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

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

What airlines fly to Caribbean Islands?

American Airlines, Delta and Southwest 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 43% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 6 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

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 March 2026, there are 5 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.

$148 Cheap Flights from Fort Myers to Caribbean Islands in 2026

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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.

11:30 am - 12:29 am

RSW

SJU

12h 59m

1 stop

6:30 am - 7:16 pm

SJU

RSW

12h 46m

1 stop

$281Frontier

Fri, May 1 - Thu, May 7

11:40 am - 12:29 am

RSW

SJU

12h 49m

1 stop

1:59 am - 10:45 am

SJU

RSW

8h 46m

1 stop

$284Frontier

Sat, Apr 25 - Mon, Apr 27

11:50 am - 11:40 pm

RSW

SJU

11h 50m

1 stop

5:35 am - 5:20 pm

SJU

RSW

11h 45m

1 stop

$296Southwest

Mon, May 11 - Fri, May 15

8:50 pm - 10:25 am

RSW

SJU

13h 35m

1 stop

5:35 am - 5:20 pm

SJU

RSW

11h 45m

1 stop

$311Southwest

Fri, May 1 - Fri, May 8

6:34 am - 2:48 pm

RSW

STT

8h 14m

1 stop

3:05 pm - 12:48 am

STT

RSW

9h 43m

1 stop

$328Delta

Mon, Apr 27 - Fri, May 1

7:50 am - 3:17 pm

RSW

MBJ

8h 27m

1 stop

2:21 pm - 12:27 am

MBJ

RSW

9h 06m

1 stop

$352Delta

Wed, May 6 - Wed, May 13

7:00 am - 4:02 pm

RSW

STT

9h 02m

1 stop

1:15 pm - 11:08 pm

STT

RSW

9h 53m

1 stop

$410American Airlines

Fri, Apr 3 - Tue, Apr 7

4:39 pm - 11:35 am

RSW

STT

18h 56m

2 stops

4:48 pm - 1:31 pm

STT

RSW

20h 43m

2 stops

$538American Airlines

Tue, May 19 - Tue, May 26

7:00 am - 2:55 pm

RSW

AUA

31h 55m

1 stop

5:35 pm - 9:35 am

AUA

RSW

16h 00m

1 stop

$601JetBlue

Fri, May 15 - Tue, May 19

6:25 am - 4:34 pm

RSW

AUA

10h 09m

1 stop

6:00 pm - 9:24 pm

AUA

RSW

27h 24m

1 stop

$604JetBlue

Mon, Jun 1 - Fri, Jun 5

Southwest flights from Fort Myers to Caribbean Islands

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

Southwest

May 11

RSW11:50 amFort Myers SW Florida Intl

11h 50m

1 stop

SJU11:40 pmSan Juan Luis Munoz Marin Intl

May 15

SJU5:35 amSan Juan Luis Munoz Marin Intl

11h 45m

1 stop

RSW5:20 pmFort Myers SW Florida Intl

$296

Southwest

May 1

RSW8:50 pmFort Myers SW Florida Intl

13h 35m

1 stop

SJU10:25 amSan Juan Luis Munoz Marin Intl

May 8

SJU5:35 amSan Juan Luis Munoz Marin Intl

11h 45m

1 stop

RSW5:20 pmFort Myers SW Florida Intl

$311

Southwest

May 1

RSW8:50 pmFort Myers SW Florida Intl

13h 35m

1 stop

SJU10:25 amSan Juan Luis Munoz Marin Intl

May 6

SJU5:35 amSan Juan Luis Munoz Marin Intl

11h 35m

2 stops

RSW5:10 pmFort Myers SW Florida Intl

$323

Spirit Airlines flights from Fort Myers to Caribbean Islands

Our best Spirit Airlines deals on Fort Myers to Caribbean Islands flight tickets

Spirit Airlines

Apr 7

RSW7:24 pmFort Myers SW Florida Intl

23h 55m

1 stop

SJU7:19 pmSan Juan Luis Munoz Marin Intl

Apr 14

SJU10:00 amSan Juan Luis Munoz Marin Intl

8h 19m

1 stop

RSW6:19 pmFort Myers SW Florida Intl

$340

Spirit Airlines

Apr 7

RSW7:24 pmFort Myers SW Florida Intl

23h 55m

1 stop

SJU7:19 pmSan Juan Luis Munoz Marin Intl

Apr 14

SJU10:00 amSan Juan Luis Munoz Marin Intl

8h 19m

1 stop

RSW6:19 pmFort Myers SW Florida Intl

$379

Spirit Airlines

Apr 10

RSW7:24 pmFort Myers SW Florida Intl

23h 31m

2 stops

SJU6:55 pmSan Juan Luis Munoz Marin Intl

Apr 13

SJU11:14 amSan Juan Luis Munoz Marin Intl

12h 16m

1 stop

RSW11:30 pmFort Myers SW Florida Intl

$389

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 - SJU

RSWSJU

Fort Myers SW Florida Intl

Fri 5/1

11:30 am-12:29 am

1 stop12h 59m

San Juan Luis Munoz Marin Intl

Thu 5/7

6:30 am-7:16 pm

1 stop12h 46m

$281

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Sat 4/25

11:40 am-12:29 am

1 stop12h 49m

San Juan Luis Munoz Marin Intl

Mon 4/27

1:59 am-10:45 am

1 stop8h 46m

$284

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Mon 5/11

11:50 am-11:40 pm

1 stop11h 50m

San Juan Luis Munoz Marin Intl

Fri 5/15

5:35 am-5:20 pm

1 stop11h 45m

$296

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Fri 5/1

8:50 pm-10:25 am

1 stop13h 35m

San Juan Luis Munoz Marin Intl

Fri 5/8

5:35 am-5:20 pm

1 stop11h 45m

$311

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

Mon 4/27

6:34 am-2:48 pm

1 stop8h 14m

Saint Thomas Island Cyril E King

Fri 5/1

3:05 pm-12:48 am

1 stop9h 43m

$328

Quickest round-trip

Fort MyersMontego Bay

RSW - MBJ

RSWMBJ

Fort Myers SW Florida Intl

Wed 5/6

7:50 am-3:17 pm

1 stop8h 27m

Montego Bay Sangster Intl

Wed 5/13

2:21 pm-12:27 am

1 stop9h 06m

$352

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

Fri 4/3

7:00 am-4:02 pm

1 stop9h 02m

Saint Thomas Island Cyril E King

Tue 4/7

1:15 pm-11:08 pm

1 stop9h 53m

$410

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

Tue 5/19

4:39 pm-11:35 am

2 stops18h 56m

Saint Thomas Island Cyril E King

Tue 5/26

4:48 pm-1:31 pm

2 stops20h 43m

$538

Fort MyersOranjestad

RSW - AUA

RSWAUA

Fort Myers SW Florida Intl

Fri 5/15

7:00 am-2:55 pm

1 stop31h 55m

Oranjestad Reina Beatrix

Tue 5/19

5:35 pm-9:35 am

1 stop16h 00m

$601

Fort MyersOranjestad

RSW - AUA

RSWAUA

Fort Myers SW Florida Intl

Mon 6/1

6:25 am-4:34 pm

1 stop10h 09m

Oranjestad Reina Beatrix

Fri 6/5

6:00 pm-9:24 pm

1 stop27h 24m

$604

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 June is, on average, the cheapest month to fly to Caribbean Islands from Fort Myers, with most prices found around $294. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Fort Myers averaging around $340.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Fort Myers to Caribbean Islands in the evening for as low as $119. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $170. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Fastest flight time	4h 55m
Direct flights	None

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

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 March 2026, there are 5 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 Boeing 737-800, making up 11.13% of the total bookings. Other popular models include Airbus A220-300 with 10.65%, Boeing 737 MAX 8 with 10.57%, and Boeing 737-900 with 10.18%.

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
Frontier	PriceFrom $168	Free Cancellation	Rating 5.7 3,020 reviews	Search Frontier flights
Delta	PriceFrom $204	Free Cancellation	Rating 7.9 8,318 reviews	Search Delta flights
JetBlue	PriceFrom $254	Free Cancellation	Rating 7.2 2,908 reviews	Search JetBlue flights
Southwest	PriceFrom $333	Free Cancellation	Rating 8.0 4,324 reviews	Search Southwest flights
American Airlines	PriceFrom $365	Free Cancellation	Rating 7.1 11,486 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.