What airlines fly to Caribbean Islands?

JetBlue, Frontier and Southwest are the top three most popular airlines that fly to Caribbean Islands from Gainesville according to our data. JetBlue is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 11 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Gainesville Regional to Caribbean Islands?

American Airlines and Delta are the most popular carriers operating from Gainesville Regional to Caribbean Islands

When did momondo last update prices for flights from Gainesville Regional Airport to Caribbean Islands?

Prices for flights from Gainesville Regional Airport to Caribbean Islands are refreshed on a daily basis.

How many operators does momondo search for flights from Gainesville Regional Airport to Caribbean Islands?

There is 1 operator available for flights from Gainesville Regional Airport to Caribbean Islands as of September 2026.

How old do you have to be to fly from Gainesville Regional Airport to Caribbean Islands?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Gainesville Regional Airport to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$323 Cheap Flights from Gainesville to Caribbean Islands in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Gainesville to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:01 am - 12:16 amGNV Gainesville Regional-SJU San Juan Luis Munoz Marin Intl

16h 15m1 stop Dallas/Fort Worth

11:38 am - 11:56 pmSJU San Juan Luis Munoz Marin Intl-GNV Gainesville Regional

13h 18m1 stop Miami

$557American Airlines

Sun, Feb 21 - Thu, Feb 25

4:59 pm - 11:50 pmGNV Gainesville Regional-SJU San Juan Luis Munoz Marin Intl

5h 51m1 stop Atlanta Hartsfield-Jackson

6:15 am - 4:04 pmSJU San Juan Luis Munoz Marin Intl-GNV Gainesville Regional

10h 49m1 stop Atlanta Hartsfield-Jackson

$578Delta

Sat, Jan 30 - Sat, Feb 6

6:38 pm - 10:38 amGNV Gainesville Regional-SJU San Juan Luis Munoz Marin Intl

15h 00m2 stops Charlotte Douglas Miami

11:28 am - 11:59 pmSJU San Juan Luis Munoz Marin Intl-GNV Gainesville Regional

13h 31m1 stop Miami

$588American Airlines

Sat, Jan 30 - Sat, Feb 6

6:38 pm - 9:38 amGNV Gainesville Regional-SJU San Juan Luis Munoz Marin Intl

14h 00m2 stops Charlotte Douglas Miami

5:15 am - 2:18 pmSJU San Juan Luis Munoz Marin Intl-GNV Gainesville Regional

10h 03m2 stops Miami Charlotte Douglas

$588American Airlines

Sat, Jan 30 - Sat, Feb 6

6:00 am - 10:32 pmGNV Gainesville Regional-SJU San Juan Luis Munoz Marin Intl

15h 32m1 stop Miami

10:32 am - 11:59 pmSJU San Juan Luis Munoz Marin Intl-GNV Gainesville Regional

14h 27m1 stop Miami

$598American Airlines

Mon, Dec 21 - Mon, Jan 11

7:34 pm - 1:28 pmGNV Gainesville Regional-SJU San Juan Luis Munoz Marin Intl

17h 54m2 stops Charlotte Douglas Miami

3:51 pm - 9:09 amSJU San Juan Luis Munoz Marin Intl-GNV Gainesville Regional

17h 18m1 stop Charlotte Douglas

$606American Airlines

Thu, Oct 8 - Sun, Oct 11

6:00 am - 11:31 amGNV Gainesville Regional-SJU San Juan Luis Munoz Marin Intl

5h 31m1 stop Miami

3:51 pm - 9:09 amSJU San Juan Luis Munoz Marin Intl-GNV Gainesville Regional

17h 18m1 stop Charlotte Douglas

$606American Airlines

Thu, Oct 8 - Sun, Oct 11

6:00 am - 1:43 pmGNV Gainesville Regional-NAS Nassau Intl

7h 43m1 stop Miami

2:44 pm - 11:59 pmNAS Nassau Intl-GNV Gainesville Regional

9h 15m1 stop Miami

$614American Airlines

Mon, Nov 2 - Mon, Nov 9

6:38 pm - 11:14 amGNV Gainesville Regional-NAS Nassau Intl

16h 36m2 stops Charlotte Douglas Miami

6:45 pm - 10:08 amNAS Nassau Intl-GNV Gainesville Regional

15h 23m2 stops Miami Charlotte Douglas

$618American Airlines

Mon, Nov 2 - Mon, Nov 9

4:02 pm - 10:18 pmGNV Gainesville Regional-SJU San Juan Luis Munoz Marin Intl

6h 16m1 stop Atlanta Hartsfield-Jackson

2:59 pm - 10:43 pmSJU San Juan Luis Munoz Marin Intl-GNV Gainesville Regional

7h 44m1 stop Atlanta Hartsfield-Jackson

$712Delta

Wed, Oct 14 - Mon, Oct 19

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Delta flights from Gainesville to Caribbean Islands

Our best Delta deals on Gainesville to Caribbean Islands flight tickets

Delta

Jan 30

GNV4:59 pmGainesville Regional

5h 51m

1 stop

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Feb 6

SJU6:15 amSan Juan Luis Munoz Marin Intl

10h 49m

1 stop

GNV4:04 pmGainesville Regional

$578

Delta

Sep 26

GNV1:26 pmGainesville Regional

8h 53m

1 stop

SJU10:19 pmSan Juan Luis Munoz Marin Intl

Sep 30

SJU7:00 amSan Juan Luis Munoz Marin Intl

5h 39m

1 stop

GNV12:39 pmGainesville Regional

$642

Delta

Sep 26

GNV1:26 pmGainesville Regional

8h 53m

1 stop

SJU10:19 pmSan Juan Luis Munoz Marin Intl

Sep 30

SJU7:00 amSan Juan Luis Munoz Marin Intl

5h 39m

1 stop

GNV12:39 pmGainesville Regional

$667

American Airlines flights from Gainesville to Caribbean Islands

Our best American Airlines deals on Gainesville to Caribbean Islands flight tickets

American Airlines

Jan 30

GNV6:38 pmGainesville Regional

15h 00m

2 stops

SJU10:38 amSan Juan Luis Munoz Marin Intl

Feb 6

SJU11:28 amSan Juan Luis Munoz Marin Intl

13h 31m

1 stop

GNV11:59 pmGainesville Regional

$588

American Airlines

Dec 21

GNV6:00 amGainesville Regional

15h 32m

1 stop

SJU10:32 pmSan Juan Luis Munoz Marin Intl

Jan 11

SJU10:32 amSan Juan Luis Munoz Marin Intl

14h 27m

1 stop

GNV11:59 pmGainesville Regional

$598

American Airlines

Oct 8

GNV7:34 pmGainesville Regional

17h 54m

2 stops

SJU1:28 pmSan Juan Luis Munoz Marin Intl

Oct 11

SJU3:51 pmSan Juan Luis Munoz Marin Intl

17h 18m

1 stop

GNV9:09 amGainesville Regional

$606

momondo Fare Finder

Use the filters below to find and compare flights from Gainesville to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GainesvilleSan Juan

GNV Gainesville Regional - SJU San Juan Luis Munoz Marin Intl

GNVSJU

Gainesville Regional

Sun 2/21

7:01 am-12:16 am

1 stop16h 15m

San Juan Luis Munoz Marin Intl

Thu 2/25

11:38 am-11:56 pm

1 stop13h 18m

$557

GainesvilleSan Juan

GNV Gainesville Regional - SJU San Juan Luis Munoz Marin Intl

GNVSJU

Gainesville Regional

Sat 1/30

4:59 pm-11:50 pm

1 stop5h 51m

San Juan Luis Munoz Marin Intl

Sat 2/6

6:15 am-4:04 pm

1 stop10h 49m

$578

GainesvilleSan Juan

GNV Gainesville Regional - SJU San Juan Luis Munoz Marin Intl

GNVSJU

Gainesville Regional

Sat 1/30

6:38 pm-10:38 am

2 stops15h 00m

San Juan Luis Munoz Marin Intl

Sat 2/6

11:28 am-11:59 pm

1 stop13h 31m

$588

GainesvilleSan Juan

GNV Gainesville Regional - SJU San Juan Luis Munoz Marin Intl

GNVSJU

Gainesville Regional

Sat 1/30

6:38 pm-9:38 am

2 stops14h 00m

San Juan Luis Munoz Marin Intl

Sat 2/6

5:15 am-2:18 pm

2 stops10h 03m

$588

GainesvilleSan Juan

GNV Gainesville Regional - SJU San Juan Luis Munoz Marin Intl

GNVSJU

Gainesville Regional

Mon 12/21

6:00 am-10:32 pm

1 stop15h 32m

San Juan Luis Munoz Marin Intl

Mon 1/11

10:32 am-11:59 pm

1 stop14h 27m

$598

GainesvilleSan Juan

GNV Gainesville Regional - SJU San Juan Luis Munoz Marin Intl

GNVSJU

Gainesville Regional

Thu 10/8

7:34 pm-1:28 pm

2 stops17h 54m

San Juan Luis Munoz Marin Intl

Sun 10/11

3:51 pm-9:09 am

1 stop17h 18m

$606

GainesvilleSan Juan

GNV Gainesville Regional - SJU San Juan Luis Munoz Marin Intl

GNVSJU

Gainesville Regional

Thu 10/8

6:00 am-11:31 am

1 stop5h 31m

San Juan Luis Munoz Marin Intl

Sun 10/11

3:51 pm-9:09 am

1 stop17h 18m

$606

GainesvilleNassau

GNV Gainesville Regional - NAS Nassau Intl

GNVNAS

Gainesville Regional

Mon 11/2

6:00 am-1:43 pm

1 stop7h 43m

Nassau Intl

Mon 11/9

2:44 pm-11:59 pm

1 stop9h 15m

$614

GainesvilleNassau

GNV Gainesville Regional - NAS Nassau Intl

GNVNAS

Gainesville Regional

Mon 11/2

6:38 pm-11:14 am

2 stops16h 36m

Nassau Intl

Mon 11/9

6:45 pm-10:08 am

2 stops15h 23m

$618

Quickest round-trip

GainesvilleSan Juan

GNV Gainesville Regional - SJU San Juan Luis Munoz Marin Intl

GNVSJU

Gainesville Regional

Wed 10/14

4:02 pm-10:18 pm

1 stop6h 16m

San Juan Luis Munoz Marin Intl

Mon 10/19

2:59 pm-10:43 pm

1 stop7h 44m

$712

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Gainesville 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

Prices

Airlines

Can stopping save me money on Gainesville to Caribbean Islands flights?

You could potentially save up to 11% on your flight if you consider stops on a Gainesville to Caribbean Islands flight.

Cheap Gainesville to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Gainesville to Caribbean Islands

Best Price Found	$323
Fastest flight time	3h 42m
Direct flights	None

The best one-way flight to Caribbean Islands from Gainesville in the past 72 hours is $323. The best round-trip flight deal from Gainesville to Caribbean Islands found on momondo in the last 72 hours is $557.

The fastest flight from Gainesville to Caribbean Islands takes 3h 42m

There are no direct flights from Gainesville to Caribbean Islands. There are no popular flight routes from Gainesville to Caribbean Islands.

Search flight deals

Frequently asked questions about flying from Gainesville to Caribbean Islands

When did momondo last update prices for flights from Gainesville Regional Airport to Caribbean Islands?
Prices for flights from Gainesville Regional Airport to Caribbean Islands are refreshed on a daily basis.
How many operators does momondo search for flights from Gainesville Regional Airport to Caribbean Islands?
There is 1 operator available for flights from Gainesville Regional Airport to Caribbean Islands as of September 2026.
How old do you have to be to fly from Gainesville Regional Airport to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Gainesville Regional Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Gainesville to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Gainesville to Caribbean Islands is Boeing 717-200, representing 11.28% of all bookings. The subsequent popular models are Canadair (Bombardier) Regional Jet 900 at 10.78%, Embraer 175 at 9.77%, and Airbus A320-100/200 at 9.02%.

Best airlines flying from Gainesville to Caribbean Islands

Compare and see reviews for airlines that fly from Gainesville to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $390	Free Cancellation	Rating 7.0 12,081 reviews		Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Gainesville to Caribbean Islands?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Gainesville.

Can I find flights from Gainesville to Caribbean Islands with flexible booking policies on momondo?

Yes. All flights to Caribbean Islands from Gainesville on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Gainesville to Caribbean Islands?

momondo provides multiple filters to help you find the best flight to Caribbean Islands from Gainesville. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Gainesville to Caribbean Islands right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Gainesville to Caribbean Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.