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 38% 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?

American Airlines, Southwest, and Frontier 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 September 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.

$148 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

2:49 am - 11:20 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

9h 31m1 stop Philadelphia

$296Frontier

Mon, Dec 7 - Sun, Dec 13

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

12h 04m1 stop Philadelphia

2:49 am - 11:20 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

9h 31m1 stop Philadelphia

$296Frontier

Mon, Dec 7 - Fri, Dec 11

12:15 pm - 11:53 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

22h 38m1 stop Philadelphia

9:50 pm - 11:20 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

14h 30m1 stop Philadelphia

$296Frontier

Fri, Dec 4 - Sun, Dec 13

4:56 pm - 12:13 pmRSW Fort Myers SW Florida Intl-STT Saint Thomas Island Cyril E King

18h 17m2 stops Dallas/Fort Worth Miami

3:07 pm - 10:23 amSTT Saint Thomas Island Cyril E King-RSW Fort Myers SW Florida Intl

20h 16m2 stops Miami Charlotte Douglas

$362American Airlines

Sun, Jan 31 - Sun, Feb 7

6:24 pm - 4:03 pmRSW Fort Myers SW Florida Intl-STT Saint Thomas Island Cyril E King

20h 39m2 stops Charlotte Douglas Miami

3:15 pm - 10:17 amSTT Saint Thomas Island Cyril E King-RSW Fort Myers SW Florida Intl

20h 02m2 stops Miami Charlotte Douglas

$362American Airlines

Sat, Nov 7 - Fri, Nov 13

2:52 pm - 12:13 pmRSW Fort Myers SW Florida Intl-STT Saint Thomas Island Cyril E King

20h 21m2 stops Charlotte Douglas Miami

3:07 pm - 10:23 amSTT Saint Thomas Island Cyril E King-RSW Fort Myers SW Florida Intl

20h 16m2 stops Miami Charlotte Douglas

$362American Airlines

Thu, Feb 4 - Sun, Feb 7

12:40 pm - 12:15 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

11h 35m1 stop Baltimore/Washington

6:30 am - 11:45 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

5h 15m1 stop Orlando

$401Southwest

Sun, Oct 11 - Mon, Oct 12

7:05 pm - 1:30 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

6h 25m1 stop Orlando

6:30 am - 11:45 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

5h 15m1 stop Orlando

$401Southwest

Sun, Oct 18 - Mon, Oct 19

4:30 pm - 11:50 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

6h 20m1 stop Atlanta Hartsfield-Jackson

6:30 pm - 12:35 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

7h 05m1 stop Atlanta Hartsfield-Jackson

$436Delta

Thu, Jan 28 - Tue, Feb 2

2:55 pm - 11:50 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

7h 55m1 stop Atlanta Hartsfield-Jackson

6:15 am - 3:53 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

10h 38m1 stop Atlanta Hartsfield-Jackson

$436Delta

Mon, Jan 25 - Sat, Jan 30

Cheap last minute flights

Enter your travel dates to find the best prices.

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

$366Frontier

Thu, Sep 24 - Sat, Oct 3

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

11h 15m1 stop Philadelphia

5:27 pm - 11:51 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

18h 24m1 stop Philadelphia

$370Frontier

Fri, Sep 25 - Sat, Oct 3

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

$370Frontier

Thu, Sep 24 - Sat, Oct 3

11:55 am - 10:15 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

10h 20m2 stops Chicago Midway Orlando

1:10 pm - 11:25 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

10h 15m2 stops Orlando Baltimore/Washington

$561Southwest

Thu, Sep 24 - Sun, Oct 4

6:25 am - 6:20 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

11h 55m2 stops Baltimore/Washington Tampa

7:50 am - 6:45 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

10h 55m2 stops Orlando Nashville Intl

$561Southwest

Sat, Sep 26 - Sat, Oct 3

8:10 am - 4:49 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

8h 39m1 stop Atlanta Hartsfield-Jackson

5:59 pm - 12:35 amSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

6h 36m1 stop Atlanta Hartsfield-Jackson

$561Delta

Sat, Sep 26 - Sat, Oct 3

6:15 am - 6:10 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

11h 55m2 stops Lambert-St Louis Orlando

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

5h 50m1 stop Orlando

$561Southwest

Sat, Sep 26 - Sat, Oct 3

2:23 pm - 9:24 amRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

19h 01m2 stops Dallas/Fort Worth Miami

6:00 am - 10:55 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

16h 55m2 stops Miami Charlotte Douglas

$602American Airlines

Thu, Sep 24 - Sun, Oct 4

8:10 am - 4:49 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

8h 39m1 stop Atlanta Hartsfield-Jackson

7:00 am - 4:45 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

9h 45m1 stop Atlanta Hartsfield-Jackson

$602Delta

Tue, Sep 22 - Thu, Sep 24

6:24 am - 8:47 pmRSW Fort Myers SW Florida Intl-SJU San Juan Luis Munoz Marin Intl

14h 23m2 stops Dallas/Fort Worth Miami

10:16 am - 10:21 pmSJU San Juan Luis Munoz Marin Intl-RSW Fort Myers SW Florida Intl

12h 05m2 stops Miami Dallas/Fort Worth

$669American Airlines

Fri, Sep 25 - Mon, Sep 28

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Frontier flights from Fort Myers to Caribbean

Our best Frontier deals on Fort Myers to Caribbean flight tickets

Frontier

Dec 7

RSW12:15 pmFort Myers SW Florida Intl

12h 04m

1 stop

SJU1:19 amSan Juan Luis Munoz Marin Intl

Dec 12

SJU2:49 amSan Juan Luis Munoz Marin Intl

9h 31m

1 stop

RSW11:20 amFort Myers SW Florida Intl

$296

Frontier

Oct 9

RSW12:45 pmFort Myers SW Florida Intl

21h 34m

1 stop

SJU10:19 amSan Juan Luis Munoz Marin Intl

Oct 10

SJU12:59 amSan Juan Luis Munoz Marin Intl

10h 51m

1 stop

RSW11:50 amFort Myers SW Florida Intl

$316

Frontier

Dec 10

RSW12:15 pmFort Myers SW Florida Intl

12h 04m

1 stop

SJU1:19 amSan Juan Luis Munoz Marin Intl

Dec 12

SJU9:52 pmSan Juan Luis Munoz Marin Intl

14h 28m

1 stop

RSW11:20 amFort Myers SW Florida Intl

$332

Southwest flights from Fort Myers to Caribbean

Our best Southwest deals on Fort Myers to Caribbean flight tickets

Southwest

Oct 11

RSW12:40 pmFort Myers SW Florida Intl

11h 35m

1 stop

SJU12:15 amSan Juan Luis Munoz Marin Intl

Oct 12

SJU6:30 amSan Juan Luis Munoz Marin Intl

5h 15m

1 stop

RSW11:45 amFort Myers SW Florida Intl

$401

Southwest

Oct 14

RSW8:15 amFort Myers SW Florida Intl

12h 20m

2 stops

SJU8:35 pmSan Juan Luis Munoz Marin Intl

Oct 21

SJU5:05 amSan Juan Luis Munoz Marin Intl

6h 40m

1 stop

RSW11:45 amFort Myers SW Florida Intl

$406

Southwest

Oct 11

RSW7:15 amFort Myers SW Florida Intl

9h 45m

2 stops

SJU5:00 pmSan Juan Luis Munoz Marin Intl

Oct 12

SJU5:00 amSan Juan Luis Munoz Marin Intl

6h 45m

1 stop

RSW11:45 amFort Myers SW Florida Intl

$411

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

Mon 12/7

12:15 pm-1:19 am

1 stop12h 04m

San Juan Luis Munoz Marin Intl

Sun 12/13

2:49 am-11:20 am

1 stop9h 31m

$296

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Mon 12/7

12:15 pm-1:19 am

1 stop12h 04m

San Juan Luis Munoz Marin Intl

Fri 12/11

2:49 am-11:20 am

1 stop9h 31m

$296

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Fri 12/4

12:15 pm-11:53 am

1 stop22h 38m

San Juan Luis Munoz Marin Intl

Sun 12/13

9:50 pm-11:20 am

1 stop14h 30m

$296

Fort MyersSaint Thomas Island

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

RSWSTT

Fort Myers SW Florida Intl

Sun 1/31

4:56 pm-12:13 pm

2 stops18h 17m

Saint Thomas Island Cyril E King

Sun 2/7

3:07 pm-10:23 am

2 stops20h 16m

$362

Fort MyersSaint Thomas Island

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

RSWSTT

Fort Myers SW Florida Intl

Sat 11/7

6:24 pm-4:03 pm

2 stops20h 39m

Saint Thomas Island Cyril E King

Fri 11/13

3:15 pm-10:17 am

2 stops20h 02m

$362

Fort MyersSaint Thomas Island

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

RSWSTT

Fort Myers SW Florida Intl

Thu 2/4

2:52 pm-12:13 pm

2 stops20h 21m

Saint Thomas Island Cyril E King

Sun 2/7

3:07 pm-10:23 am

2 stops20h 16m

$362

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Sun 10/11

12:40 pm-12:15 am

1 stop11h 35m

San Juan Luis Munoz Marin Intl

Mon 10/12

6:30 am-11:45 am

1 stop5h 15m

$401

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

Sun 10/18

7:05 pm-1:30 am

1 stop6h 25m

San Juan Luis Munoz Marin Intl

Mon 10/19

6:30 am-11:45 am

1 stop5h 15m

$401

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Thu 1/28

4:30 pm-11:50 pm

1 stop6h 20m

San Juan Luis Munoz Marin Intl

Tue 2/2

6:30 pm-12:35 am

1 stop7h 05m

$436

Fort MyersSan Juan

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

RSWSJU

Fort Myers SW Florida Intl

Mon 1/25

2:55 pm-11:50 pm

1 stop7h 55m

San Juan Luis Munoz Marin Intl

Sat 1/30

6:15 am-3:53 pm

1 stop10h 38m

$436

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 August to fly from Fort Myers, when ticket prices are also cheap, with an average price of $518.

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

You could potentially save up to 63% 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	$148
Fastest flight time	4h 45m
Direct flights	None

The best one-way flight to Caribbean from Fort Myers in the past 72 hours is $148. The best round-trip flight deal from Fort Myers to Caribbean found on momondo in the last 72 hours is $296.

The fastest flight from Fort Myers to Caribbean takes 4h 45m

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 September 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 8,591 reviews	Search Delta flights
Southwest	PriceFrom $325	Free Cancellation	Rating 8.0 4,192 reviews	Search Southwest flights
American Airlines	PriceFrom $441	Free Cancellation	Rating 7.0 12,073 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.