint Thomas Island Cyril E King-RSW Fort Myers SW Florida Intl

20h 26m2 stops Miami Charlotte Douglas

$718American Airlines

Fri, Aug 28 - Sun, Aug 30

6:34 pm - 12:53 pmRSW Fort Myers SW Florida Intl-STT Saint Thomas Island Cyril E King

18h 19m2 stops Charlotte Douglas Miami

1:48 pm - 10:14 amSTT Saint Thomas Island Cyril E King-RSW Fort Myers SW Florida Intl

20h 26m2 stops Miami Charlotte Douglas

$718American Airlines

Fri, Aug 28 - Sun, Aug 30

5:35 am - 1:57 pmRSW Fort Myers SW Florida Intl-NAS Nassau Intl

8h 22m1 stop Atlanta Hartsfield-Jackson

1:16 pm - 9:18 pmNAS Nassau Intl-RSW Fort Myers SW Florida Intl

8h 02m1 stop Atlanta Hartsfield-Jackson

$823Delta

Thu, Aug 27 - Sun, Aug 30

12:24 pm - 12:54 amRSW Fort Myers SW Florida Intl-SDQ Santo Domingo Las Americas

12h 30m1 stop New York John F Kennedy Intl

6:05 am - 9:18 pmSDQ Santo Domingo Las Americas-RSW Fort Myers SW Florida Intl

15h 13m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson

$895Delta

Thu, Aug 27 - Sat, Sep 5

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Southwest flights from Fort Myers to Caribbean Islands

Our best Southwest deals on Fort Myers to Caribbean Islands flight tickets

Southwest

Jan 29

RSW10:30 amFort Myers SW Florida Intl

10h 30m

2 stops

SJU10:00 pmSan Juan Luis Munoz Marin Intl

Feb 1

SJU6:15 amSan Juan Luis Munoz Marin Intl

10h 30m

1 stop

RSW3:45 pmFort Myers SW Florida Intl

$318

Southwest

Sep 19

RSW7:20 amFort Myers SW Florida Intl

6h 40m

1 stop

SJU2:00 pmSan Juan Luis Munoz Marin Intl

Sep 26

SJU8:20 amSan Juan Luis Munoz Marin Intl

10h 35m

1 stop

RSW6:55 pmFort Myers SW Florida Intl

$326

Southwest

Jan 17

RSW7:00 amFort Myers SW Florida Intl

6h 20m

1 stop

SJU2:20 pmSan Juan Luis Munoz Marin Intl

Jan 23

SJU6:10 amSan Juan Luis Munoz Marin Intl

9h 50m

1 stop

RSW3:00 pmFort Myers SW Florida Intl

$348

Frontier flights from Fort Myers to Caribbean Islands

Our best Frontier deals on Fort Myers to Caribbean Islands flight tickets

Frontier

Sep 11

RSW12:46 pmFort Myers SW Florida Intl

21h 27m

1 stop

SJU10:13 amSan Juan Luis Munoz Marin Intl

Sep 30

SJU5:27 pmSan Juan Luis Munoz Marin Intl

23h 18m

1 stop

RSW4:45 pmFort Myers SW Florida Intl

$256

Frontier

Sep 18

RSW12:46 pmFort Myers SW Florida Intl

11h 15m

1 stop

SJU12:01 amSan Juan Luis Munoz Marin Intl

Sep 24

SJU12:59 amSan Juan Luis Munoz Marin Intl

10h 52m

1 stop

RSW11:51 amFort Myers SW Florida Intl

$271

Frontier

Sep 25

RSW12:46 pmFort Myers SW Florida Intl

21h 27m

1 stop

SJU10:13 amSan Juan Luis Munoz Marin Intl

Sep 27

SJU12:59 amSan Juan Luis Munoz Marin Intl

10h 52m

1 stop

RSW11:51 amFort Myers SW Florida Intl

$276

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Fort MyersSan Juan

RSW Fort Myers SW Florida Intl - SJU San Juan Luis Munoz Marin Intl

RSWSJU

Fort Myers SW Florida Intl

Fri 9/11

12:46 pm-10:13 am

1 stop21h 27m

San Juan Luis Munoz Marin Intl

Wed 9/30

5:27 pm-4:45 pm

1 stop23h 18m

$256

Fort MyersSan Juan

RSW Fort Myers SW Florida Intl - SJU San Juan Luis Munoz Marin Intl

RSWSJU

Fort Myers SW Florida Intl

Fri 9/18

12:46 pm-12:01 am

1 stop11h 15m

San Juan Luis Munoz Marin Intl

Thu 9/24

12:59 am-11:51 am

1 stop10h 52m

$271

Fort MyersSan Juan

RSW Fort Myers SW Florida Intl - SJU San Juan Luis Munoz Marin Intl

RSWSJU

Fort Myers SW Florida Intl

Thu 9/24

5:40 pm-5:48 pm

1 stop24h 08m

San Juan Luis Munoz Marin Intl

Sat 9/26

12:59 am-11:51 am

1 stop10h 52m

$276

Fort MyersSan Juan

RSW Fort Myers SW Florida Intl - SJU San Juan Luis Munoz Marin Intl

RSWSJU

Fort Myers SW Florida Intl

Mon 11/2

7:46 am-9:13 pm

1 stop12h 27m

San Juan Luis Munoz Marin Intl

Thu 11/5

1:18 pm-11:02 pm

2 stops10h 44m

$310

Fort MyersSan Juan

RSW Fort Myers SW Florida Intl - SJU San Juan Luis Munoz Marin Intl

RSWSJU

Fort Myers SW Florida Intl

Mon 11/2

6:24 pm-10:44 am

2 stops15h 20m

San Juan Luis Munoz Marin Intl

Thu 11/5

8:25 am-6:37 pm

2 stops11h 12m

$310

Fort MyersSan Juan

RSW Fort Myers SW Florida Intl - SJU San Juan Luis Munoz Marin Intl

RSWSJU

Fort Myers SW Florida Intl

Wed 9/23

7:30 am-6:10 pm

2 stops10h 40m

San Juan Luis Munoz Marin Intl

Sat 10/3

4:05 pm-9:55 pm

1 stop5h 50m

$310

Fort MyersSan Juan

RSW Fort Myers SW Florida Intl - SJU San Juan Luis Munoz Marin Intl

RSWSJU

Fort Myers SW Florida Intl

Fri 10/16

2:25 pm-12:05 am

1 stop9h 40m

San Juan Luis Munoz Marin Intl

Mon 10/19

5:30 am-8:15 pm

1 stop14h 45m

$310

Fort MyersSan Juan

RSW Fort Myers SW Florida Intl - SJU San Juan Luis Munoz Marin Intl

RSWSJU

Fort Myers SW Florida Intl

Mon 11/2

6:24 pm-10:44 am

2 stops15h 20m

San Juan Luis Munoz Marin Intl

Thu 11/5

4:45 pm-11:02 pm

1 stop7h 17m

$310

Quickest round-trip

Fort MyersSaint Thomas Island

RSW Fort Myers SW Florida Intl - STT Saint Thomas Island Cyril E King

RSWSTT

Fort Myers SW Florida Intl

Thu 1/21

5:35 am-12:40 pm

1 stop6h 05m

Saint Thomas Island Cyril E King

Thu 1/28

4:15 pm-12:35 am

1 stop9h 20m

$410

Fort MyersSaint Thomas Island

RSW Fort Myers SW Florida Intl - STT Saint Thomas Island Cyril E King

RSWSTT

Fort Myers SW Florida Intl

Sun 1/24

6:50 am-3:05 pm

1 stop7h 15m

Saint Thomas Island Cyril E King

Thu 1/28

3:10 pm-12:35 am

1 stop10h 25m

$410

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Fort Myers to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean Islands?

The month of April is, on average, the cheapest month to fly to Caribbean Islands from Fort Myers, with most prices found around $553. The month of March is another great option to travel to Caribbean Islands, with average flight prices from Fort Myers averaging around $558.

Can stopping save me money on Fort Myers to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Fort Myers to Caribbean Islands.

Cheap Fort Myers to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Fort Myers to Caribbean Islands

Best Price Found	$137
Fastest flight time	4h 55m
Direct flights	None

The best one-way flight to Caribbean Islands from Fort Myers in the past 72 hours is $137. The best round-trip flight deal from Fort Myers to Caribbean Islands found on momondo in the last 72 hours is $256.

The fastest flight from Fort Myers to Caribbean Islands takes 4h 55m

There are no direct flights from Fort Myers to Caribbean Islands. There are no popular flight routes from Fort Myers to Caribbean Islands.

Search flight deals

Frequently asked questions about flying from Fort Myers to Caribbean Islands

When did momondo last update prices for flights from Fort Myers SW Florida Intl Airport to Caribbean Islands?
Prices for flights from Fort Myers SW Florida Intl Airport to Caribbean Islands refresh daily.
How many operators does momondo search for flights from Fort Myers SW Florida Intl Airport to Caribbean Islands?
As of August 2026, there are 3 operators available to choose from for flights from Fort Myers SW Florida Intl Airport to Caribbean Islands.
How old do you have to be to fly from Fort Myers SW Florida Intl Airport to Caribbean Islands?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Fort Myers SW Florida Intl Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The necessary travel and health documents for your Caribbean Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Fort Myers to Caribbean Islands?
Based on momondo bookings for flights between Fort Myers and Caribbean Islands, the leading plane model is Airbus A220-300, making up 17.25% of the total bookings. Other popular models include Boeing 737 MAX 8 with 11.65%, Boeing 737-800 with 11.04%, and Airbus A320-100/200 with 9.19%.

Best airlines flying from Fort Myers to Caribbean Islands

Compare and see reviews for airlines that fly from Fort Myers to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $245	Free Cancellation	Rating 7.8 8,529 reviews	Search Delta flights
Southwest	PriceFrom $333	Free Cancellation	Rating 8.0 4,203 reviews	Search Southwest flights
American Airlines	PriceFrom $441	Free Cancellation	Rating 7.1 11,993 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Fort Myers to Caribbean Islands?

It is quick and easy to find Fort Myers to Caribbean Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caribbean Islands that suits you.

Can I find flights from Fort Myers to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Fort Myers to Caribbean Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from Fort Myers to Caribbean Islands?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Fort Myers to Caribbean Islands.

I’m not ready to book a flight from Fort Myers to Caribbean Islands right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Fort Myers to Caribbean Islands now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean Islands and let you know when they change.