$163 Find Cheap Flights from Caribbean to Fort Myers - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Fort Myers departing on 8/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Caribbean to Fort Myers

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Fort Myers that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean to Fort Myers

Wed, Sep 16 - Mon, Sep 21
Frontier Logo
5:27 pm - 11:51 am
SJU
-
RSW
18h 24m
1 stop
Frontier Logo
10:06 am - 6:39 pm
RSW
-
SJU
8h 33m
1 stop
$266Frontier
Thu, Sep 10 - Fri, Sep 18
Frontier Logo
12:59 am - 11:51 am
SJU
-
RSW
10h 52m
1 stop
Frontier Logo
12:46 pm - 12:01 am
RSW
-
SJU
11h 15m
1 stop
$276Frontier
Thu, Oct 22 - Mon, Oct 26
Frontier Logo
2:36 pm - 11:50 am
SJU
-
RSW
21h 14m
1 stop
Frontier Logo
12:45 pm - 11:04 am
RSW
-
SJU
22h 19m
1 stop
$286Frontier
Thu, Oct 15 - Mon, Oct 19
Frontier Logo
2:36 pm - 11:50 am
SJU
-
RSW
21h 14m
1 stop
Frontier Logo
12:45 pm - 11:50 pm
RSW
-
SJU
11h 05m
1 stop
$286Frontier
Tue, Sep 15 - Wed, Sep 30
Multiple Airlines Logo
6:05 pm - 10:13 pm
SJU
-
RSW
28h 08m
2 stops
Multiple Airlines Logo
11:21 am - 1:10 am
RSW
-
SJU
13h 49m
1 stop
$347Multiple Airlines
Tue, Sep 15 - Wed, Sep 30
Southwest Logo
8:20 am - 7:55 pm
SJU
-
RSW
11h 35m
2 stops
Southwest Logo
8:45 am - 6:10 pm
RSW
-
SJU
9h 25m
2 stops
$356Southwest
Thu, Oct 15 - Mon, Oct 19
Southwest Logo
12:35 pm - 10:55 pm
SJU
-
RSW
10h 20m
1 stop
Southwest Logo
2:25 pm - 12:20 am
RSW
-
SJU
9h 55m
2 stops
$361Southwest
Wed, Nov 18 - Sun, Dec 6
Southwest Logo
7:40 am - 4:55 pm
SJU
-
RSW
10h 15m
2 stops
Southwest Logo
10:00 am - 1:05 am
RSW
-
SJU
14h 05m
1 stop
$366Southwest
Wed, Aug 26 - Wed, Sep 2
Southwest Logo
5:15 am - 5:00 pm
SJU
-
RSW
11h 45m
2 stops
Southwest Logo
8:45 am - 6:10 pm
RSW
-
SJU
9h 25m
2 stops
$366Southwest
Wed, Sep 16 - Mon, Sep 21
Southwest Logo
1:45 pm - 7:55 pm
SJU
-
RSW
6h 10m
1 stop
Southwest Logo
10:15 am - 10:15 pm
RSW
-
SJU
12h 00m
2 stops
$366Southwest
Useful Info

Good to know

Low season

April

Cheapest flight

$163
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from San Juan to Fort Myers

FAQs for booking flights from Caribbean to Fort Myers

  • How does KAYAK find such low prices on flights from Caribbean to Fort Myers?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean to Fort Myers.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Fort Myers?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Fort Myers from Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean to Fort Myers?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Fort Myers with an airline and back to Caribbean with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Fort Myers?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Fort Myers from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean to Fort Myers

 
Need help choosing which airline to fly with from Caribbean to Fort Myers? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4228 reviews
8.0Comfort
8.6Crew
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

6.0 GoodGordon, Jul 2026
SAN - MCO
Read more Southwest reviews

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

It was canceled. Supposedly weather. But there was no snow in Baltimore. At least we found out before driving to airport

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

The flight attendant was proactive in helping with placing carry on in overhead bins. This was the first time I had ever been offered help without asking or obviously struggling. Many on the flight were older people like myself and vertically challenged. I would hope this would be the norm on all flights.

Boarding and deboarding painfully slow. Southwest is typically delayed in my experience.

friendly staff for the most part. they thought we were going to have bad turbulence so no drink service. there wasn't any turbulence. Iwish you had a choice of snacks

Everything you need to know for your flight to Fort Myers

Information on the airport you'll fly into in Fort Myers