What airlines fly to Caribbean?

American Airlines, Southwest and Avelo Airlines are the top three most popular airlines that fly to Caribbean from Fort Myers according to our data. American Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 4 different airlines that fly to Caribbean 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?

Frontier, Air Canada, and Southwest are the most popular carriers operating from Fort Myers SW Florida Intl to Caribbean

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

Prices for flights from Fort Myers SW Florida Intl Airport to Caribbean are updated daily.

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

There are 3 operators available for flights from Fort Myers SW Florida Intl Airport to Caribbean as of November 2026.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Fort Myers SW Florida Intl Airport to Caribbean.

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

The necessary travel and health documents for your Caribbean 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.

$133 Cheap Flights from Fort Myers to Caribbean in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Fort Myers to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:15 pm - 1:19 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

12h 04m1 stop Philadelphia

3:46 am - 5:13 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

14h 27m1 stop Philadelphia

$256Frontier

Sat, Dec 12 - Fri, Dec 18

10:35 pm - 7:03 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

31h 28m1 stop Chicago O'Hare Intl

3:16 am - 8:05 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

17h 49m1 stop Philadelphia

$256Frontier

Sat, Feb 20 - Fri, Feb 26

12:15 pm - 1:19 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

12h 04m1 stop Philadelphia

3:46 am - 5:13 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

14h 27m1 stop Philadelphia

$256Frontier

Sat, Dec 12 - Fri, Dec 18

10:35 am - 9:55 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

10h 20m2 stops Baltimore/Washington Tampa

7:25 am - 4:00 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

9h 35m2 stops Tampa Nashville Intl

$446Southwest

Sun, Jan 24 - Wed, Jan 27

1:35 pm - 12:50 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

10h 15m2 stops Baltimore/Washington Orlando

10:45 am - 7:50 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

10h 05m2 stops Orlando Nashville Intl

$446Southwest

Thu, Dec 3 - Thu, Dec 10

3:00 pm - 1:10 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

9h 10m1 stop Baltimore/Washington

4:20 pm - 10:00 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

6h 40m1 stop Orlando

$456Southwest

Fri, Dec 11 - Tue, Dec 15

5:33 am - 2:54 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

8h 21m1 stop Atlanta Hartsfield-Jackson

4:10 pm - 12:35 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

9h 25m1 stop Atlanta Hartsfield-Jackson

$466Delta

Mon, Feb 1 - Tue, Feb 2

2:25 pm - 11:58 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

8h 33m1 stop Atlanta Hartsfield-Jackson

6:35 pm - 12:35 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

7h 00m1 stop Atlanta Hartsfield-Jackson

$466Delta

Sat, Jan 30 - Tue, Feb 2

7:46 am - 9:30 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

12h 44m2 stops Charlotte Douglas Miami

7:22 am - 5:56 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

11h 34m2 stops Miami Charlotte Douglas

$613American Airlines

Wed, Jan 6 - Wed, Jan 13

7:46 am - 9:30 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

12h 44m2 stops Charlotte Douglas Miami

5:15 am - 3:55 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

11h 40m2 stops Miami Charlotte Douglas

$632American Airlines

Wed, Jan 6 - Wed, Jan 13

Cheap last minute flights

Enter your travel dates to find the best prices.

12:45 pm - 12:04 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

10h 19m1 stop Philadelphia

9:52 pm - 11:20 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

14h 28m1 stop Philadelphia

$317Frontier

Fri, Nov 13 - Sat, Dec 5

12:45 pm - 12:04 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

10h 19m1 stop Philadelphia

3:36 am - 12:26 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

9h 50m1 stop Philadelphia

$317Frontier

Fri, Nov 13 - Tue, Nov 24

12:45 pm - 12:04 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

10h 19m1 stop Philadelphia

2:49 am - 11:06 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

9h 17m1 stop Philadelphia

$322Frontier

Thu, Nov 12 - Thu, Dec 3

5:40 pm - 12:50 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

6h 10m1 stop Orlando

10:45 am - 7:50 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

10h 05m2 stops Orlando Nashville Intl

$544Southwest

Wed, Nov 11 - Fri, Dec 4

10:00 am - 8:50 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

9h 50m2 stops Baltimore/Washington Orlando

10:45 am - 7:50 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

10h 05m2 stops Orlando Nashville Intl

$544Southwest

Thu, Nov 12 - Fri, Dec 4

5:40 pm - 12:50 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

6h 10m1 stop Orlando

2:25 pm - 9:10 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

7h 45m1 stop Baltimore/Washington

$544Southwest

Wed, Nov 11 - Fri, Dec 4

5:30 am - 5:43 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

11h 13m1 stop Atlanta Hartsfield-Jackson

1:58 pm - 9:35 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

8h 37m1 stop Atlanta Hartsfield-Jackson

$555Delta

Fri, Nov 13 - Mon, Dec 7

8:10 am - 5:43 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

8h 33m1 stop Atlanta Hartsfield-Jackson

6:59 pm - 12:42 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

6h 43m1 stop Atlanta Hartsfield-Jackson

$555Delta

Sat, Nov 14 - Thu, Dec 3

4:47 pm - 2:23 pmRSW Fort Myers SW Florida Intl-STT Saint Thomas Island Cyril E King

20h 36m2 stops Charlotte Douglas Miami

5:30 pm - 10:57 amSTT Saint Thomas Island Cyril E King-RSW Fort Myers SW Florida Intl

18h 27m2 stops Miami Charlotte Douglas

$669American Airlines

Sat, Nov 14 - Sat, Nov 21

6:24 pm - 2:23 pmRSW Fort Myers SW Florida Intl-STT Saint Thomas Island Cyril E King

18h 59m2 stops Charlotte Douglas Miami

3:16 pm - 10:36 amSTT Saint Thomas Island Cyril E King-RSW Fort Myers SW Florida Intl

20h 20m1 stop Dallas/Fort Worth

$669American Airlines

Sat, Nov 14 - Sat, Nov 21

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Frontier flights from Fort Myers to Caribbean

Our best Frontier deals on Fort Myers to Caribbean flight tickets

Frontier

Dec 12

RSW12:15 pmFort Myers SW Florida Intl

12h 04m

1 stop

SJU1:19 amSan Juan Luis Munoz Marin Intl

Dec 18

SJU3:46 amSan Juan Luis Munoz Marin Intl

14h 27m

1 stop

RSW5:13 pmFort Myers SW Florida Intl

$256

Frontier

Feb 17

RSW9:00 pmFort Myers SW Florida Intl

13h 00m

1 stop

SJU11:00 amSan Juan Luis Munoz Marin Intl

Feb 27

SJU7:29 amSan Juan Luis Munoz Marin Intl

13h 36m

1 stop

RSW8:05 pmFort Myers SW Florida Intl

$265

Frontier

Feb 17

RSW10:10 amFort Myers SW Florida Intl

23h 50m

1 stop

SJU11:00 amSan Juan Luis Munoz Marin Intl

Feb 27

SJU7:29 amSan Juan Luis Munoz Marin Intl

13h 36m

1 stop

RSW8:05 pmFort Myers SW Florida Intl

$266

Breeze Airways flights from Fort Myers to Caribbean

Our best Breeze Airways deals on Fort Myers to Caribbean flight tickets

Breeze Airways

Jan 8

RSW7:00 amFort Myers SW Florida Intl

28h 25m

1 stop

PUJ12:25 pmPunta Cana

Jan 16

PUJ1:25 pmPunta Cana

29h 05m

1 stop

RSW5:30 pmFort Myers SW Florida Intl

$541

Breeze Airways

Jan 11

RSW8:15 amFort Myers SW Florida Intl

29h 09m

1 stop

PUJ2:24 pmPunta Cana

Jan 16

PUJ1:25 pmPunta Cana

29h 05m

1 stop

RSW5:30 pmFort Myers SW Florida Intl

$574

Breeze Airways

Jan 9

RSW8:59 pmFort Myers SW Florida Intl

16h 25m

2 stops

PUJ2:24 pmPunta Cana

Jan 23

PUJ1:25 pmPunta Cana

29h 05m

1 stop

RSW5:30 pmFort Myers SW Florida Intl

$575

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

Sat 12/12

12:15 pm-1:19 am

1 stop12h 04m

San Juan Luis Munoz Marin Intl

Fri 12/18

3:46 am-5:13 pm

1 stop14h 27m

$256

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Sat 2/20

10:35 pm-7:03 am

1 stop31h 28m

San Juan Luis Munoz Marin Intl

Fri 2/26

3:16 am-8:05 pm

1 stop17h 49m

$256

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Sat 12/12

12:15 pm-1:19 am

1 stop12h 04m

San Juan Luis Munoz Marin Intl

Fri 12/18

3:46 am-5:13 pm

1 stop14h 27m

$256

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Sun 1/24

10:35 am-9:55 pm

2 stops10h 20m

San Juan Luis Munoz Marin Intl

Wed 1/27

7:25 am-4:00 pm

2 stops9h 35m

$446

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Thu 12/3

1:35 pm-12:50 am

2 stops10h 15m

San Juan Luis Munoz Marin Intl

Thu 12/10

10:45 am-7:50 pm

2 stops10h 05m

$446

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Fri 12/11

3:00 pm-1:10 am

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Tue 12/15

4:20 pm-10:00 pm

1 stop6h 40m

$456

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Mon 2/1

5:33 am-2:54 pm

1 stop8h 21m

San Juan Luis Munoz Marin Intl

Tue 2/2

4:10 pm-12:35 am

1 stop9h 25m

$466

Quickest round-trip

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Sat 1/30

2:25 pm-11:58 pm

1 stop8h 33m

San Juan Luis Munoz Marin Intl

Tue 2/2

6:35 pm-12:35 am

1 stop7h 00m

$466

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Wed 1/6

7:46 am-9:30 pm

2 stops12h 44m

San Juan Luis Munoz Marin Intl

Wed 1/13

7:22 am-5:56 pm

2 stops11h 34m

$613

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Wed 1/6

7:46 am-9:30 pm

2 stops12h 44m

San Juan Luis Munoz Marin Intl

Wed 1/13

5:15 am-3:55 pm

2 stops11h 40m

$632

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

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?

In general, January is the cheapest month to fly from Fort Myers to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $399. If you don’t want to visit Caribbean in January, then you should wait until September to fly from Fort Myers, when ticket prices are also cheap, with an average price of $500.

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

You could potentially save up to 35% on your flight if you consider stops on a Fort Myers to Caribbean flight.

Cheap Fort Myers to Caribbean flight deals and tips

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

Best Price Found	$133
Fastest flight time	4h 50m
Direct flights	None

The best one-way flight to Caribbean from Fort Myers in the past 72 hours is $133. The best round-trip flight deal from Fort Myers to Caribbean found on momondo in the last 72 hours is $256.

The fastest flight from Fort Myers to Caribbean takes 4h 50m

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

Search flight deals

Frequently asked questions about flying from Fort Myers to Caribbean

When did momondo last update prices for flights from Fort Myers SW Florida Intl Airport to Caribbean?
Prices for flights from Fort Myers SW Florida Intl Airport to Caribbean are updated daily.
How many operators does momondo search for flights from Fort Myers SW Florida Intl Airport to Caribbean?
There are 3 operators available for flights from Fort Myers SW Florida Intl Airport to Caribbean as of November 2026.
How old do you have to be to fly from Fort Myers SW Florida Intl Airport to Caribbean?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Fort Myers SW Florida Intl Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The necessary travel and health documents for your Caribbean 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.

Best airlines flying from Fort Myers to Caribbean

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $245	Free Cancellation	Rating 7.8 8,702 reviews	Search Delta flights
Southwest	PriceFrom $325	Free Cancellation	Rating 8.0 4,214 reviews	Search Southwest flights
American Airlines	PriceFrom $441	Free Cancellation	Rating 7.0 12,232 reviews	Search American Airlines flights

Why use momondo?

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

Finding the right flight to Caribbean from Fort Myers is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean quick and easy, saving you time and money.

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

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

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

Once you have performed a search for Fort Myers to Caribbean flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of Fort Myers to Caribbean flights. All you need is a valid email address and we will do the rest; it is that quick and easy.