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Cheap flights from Fort Myers to Caribbean Islands from $102

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 9/29. 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

Multiple Airlines Logo
7:00 am - 6:34 pmRSW-SJU
11h 34m1 stop
Multiple Airlines Logo
12:28 am - 8:58 amSJU-RSW
8h 30m1 stop
$221Multiple Airlines
Find Deal
Fri, Oct 3 - Sat, Oct 4
Frontier Logo
9:11 pm - 10:57 amRSW-SJU
13h 46m1 stop
Frontier Logo
2:12 am - 12:15 pmSJU-RSW
10h 03m1 stop
$226Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26
JetBlue Logo
11:30 am - 4:57 pmRSW-SJU
29h 27m1 stop
JetBlue Logo
6:05 pm - 10:43 amSJU-RSW
16h 38m1 stop
$304JetBlue
Find Deal
Sat, Oct 4 - Sat, Oct 18
JetBlue Logo
6:41 pm - 12:42 pmRSW-SJU
18h 01m1 stop
JetBlue Logo
3:03 am - 6:04 pmSJU-RSW
15h 01m1 stop
$310JetBlue
Find Deal
Tue, Sep 30 - Fri, Oct 3
Delta Logo
4:30 pm - 11:49 pmRSW-SJU
6h 19m1 stop
Delta Logo
5:10 pm - 12:37 amSJU-RSW
7h 27m1 stop
$313Delta
Find Deal
Tue, Mar 3 - Tue, Mar 10
Southwest Logo
4:10 pm - 1:25 amRSW-SJU
8h 15m1 stop
Southwest Logo
9:35 am - 4:45 pmSJU-RSW
8h 10m1 stop
$359Southwest
Find Deal
Mon, Nov 24 - Thu, Nov 27
Delta Logo
3:06 pm - 11:49 pmRSW-SJU
7h 43m1 stop
Delta Logo
6:15 am - 12:03 pmSJU-RSW
6h 48m1 stop
$379Delta
Find Deal
Sun, Mar 1 - Wed, Mar 4
American Airlines Logo
7:16 am - 10:09 pmRSW-SJU
13h 53m1 stop
American Airlines Logo
6:00 am - 6:32 pmSJU-RSW
13h 32m2 stops
$390American Airlines
Find Deal
Wed, Dec 3 - Sat, Dec 6
American Airlines Logo
6:21 pm - 4:58 pmRSW-STT
21h 37m2 stops
American Airlines Logo
6:17 pm - 12:27 pmSTT-RSW
19h 10m2 stops
$479American Airlines
Find Deal
Tue, Dec 2 - Thu, Dec 11
Southwest Logo
7:10 am - 1:00 pmRSW-NAS
5h 50m1 stop
Southwest Logo
1:55 pm - 10:35 pmNAS-RSW
8h 40m2 stops
$509Southwest
Find Deal
Sun, Jan 11 - Thu, Jan 15

Delta flights from Fort Myers to Caribbean Islands

Our best Delta deals on Fort Myers to Caribbean Islands flight tickets
Delta
Mar 3
RSW4:30 pmFort Myers SW Florida Intl
6h 19m
1 stop
SJU11:49 pmSan Juan Luis Munoz Marin Intl
Mar 10
SJU5:10 pmSan Juan Luis Munoz Marin Intl
7h 27m
1 stop
RSW12:37 amFort Myers SW Florida Intl
$313
Find similar
Delta
Mar 1
RSW3:06 pmFort Myers SW Florida Intl
7h 43m
1 stop
SJU11:49 pmSan Juan Luis Munoz Marin Intl
Mar 4
SJU6:15 amSan Juan Luis Munoz Marin Intl
6h 48m
1 stop
RSW12:03 pmFort Myers SW Florida Intl
$379
Find similar
Delta
Jan 11
RSW5:35 amFort Myers SW Florida Intl
6h 25m
1 stop
NAS12:00 pmNassau Intl
Jan 15
NAS2:55 pmNassau Intl
6h 23m
1 stop
RSW9:18 pmFort Myers SW Florida Intl
$447
Find similar

Southwest flights from Fort Myers to Caribbean Islands

Our best Southwest deals on Fort Myers to Caribbean Islands flight tickets
Southwest
Nov 24
RSW4:10 pmFort Myers SW Florida Intl
8h 15m
1 stop
SJU1:25 amSan Juan Luis Munoz Marin Intl
Nov 27
SJU9:35 amSan Juan Luis Munoz Marin Intl
8h 10m
1 stop
RSW4:45 pmFort Myers SW Florida Intl
$359
Find similar
Southwest
Sep 23
RSW7:10 amFort Myers SW Florida Intl
10h 15m
1 stop
SJU5:25 pmSan Juan Luis Munoz Marin Intl
Sep 30
SJU5:00 amSan Juan Luis Munoz Marin Intl
11h 50m
2 stops
RSW4:50 pmFort Myers SW Florida Intl
$415
Find similar
Southwest
Sep 26
RSW5:05 pmFort Myers SW Florida Intl
6h 45m
1 stop
SJU11:50 pmSan Juan Luis Munoz Marin Intl
Sep 30
SJU5:00 amSan Juan Luis Munoz Marin Intl
11h 50m
2 stops
RSW4:50 pmFort Myers SW Florida Intl
$440
Find similar

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 September 16, 2025.
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

Fri 10/3

7:00 am-6:34 pm

1 stop11h 34m

San Juan Luis Munoz Marin Intl

Sat 10/4

12:28 am-8:58 am

1 stop8h 30m

$221

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Thu 10/23

9:11 pm-10:57 am

1 stop13h 46m

San Juan Luis Munoz Marin Intl

Sun 10/26

2:12 am-12:15 pm

1 stop10h 03m

$226

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Sat 10/4

11:30 am-4:57 pm

1 stop29h 27m

San Juan Luis Munoz Marin Intl

Sat 10/18

6:05 pm-10:43 am

1 stop16h 38m

$304

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Tue 9/30

6:41 pm-12:42 pm

1 stop18h 01m

San Juan Luis Munoz Marin Intl

Fri 10/3

3:03 am-6:04 pm

1 stop15h 01m

$310

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Tue 3/3

4:30 pm-11:49 pm

1 stop6h 19m

San Juan Luis Munoz Marin Intl

Tue 3/10

5:10 pm-12:37 am

1 stop7h 27m

$313

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Mon 11/24

4:10 pm-1:25 am

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Thu 11/27

9:35 am-4:45 pm

1 stop8h 10m

$359

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Sun 3/1

3:06 pm-11:49 pm

1 stop7h 43m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:15 am-12:03 pm

1 stop6h 48m

$379

Fort MyersSan Juan

RSW - SJU

RSWSJU

Fort Myers SW Florida Intl

Wed 12/3

7:16 am-10:09 pm

1 stop13h 53m

San Juan Luis Munoz Marin Intl

Sat 12/6

6:00 am-6:32 pm

2 stops13h 32m

$390

Fort MyersSaint Thomas Island

RSW - STT

RSWSTT

Fort Myers SW Florida Intl

Tue 12/2

6:21 pm-4:58 pm

2 stops21h 37m

Saint Thomas Island Cyril E King

Thu 12/11

6:17 pm-12:27 pm

2 stops19h 10m

$479

Fort MyersNassau

RSW - NAS

RSWNAS

Fort Myers SW Florida Intl

Sun 1/11

7:10 am-1:00 pm

1 stop5h 50m

Nassau Intl

Thu 1/15

1:55 pm-10:35 pm

2 stops8h 40m

$509

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 $345.

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 $442 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 $271 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

Direct flights

None
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 $122Free CancellationRating
5.8
3,174 reviews
Search Frontier flights
JetBluePriceFrom $254Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
DeltaPriceFrom $301Free CancellationRating
7.9
7,957 reviews
Search Delta flights
SouthwestPriceFrom $335Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $360Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $494Free CancellationRating
7.4
8,924 reviews
Search United 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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