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Sat, Dec 20 - Sat, Dec 27
MCO
Orlando Intl.
SJU
Luis Munoz Marin Intl.
$303 Roundtrip, just found
$303
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Dec 20 from Orlando Intl. to Luis Munoz Marin Intl., returning Sat, Dec 27, priced at $303 just found
Sun, Dec 21 - Wed, Dec 24
JAX
Jacksonville Intl.
SJU
Luis Munoz Marin Intl.
$323 Roundtrip, found 2 hours ago
$323
Roundtrip
found 2 hours ago
Select Delta flight, departing Sun, Dec 21 from Jacksonville Intl. to Luis Munoz Marin Intl., returning Wed, Dec 24, priced at $323 found 2 hours ago
Sun, Dec 21 - Fri, Dec 26
GNV
Gainesville Regional
SJU
Luis Munoz Marin Intl.
$612 Roundtrip, found 2 days ago
$612
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Dec 21 from Gainesville Regional to Luis Munoz Marin Intl., returning Fri, Dec 26, priced at $612 found 2 days ago
Wed, Feb 25 - Tue, Mar 3
MCO
Orlando
SJU
San Juan
$152 Roundtrip, just found
$152
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Feb 25 from Orlando to San Juan, returning Tue, Mar 3, priced at $152 just found
Thu, Jan 29 - Sat, Feb 21
MCO
Orlando
SJU
San Juan
$158 Roundtrip, found 3 hours ago
$158
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Jan 29 from Orlando to San Juan, returning Sat, Feb 21, priced at $158 found 3 hours ago
Sun, Jan 11 - Thu, Jan 15
JAX
Jacksonville
SJU
San Juan
$160 Roundtrip, just found
$160
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Jan 11 from Jacksonville to San Juan, returning Thu, Jan 15, priced at $160 just found
Sun, Feb 1 - Mon, Feb 2
MCO
Orlando
SJU
San Juan
$169 Roundtrip, just found
$169
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Feb 1 from Orlando to San Juan, returning Mon, Feb 2, priced at $169 just found
Thu, Jan 22 - Fri, Jan 23
JAX
Jacksonville
SJU
San Juan
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Jan 22 from Jacksonville to San Juan, returning Fri, Jan 23, priced at $210 found 1 day ago
Price found within the past 48 hours. Click for updated prices.
Urbana Hotel
2.0-star property

Urbana Hotel

8.6/10 Excellent! (389 reviews)

Jan 22 - Jan 30

8 night stay

Jacksonville (JAX) to San Juan (SJU)

Delta • Non-stop roundtrip • Coach
Price was $1,375, price is now $624 per person
$624
per person
found 1 day ago
For shopping you had to get in a car and take a drive. Available restaurants in walking distance.

Reviewed on Sep 26, 2025

The Oliver Hotel
3.0-star property

The Oliver Hotel

9/10 Wonderful! (50 reviews)

Jan 22 - Jan 30

8 night stay

Jacksonville (JAX) to San Juan (SJU)

Delta • Non-stop roundtrip • Coach
Price was $2,022, price is now $819 per person
$819
per person
found 1 day ago
Romeo Gay Hotel
4.0-star property

Romeo Gay Hotel

9/10 Wonderful! (121 reviews)

Jan 22 - Jan 30

8 night stay

Jacksonville (JAX) to San Juan (SJU)

Delta • Non-stop roundtrip • Coach
Price was $1,405, price is now $680 per person
$680
per person
found 1 day ago
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Price found within the past 48 hours. Click for updated prices.
Embassy Suites by Hilton Dorado del Mar Beach Resort
3.5-star property

Embassy Suites by Hilton Dorado del Mar Beach Resort

8/10 Very Good! (1,057 reviews)

Feb 5 - Feb 10

5 night stay

Orlando (MCO) to San Juan (SJU)

United • Non-stop roundtrip • FirstClass
Price was $1,802, price is now $1,416 per person
$1,416
per person
found 20 hours ago
The beach area is small and lots of empty bottles all over.

Reviewed on Nov 15, 2025

Hyatt Regency Grand Reserve Puerto Rico
4.0-star property

Hyatt Regency Grand Reserve Puerto Rico

9/10 Wonderful! (2,764 reviews)

Feb 5 - Feb 10

5 night stay

Orlando (MCO) to San Juan (SJU)

United • Non-stop roundtrip • FirstClass
Price was $2,593, price is now $2,078 per person
$2,078
per person
found 20 hours ago
Great resort with a lot of amenities and for a reasonable price. The location on the island is far enough away from everything to feel secluded but close enough to get into town for shopping or nightlife if desired. I’d go back for sure.

Reviewed on Nov 11, 2025

Fairmont El San Juan Villa Experience
5.0-star property

Fairmont El San Juan Villa Experience

7.6/10 Good! (128 reviews)

Feb 5 - Feb 10

5 night stay

Orlando (MCO) to San Juan (SJU)

United • Non-stop roundtrip • FirstClass
Price was $3,372, price is now $2,835 per person
$2,835
per person
found 20 hours ago
My family and I stayed at this property for a week. We had a pool-side villa with balcony, as part of their Signature Experience at the hotel. In my opinion, their signature experience did not add any value above and beyond our usual expectations. They reached out to ask about arrival time, special celebrations, etc. I

Reviewed on Jul 8, 2025

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Frequently asked questions

Am I able to catch a flight from Gainesville to San Juan now?
If you're wondering about travel restrictions and quarantine requirements when getting a flight from Gainesville to San Juan, go right to the Covid-19 Travel Advisor.
Are there non-stop flights from Gainesville to San Juan?
There most certainly are. In fact, there are 3 airlines that will take you straight from Orlando Intl. Airport to Isla Verde Intl. Airport. Book a ticket with one of these leading carriers:
  • JetBlue
  • Spirit Airlines
  • Frontier Airlines
  • JetBlue
  • Spirit Airlines
  • Frontier Airlines
What is the shortest flight from Gainesville to San Juan?
With the flight from JAX to Luis Munoz Marin Intl. Airport (SJU) taking a minimum of 3 hours and 45 minutes, you'll have plenty of time to kick back and enjoy the ride. Treat yourself to a glass of wine and settle into your seat with a gripping novel or movie.
What airlines fly from Gainesville to San Juan most frequently?
Have a look at JetBlue (B6). This airline offers some of the most frequent flights from Orlando Intl. Airport to San Juan Airport (SJU-Luis Munoz Marin Intl.). It operates 182 services on this route each month and is a favorite with travelers. Alternatively, lock in a seat with Spirit Airlines (NK). You'll have 121 monthly flights between Gainesville and San Juan to choose from with this carrier.
If I am not able to travel due to COVID-19, can I cancel my flight to San Juan?
We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to San Juan have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to San Juan with flexible change policies?
In most cases you'll have the option to reschedule your flight to San Juan without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.
How can I save money on flights?
To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.