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Cheap flights from Fort Myers to Caribbean Islands from $87

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Fort Myers to Caribbean Islands departing on 3/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Fort Myers to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
11:40 am - 12:29 am
RSW
-
SJU
12h 49m
1 stop
Frontier Logo
1:59 am - 10:45 am
SJU
-
RSW
8h 46m
1 stop
$182Frontier
Thu, Apr 16 - Sun, Apr 19
Frontier Logo
9:31 pm - 12:45 pm
RSW
-
SJU
14h 14m
1 stop
Frontier Logo
2:54 am - 8:36 pm
SJU
-
RSW
18h 42m
1 stop
$189Frontier
Mon, Feb 23 - Fri, Feb 27
Southwest Logo
6:40 am - 1:10 pm
RSW
-
STT
6h 30m
1 stop
Southwest Logo
2:30 pm - 9:45 pm
STT
-
RSW
7h 15m
1 stop
$313Southwest
Sun, Apr 26 - Fri, May 1
Southwest Logo
6:40 am - 1:10 pm
RSW
-
STT
6h 30m
1 stop
Southwest Logo
2:30 pm - 9:45 am
STT
-
RSW
19h 15m
2 stops
$342Southwest
Sun, Apr 26 - Fri, May 1
Delta Logo
5:35 am - 12:40 pm
RSW
-
STT
6h 05m
1 stop
Delta Logo
3:10 pm - 12:33 am
STT
-
RSW
10h 23m
1 stop
$470Delta
Sun, Feb 15 - Thu, Feb 19
JetBlue Logo
6:25 am - 9:25 am
RSW
-
SDQ
27h 00m
2 stops
JetBlue Logo
8:59 pm - 11:22 am
SDQ
-
RSW
14h 23m
1 stop
$473JetBlue
Thu, May 28 - Sun, May 31
JetBlue Logo
6:25 am - 11:44 pm
RSW
-
SDQ
17h 19m
1 stop
JetBlue Logo
8:59 pm - 11:22 am
SDQ
-
RSW
14h 23m
1 stop
$490JetBlue
Thu, May 28 - Sun, May 31
Delta Logo
11:45 am - 12:52 am
RSW
-
SDQ
13h 07m
1 stop
Delta Logo
7:45 pm - 10:47 am
SDQ
-
RSW
15h 02m
1 stop
$499Delta
Sun, May 10 - Mon, May 18
American Airlines Logo
7:41 pm - 1:05 pm
RSW
-
STT
17h 24m
2 stops
American Airlines Logo
2:14 pm - 9:36 am
STT
-
RSW
19h 22m
2 stops
$500American Airlines
Sun, Apr 26 - Fri, May 1
American Airlines Logo
7:39 pm - 1:45 pm
RSW
-
SXM
18h 06m
1 stop
American Airlines Logo
1:45 pm - 11:14 pm
SXM
-
RSW
9h 29m
1 stop
$592American Airlines
Sat, May 30 - Sat, Jun 6

Spirit Airlines flights from Fort Myers to Caribbean Islands

Our best Spirit Airlines deals on Fort Myers to Caribbean Islands flight tickets
Spirit Airlines
Mar 12
RSW7:35 amFort Myers SW Florida Intl
18h 54m
1 stop
SJU2:29 amSan Juan Luis Munoz Marin Intl
Mar 18
SJU11:14 amSan Juan Luis Munoz Marin Intl
12h 10m
1 stop
RSW11:24 pmFort Myers SW Florida Intl
$248
Spirit Airlines
Feb 27
RSW7:51 pmFort Myers SW Florida Intl
21h 58m
1 stop
SJU6:49 pmSan Juan Luis Munoz Marin Intl
Mar 5
SJU12:32 pmSan Juan Luis Munoz Marin Intl
9h 48m
1 stop
RSW9:20 pmFort Myers SW Florida Intl
$291
Spirit Airlines
Feb 18
RSW10:46 amFort Myers SW Florida Intl
8h 20m
1 stop
SJU8:06 pmSan Juan Luis Munoz Marin Intl
Feb 23
SJU3:30 pmSan Juan Luis Munoz Marin Intl
19h 11m
1 stop
RSW9:41 amFort Myers SW Florida Intl
$315

Frontier flights from Fort Myers to Caribbean Islands

Our best Frontier deals on Fort Myers to Caribbean Islands flight tickets
Frontier
Apr 16
RSW11:40 amFort Myers SW Florida Intl
12h 49m
1 stop
SJU12:29 amSan Juan Luis Munoz Marin Intl
Apr 19
SJU1:59 amSan Juan Luis Munoz Marin Intl
8h 46m
1 stop
RSW10:45 amFort Myers SW Florida Intl
$182
Frontier
Feb 23
RSW9:31 pmFort Myers SW Florida Intl
14h 14m
1 stop
SJU12:45 pmSan Juan Luis Munoz Marin Intl
Feb 27
SJU2:54 amSan Juan Luis Munoz Marin Intl
18h 42m
1 stop
RSW8:36 pmFort Myers SW Florida Intl
$189
Frontier
Feb 7
RSW4:37 pmFort Myers SW Florida Intl
18h 08m
1 stop
SJU11:45 amSan Juan Luis Munoz Marin Intl
Feb 27
SJU2:54 amSan Juan Luis Munoz Marin Intl
18h 42m
1 stop
RSW8:36 pmFort Myers SW Florida Intl
$199

momondo Fare Finder

 
Customize your flight search to find flights from Fort Myers to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated January 31, 2026.
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

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Thu 4/16

11:40 am-12:29 am

1 stop12h 49m

San Juan Luis Munoz Marin Intl

Sun 4/19

1:59 am-10:45 am

1 stop8h 46m

$182

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Mon 2/23

9:31 pm-12:45 pm

1 stop14h 14m

San Juan Luis Munoz Marin Intl

Fri 2/27

2:54 am-8:36 pm

1 stop18h 42m

$189

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

Sun 4/26

6:40 am-1:10 pm

1 stop6h 30m

Saint Thomas Island Cyril E King

Fri 5/1

2:30 pm-9:45 pm

1 stop7h 15m

$313

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

Sun 4/26

6:40 am-1:10 pm

1 stop6h 30m

Saint Thomas Island Cyril E King

Fri 5/1

2:30 pm-9:45 am

2 stops19h 15m

$342

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

Sun 2/15

5:35 am-12:40 pm

1 stop6h 05m

Saint Thomas Island Cyril E King

Thu 2/19

3:10 pm-12:33 am

1 stop10h 23m

$470

Fort MyersSanto Domingo

RSW - SDQ

RSWSDQ

Fort Myers SW Florida Intl

Thu 5/28

6:25 am-9:25 am

2 stops27h 00m

Santo Domingo Las Americas

Sun 5/31

8:59 pm-11:22 am

1 stop14h 23m

$473

Fort MyersSanto Domingo

RSW - SDQ

RSWSDQ

Fort Myers SW Florida Intl

Thu 5/28

6:25 am-11:44 pm

1 stop17h 19m

Santo Domingo Las Americas

Sun 5/31

8:59 pm-11:22 am

1 stop14h 23m

$490

Fort MyersSanto Domingo

RSW - SDQ

RSWSDQ

Fort Myers SW Florida Intl

Sun 5/10

11:45 am-12:52 am

1 stop13h 07m

Santo Domingo Las Americas

Mon 5/18

7:45 pm-10:47 am

1 stop15h 02m

$499

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

Sun 4/26

7:41 pm-1:05 pm

2 stops17h 24m

Saint Thomas Island Cyril E King

Fri 5/1

2:14 pm-9:36 am

2 stops19h 22m

$500

Fort MyersSimpson Bay

RSW - SXM

RSWSXM

Fort Myers SW Florida Intl

Sat 5/30

7:39 pm-1:45 pm

1 stop18h 06m

Simpson Bay Princess Juliana

Sat 6/6

1:45 pm-11:14 pm

1 stop9h 29m

$592

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

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

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 $314. 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.

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Fort Myers when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $426 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Fort Myers for as low as $313 on momondo.

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

You could potentially save up to 5% on your flight if you consider stops on a Fort Myers to Caribbean Islands flight.

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 54m

Direct flights

None
The fastest flight from Fort Myers to Caribbean Islands takes 4h 54m
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?

  • 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?

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
FrontierPriceFrom $138Free CancellationRating
5.7
3,054 reviews
Search Frontier flights
DeltaPriceFrom $204Free CancellationRating
7.9
8,130 reviews
Search Delta flights
JetBluePriceFrom $254Free CancellationRating
7.2
2,891 reviews
Search JetBlue flights
SouthwestPriceFrom $333Free CancellationRating
8.0
4,267 reviews
Search Southwest flights
American AirlinesPriceFrom $365Free CancellationRating
7.2
11,213 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.

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