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Cheap flights from Fort Myers Southwest Florida Reg to San Juan

Compare Fort Myers Southwest Florida Reg to San Juan flight deals

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Flight deals from Fort Myers Southwest Florida Reg to San Juan

Looking for a cheap last-minute deal or the best round-trip flight from Fort Myers Southwest Florida Reg to San Juan? Find the lowest prices on one-way and round-trip tickets right here.
San Juan.$311 per passenger.Departing Mon, Feb 2, returning Thu, Feb 5.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Fort Myers Southwest Florida Reg on Mon, Feb 2, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Southwest Airlines, departing from San Juan Luis Munoz Marin on Thu, Feb 5, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $311, select.
San Juan.$341 per passenger.Departing Tue, Oct 28, returning Sat, Nov 1.Round-trip flight with Breeze Airways and Spirit Airlines.Outbound indirect flight with Breeze Airways, departing from Fort Myers Southwest Florida Reg on Tue, Oct 28, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Spirit Airlines, departing from San Juan Luis Munoz Marin on Sat, Nov 1, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $341, select.
San Juan.$356 per passenger.Departing Sat, Oct 25, returning Wed, Oct 29.Round-trip flight with Breeze Airways and Frontier Airlines.Outbound indirect flight with Breeze Airways, departing from Fort Myers Southwest Florida Reg on Sat, Oct 25, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Frontier Airlines, departing from San Juan Luis Munoz Marin on Wed, Oct 29, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $356, select.
San Juan.$359 per passenger.Departing Fri, Apr 10, returning Sun, Apr 19.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Fort Myers Southwest Florida Reg on Fri, Apr 10, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Southwest Airlines, departing from San Juan Luis Munoz Marin on Sun, Apr 19, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $359, select.
San Juan.$405 per passenger.Departing Fri, Jan 9, returning Sat, Jan 17.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Fort Myers Southwest Florida Reg on Fri, Jan 9, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Southwest Airlines, departing from San Juan Luis Munoz Marin on Sat, Jan 17, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $405, select.
San Juan.$419 per passenger.Departing Thu, Mar 5, returning Sat, Mar 14.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Fort Myers Southwest Florida Reg on Thu, Mar 5, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Southwest Airlines, departing from San Juan Luis Munoz Marin on Sat, Mar 14, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $419, select.
San Juan.$427 per passenger.Departing Fri, Nov 28, returning Fri, Dec 5.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Fort Myers Southwest Florida Reg on Fri, Nov 28, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Southwest Airlines, departing from San Juan Luis Munoz Marin on Fri, Dec 5, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $427, select.
San Juan.$427 per passenger.Departing Mon, Dec 29, returning Tue, Jan 20.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Fort Myers Southwest Florida Reg on Mon, Dec 29, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with Southwest Airlines, departing from San Juan Luis Munoz Marin on Tue, Jan 20, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $427, select.
San Juan.$725 per passenger.Departing Thu, Dec 18, returning Sun, Dec 21.Round-trip flight with United.Outbound indirect flight with United, departing from Fort Myers Southwest Florida Reg on Thu, Dec 18, arriving in San Juan Luis Munoz Marin.Inbound indirect flight with United, departing from San Juan Luis Munoz Marin on Sun, Dec 21, arriving in Fort Myers Southwest Florida Reg.Price includes taxes and charges.From $725, select.

Find the cheapest month to fly from Fort Myers Southwest Florida Reg to San Juan

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Fort Myers Southwest Florida Reg to San Juan flights are currently cheapest in February.
Oct
from $356
Nov
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Dec
from $725
Jan
from $405
Feb
from $311
Mar
from $419
Apr
from $359
May
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Jun
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Jul
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Aug
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Sep
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Alternative Fort Myers Southwest Florida Reg to San Juan routes

Looking for the cheapest, fastest or easiest route from Fort Myers Southwest Florida Reg to San Juan? You could fly into the following airports instead.

Fort Myers to San Juan: Flight information

The things to know before you go.
Cheapest flight found$311
Cheapest month to flyFebruary

Finding cheap flights from Fort Myers Southwest Florida Reg to San Juan: Frequently asked questions

There are 6 airports in San Juan: San Juan Isla Grande, San Juan Luis Munoz Marin, Roosevelt Roads, Ponce, Vieques, and Culebra.
The best price we found for a round-trip flight from Fort Myers Southwest Florida Reg to San Juan is $311. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Fort Myers Southwest Florida Reg to San Juan. But we found flights with one or more stops from $311.
There are no flights flying from Fort Myers Southwest Florida Reg to San Juan, as of October 2025.
The cheapest month to fly from Fort Myers Southwest Florida Reg to San Juan is usually February.
If you're flying from Fort Myers Southwest Florida Reg Airport, the cheapest airport near San Juan is San Juan Luis Munoz Marin – which is 11.3 km away from the center of San Juan. We've found flights to this airport from $311.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Fort Myers Southwest Florida Reg Airport to San Juan on Monday, February 2, 2026.
No airlines currently offer direct flights between Fort Myers Southwest Florida Reg Airport and San Juan. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Juan but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to San Juan is around 40 days in advance, so don’t leave your flight to the last minute.
In October, the average temperature is usually around 27°C. August is typically the warmest month in San Juan, when it usually averages around 29°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging 23°C. The rainiest month is September.
Currently, Southwest Airlines offers the cheapest flight tickets to San Juan.

Flying from Southwest Florida International Airport (RSW) to San Juan: what you need to know

  • Fort Myers (the location of Southwest Florida International Airport) and San Juan are in the same timezone — UTC-4.

  • To avoid missing your RSW to San Juan flight, allow plenty of time for things like check-in and baggage drop. Arriving two hours before international departures and an hour before domestic flights is the standard rule.

  • If you're jetting off during a major holiday or another peak period, allow extra time. A good rule is two hours before domestic flights and up to four hours before international departures. Lines at check-in and security will be longer.

  • We make it a breeze to book flight tickets from RSW to San Juan with a stopover. To see all the options, uncheck 'Direct flights only.' Then, select a flight with a stop long enough to explore your chosen city. Some popular stopovers include:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Charlotte Douglas International Airport (CLT)

    • Raleigh-Durham International Airport (RDU)

  • To get to RSW from central Fort Myers, it takes around 25 minutes by car. It's roughly 16 kilometers from the airport to the city center.

  • Want a stress-free start to your vacation? Stay near RSW. Whether you've booked an early flight from Southwest Florida International Airport to San Juan or don't want departure day to feel hectic, these hotels are just the thing:

  • When it comes to Southwest Florida International Airport's on-time performance, 77.32% of flights stick to their scheduled arrival time.

  • You'll find RSW at 11000 Terminal Access Road.

How to find the cheapest flights from Southwest Florida International Airport (RSW) to San Juan

  • $123 is the cheapest price we've seen for a one-way Southwest Florida International Airport to San Juan flight. A round-trip flight ticket right now is $312. Depending on the availability and when you book, these fares could change.

  • Don't wait until the last moment. You're more likely to pick up cheap flights from RSW to San Juan if you book ahead. Airlines often offer some fantastic early bird discounts.

  • The 'Whole month' search tool will show you the cheapest tickets from Southwest Florida International Airport to San Juan across the entire month. It's a good way to snap up a bargain if your travel plans are flexible.

  • Never miss a deal on cheap flights from RSW to San Juan by creating a Price Alert. We'll send you an email or notification through the app when a new low fare is offered.

  • Tailor your flights with filters. Pick your preferred departure and arrival times, total journey duration and airlines. You can also sort your results by 'Cheapest,' 'Best' or 'Fastest' flights from Southwest Florida International Airport to San Juan.

Airports in San Juan

Luis Munoz Marin International Airport (SJU)

  • Luis Munoz Marin International Airport (SJU) to the center of San Juan takes around 10 minutes to reach by car. The center is roughly 8 kilometers away.

  • Traveling on public transport will take you around 55 minutes.

  • The last thing you need is a long journey to your hotel if you're arriving on a late flight from Southwest Florida International Airport to San Juan. Book one of these accommodation options near SJU instead:

  • Get your adventure underway by picking up a Luis Munoz Marin International Airport rental car. Grab your wheels from Sixt, Ace Rent a Car or U-Save and experience the lesser-explored corners of San Juan and beyond.

  • Booking your ride from Luis Munoz Marin International Airport around two weeks before your flight from RSW to San Juan can help you lock in the lowest rate.

Fernando Luis Ribas Dominicci Airport (SIG)

  • Once your flight from Southwest Florida International Airport to San Juan has hit the tarmac, you can make your way to the city center in about 15 minutes by car. Central San Juan is roughly 8 kilometers from Fernando Luis Ribas Dominicci Airport (SIG).

  • The journey will take about 1 hour on public transport.

  • Place the 'Do not disturb' sign on your door and rest at a hotel near SIG. Here are a few options where you can check in after your RSW to San Juan flight:

Best time to go to San Juan

  • Before locking in your flights from Southwest Florida International Airport to San Juan, consider which time of year works best for you. Peak season in San Juan offers a bustling atmosphere and plenty of activities, while the low season brings better deals on hotels and smaller crowds.

  • The warmest month in San Juan is September, with temperatures ranging between 23ºC (73ºF) and 33ºC (91ºF). Lock in your Southwest Florida International Airport to San Juan flight ticket then if that's the weather you find most pleasant.

  • Look for cheap tickets from RSW to San Juan in February if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between 20ºC (68ºF) and 28ºC (82ºF) on average.

More about San Juan

  • After booking your flight from Southwest Florida International Airport to San Juan, find a hotel that offers the right mix of comfort and location. Make one of these accommodation options your base for exploring San Juan:

  • There are so many things to see and do in this city it can be hard to know where to begin. La Garita del morro de san juan bahia, Castillo San Felipe del Morro and Fortaleza Street are leading attractions which should feature on any well-planned San Juan itinerary.

Explore more of Puerto Rico

  • Aguadilla is just one of the many cities in Puerto Rico waiting to be explored after you've seen San Juan. Around 113 kilometers away to the west, its top attractions include El Parterre, Aguadilla Ice Skating Arena and Bandera de los Reyes Magos.

  • Around 105 kilometers west of San Juan, Isabela is another favorite stop in Puerto Rico. Experience this destination's highlights firsthand at Amarillo Mango, Urb. Llanos Piscina Park and Noches de Artesania.

More travel options

Plan the rest of your trip from Fort Myers to San Juan

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.