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

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

What airlines fly to Caribbean Islands?

American Airlines, Southwest and Delta 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 5 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 May 2026, there are 4 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.

$154 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.

7:20 am - 4:55 pm

RSW

SJU

9h 35m

1 stop

8:20 am - 7:50 pm

SJU

RSW

11h 30m

2 stops

$316Southwest

Mon, Aug 17 - Wed, Aug 19

7:20 am - 12:20 pm

RSW

SJU

5h 00m

1 stop

10:30 am - 7:50 pm

SJU

RSW

9h 20m

2 stops

$321Southwest

Wed, Aug 5 - Wed, Aug 12

8:01 pm - 4:01 am

RSW

SJU

8h 00m

1 stop

6:44 am - 7:21 pm

SJU

RSW

12h 37m

1 stop

$366Frontier

Sun, Jun 7 - Thu, Jun 11

8:28 pm - 3:55 pm

RSW

SJU

19h 27m

1 stop

6:45 pm - 7:21 pm

SJU

RSW

24h 36m

1 stop

$391Frontier

Tue, Jun 9 - Sat, Jun 13

8:10 am - 4:35 pm

RSW

MBJ

8h 25m

1 stop

3:40 pm - 12:35 am

MBJ

RSW

8h 55m

1 stop

$422Delta

Sat, Nov 14 - Thu, Nov 19

6:05 am - 9:28 am

RSW

MBJ

28h 23m

1 stop

12:45 pm - 3:05 pm

MBJ

RSW

25h 20m

1 stop

$529JetBlue

Sun, Sep 6 - Sat, Sep 12

8:03 am - 2:01 pm

RSW

NAS

5h 58m

1 stop

6:04 pm - 1:00 am

NAS

RSW

6h 56m

1 stop

$536Delta

Sun, Jul 12 - Fri, Jul 17

6:02 am - 4:04 pm

RSW

NAS

10h 02m

1 stop

12:08 pm - 2:23 pm

NAS

RSW

26h 15m

2 stops

$539JetBlue

Sat, Jun 13 - Sat, Jun 20

6:16 am - 10:55 pm

RSW

SDQ

16h 39m

2 stops

2:15 pm - 9:06 am

SDQ

RSW

18h 51m

2 stops

$545American Airlines

Thu, Jun 18 - Thu, Jun 25

6:16 am - 10:55 pm

RSW

SDQ

16h 39m

2 stops

7:35 pm - 3:06 pm

SDQ

RSW

19h 31m

2 stops

$565American Airlines

Thu, Jun 18 - Mon, Jun 22

Frontier flights from Fort Myers to Caribbean Islands

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

Frontier

Jun 7

RSW8:01 pmFort Myers SW Florida Intl

8h 00m

1 stop

SJU4:01 amSan Juan Luis Munoz Marin Intl

Jun 11

SJU6:44 amSan Juan Luis Munoz Marin Intl

12h 37m

1 stop

RSW7:21 pmFort Myers SW Florida Intl

$366

Frontier

Jun 9

RSW8:28 pmFort Myers SW Florida Intl

19h 27m

1 stop

SJU3:55 pmSan Juan Luis Munoz Marin Intl

Jun 13

SJU6:45 pmSan Juan Luis Munoz Marin Intl

24h 36m

1 stop

RSW7:21 pmFort Myers SW Florida Intl

$391

Frontier

Jun 25

RSW8:16 pmFort Myers SW Florida Intl

7h 41m

1 stop

SJU3:57 amSan Juan Luis Munoz Marin Intl

Jun 28

SJU6:44 amSan Juan Luis Munoz Marin Intl

12h 37m

1 stop

RSW7:21 pmFort Myers SW Florida Intl

$406

American Airlines flights from Fort Myers to Caribbean Islands

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

American Airlines

Aug 3

RSW6:22 pmFort Myers SW Florida Intl

10h 17m

1 stop

SJU4:39 amSan Juan Luis Munoz Marin Intl

Aug 7

SJU7:30 amSan Juan Luis Munoz Marin Intl

10h 11m

1 stop

RSW5:41 pmFort Myers SW Florida Intl

$446

American Airlines

Jun 18

RSW6:16 amFort Myers SW Florida Intl

16h 39m

2 stops

SDQ10:55 pmSanto Domingo Las Americas

Jun 25

SDQ2:15 pmSanto Domingo Las Americas

18h 51m

2 stops

RSW9:06 amFort Myers SW Florida Intl

$545

American Airlines

Jul 25

RSW7:41 pmFort Myers SW Florida Intl

19h 43m

2 stops

SDQ3:24 pmSanto Domingo Las Americas

Sep 15

SDQ9:30 amSanto Domingo Las Americas

24h 54m

2 stops

RSW10:24 amFort Myers SW Florida Intl

$565

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

Mon 8/17

7:20 am-4:55 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Wed 8/19

8:20 am-7:50 pm

2 stops11h 30m

$316

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Wed 8/5

7:20 am-12:20 pm

1 stop5h 00m

San Juan Luis Munoz Marin Intl

Wed 8/12

10:30 am-7:50 pm

2 stops9h 20m

$321

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Sun 6/7

8:01 pm-4:01 am

1 stop8h 00m

San Juan Luis Munoz Marin Intl

Thu 6/11

6:44 am-7:21 pm

1 stop12h 37m

$366

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Tue 6/9

8:28 pm-3:55 pm

1 stop19h 27m

San Juan Luis Munoz Marin Intl

Sat 6/13

6:45 pm-7:21 pm

1 stop24h 36m

$391

Fort MyersMontego Bay

RSW - MBJ

RSWMBJ

Fort Myers SW Florida Intl

Sat 11/14

8:10 am-4:35 pm

1 stop8h 25m

Montego Bay Sangster Intl

Thu 11/19

3:40 pm-12:35 am

1 stop8h 55m

$422

Fort MyersMontego Bay

RSW - MBJ

RSWMBJ

Fort Myers SW Florida Intl

Sun 9/6

6:05 am-9:28 am

1 stop28h 23m

Montego Bay Sangster Intl

Sat 9/12

12:45 pm-3:05 pm

1 stop25h 20m

$529

Quickest round-trip

Fort MyersNassau

RSW - NAS

RSWNAS

Fort Myers SW Florida Intl

Sun 7/12

8:03 am-2:01 pm

1 stop5h 58m

Nassau Intl

Fri 7/17

6:04 pm-1:00 am

1 stop6h 56m

$536

Fort MyersNassau

RSW - NAS

RSWNAS

Fort Myers SW Florida Intl

Sat 6/13

6:02 am-4:04 pm

1 stop10h 02m

Nassau Intl

Sat 6/20

12:08 pm-2:23 pm

2 stops26h 15m

$539

Fort MyersSanto Domingo

RSW - SDQ

RSWSDQ

Fort Myers SW Florida Intl

Thu 6/18

6:16 am-10:55 pm

2 stops16h 39m

Santo Domingo Las Americas

Thu 6/25

2:15 pm-9:06 am

2 stops18h 51m

$545

Fort MyersSanto Domingo

RSW - SDQ

RSWSDQ

Fort Myers SW Florida Intl

Thu 6/18

6:16 am-10:55 pm

2 stops16h 39m

Santo Domingo Las Americas

Mon 6/22

7:35 pm-3:06 pm

2 stops19h 31m

$565

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 September is, on average, the cheapest month to fly to Caribbean Islands from Fort Myers, with most prices found around $205. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Fort Myers averaging around $218.

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	5h 00m
Direct flights	None

The fastest flight from Fort Myers to Caribbean Islands takes 5h 00m

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 May 2026, there are 4 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 13.34% of the total bookings. Other popular models include Boeing 737 MAX 8 with 11.88%, Boeing 737-800 with 11.82%, and Airbus A320-100/200 with 11.50%.

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 5.6 2,933 reviews	Search Frontier flights
Delta	PriceFrom $204	Free Cancellation	Rating 7.9 8,426 reviews	Search Delta flights
Southwest	PriceFrom $333	Free Cancellation	Rating 8.0 4,266 reviews	Search Southwest flights
American Airlines	PriceFrom $365	Free Cancellation	Rating 7.1 11,629 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.