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Cheap flights from Gainesville to Caribbean Islands from $273

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Gainesville to Caribbean Islands departing on 2/14. 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 Gainesville to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 11:56 am
GNV
-
SJU
4h 56m
1 stop
American Airlines Logo
4:40 pm - 11:59 pm
SJU
-
GNV
8h 19m
1 stop
$426American Airlines
Mon, Mar 2 - Fri, Mar 6
American Airlines Logo
7:59 pm - 10:53 am
GNV
-
SJU
14h 54m
2 stops
American Airlines Logo
10:03 am - 11:51 pm
SJU
-
GNV
13h 48m
1 stop
$451American Airlines
Fri, Apr 17 - Fri, Apr 24
American Airlines Logo
9:44 am - 12:17 am
GNV
-
SJU
14h 33m
1 stop
American Airlines Logo
12:39 am - 4:48 pm
SJU
-
GNV
16h 09m
1 stop
$456American Airlines
Mon, Jul 20 - Thu, Jul 23
American Airlines Logo
7:34 pm - 9:33 am
GNV
-
SJU
13h 59m
2 stops
American Airlines Logo
6:00 am - 10:37 pm
SJU
-
GNV
16h 37m
2 stops
$466American Airlines
Mon, Jul 20 - Fri, Jul 24
Delta Logo
6:00 am - 2:31 pm
GNV
-
SJU
7h 31m
1 stop
Delta Logo
6:15 am - 4:24 pm
SJU
-
GNV
11h 09m
1 stop
$571Delta
Wed, Feb 11 - Sat, Feb 14
Delta Logo
6:00 am - 2:40 pm
GNV
-
PLS
8h 40m
1 stop
Delta Logo
4:05 pm - 10:29 pm
PLS
-
GNV
6h 24m
1 stop
$715Delta
Fri, Jun 26 - Tue, Jun 30
Delta Logo
6:00 am - 3:40 pm
GNV
-
PUJ
9h 40m
1 stop
Delta Logo
2:46 pm - 10:39 pm
PUJ
-
GNV
7h 53m
1 stop
$725Delta
Fri, Apr 10 - Tue, Apr 14
WestJet Logo
6:00 am - 8:57 am
GNV
-
PUJ
26h 57m
2 stops
WestJet Logo
3:30 pm - 4:09 pm
PUJ
-
GNV
24h 39m
2 stops
$1,977WestJet
Fri, Apr 10 - Tue, Apr 14
WestJet Logo
7:00 pm - 8:57 am
GNV
-
PUJ
37h 57m
2 stops
WestJet Logo
1:30 pm - 12:47 pm
PUJ
-
GNV
23h 17m
2 stops
$1,978WestJet
Thu, Apr 2 - Thu, Apr 9
WestJet Logo
6:00 am - 3:17 pm
GNV
-
SXM
32h 17m
2 stops
WestJet Logo
4:20 pm - 6:13 pm
SXM
-
GNV
26h 53m
2 stops
$3,683WestJet
Sun, Feb 8 - Wed, Feb 11

American Airlines flights from Gainesville to Caribbean Islands

Our best American Airlines deals on Gainesville to Caribbean Islands flight tickets
American Airlines
Mar 2
GNV6:00 amGainesville Regional
4h 56m
1 stop
SJU11:56 amSan Juan Luis Munoz Marin Intl
Mar 6
SJU4:40 pmSan Juan Luis Munoz Marin Intl
8h 19m
1 stop
GNV11:59 pmGainesville Regional
$426
American Airlines
Apr 17
GNV7:59 pmGainesville Regional
14h 54m
2 stops
SJU10:53 amSan Juan Luis Munoz Marin Intl
Apr 24
SJU10:03 amSan Juan Luis Munoz Marin Intl
13h 48m
1 stop
GNV11:51 pmGainesville Regional
$451
American Airlines
Jul 20
GNV9:44 amGainesville Regional
14h 33m
1 stop
SJU12:17 amSan Juan Luis Munoz Marin Intl
Jul 23
SJU12:39 amSan Juan Luis Munoz Marin Intl
16h 09m
1 stop
GNV4:48 pmGainesville Regional
$456

Delta flights from Gainesville to Caribbean Islands

Our best Delta deals on Gainesville to Caribbean Islands flight tickets
Delta
Feb 11
GNV6:00 amGainesville Regional
7h 31m
1 stop
SJU2:31 pmSan Juan Luis Munoz Marin Intl
Feb 14
SJU6:15 amSan Juan Luis Munoz Marin Intl
11h 09m
1 stop
GNV4:24 pmGainesville Regional
$571
Delta
Jun 26
GNV6:00 amGainesville Regional
8h 40m
1 stop
PLS2:40 pmProvidenciales
Jun 30
PLS4:05 pmProvidenciales
6h 24m
1 stop
GNV10:29 pmGainesville Regional
$715
Delta
Apr 10
GNV6:00 amGainesville Regional
9h 40m
1 stop
PUJ3:40 pmPunta Cana
Apr 14
PUJ2:46 pmPunta Cana
7h 53m
1 stop
GNV10:39 pmGainesville Regional
$725

momondo Fare Finder

 
Customize your flight search to find flights from Gainesville 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 January 29, 2026.
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

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Mon 3/2

6:00 am-11:56 am

1 stop4h 56m

San Juan Luis Munoz Marin Intl

Fri 3/6

4:40 pm-11:59 pm

1 stop8h 19m

$426

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Fri 4/17

7:59 pm-10:53 am

2 stops14h 54m

San Juan Luis Munoz Marin Intl

Fri 4/24

10:03 am-11:51 pm

1 stop13h 48m

$451

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Mon 7/20

9:44 am-12:17 am

1 stop14h 33m

San Juan Luis Munoz Marin Intl

Thu 7/23

12:39 am-4:48 pm

1 stop16h 09m

$456

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Mon 7/20

7:34 pm-9:33 am

2 stops13h 59m

San Juan Luis Munoz Marin Intl

Fri 7/24

6:00 am-10:37 pm

2 stops16h 37m

$466

GainesvilleSan Juan

GNV - SJU

GNVSJU

Gainesville Regional

Wed 2/11

6:00 am-2:31 pm

1 stop7h 31m

San Juan Luis Munoz Marin Intl

Sat 2/14

6:15 am-4:24 pm

1 stop11h 09m

$571

GainesvilleProvidenciales

GNV - PLS

GNVPLS

Gainesville Regional

Fri 6/26

6:00 am-2:40 pm

1 stop8h 40m

Providenciales

Tue 6/30

4:05 pm-10:29 pm

1 stop6h 24m

$715

GainesvillePunta Cana

GNV - PUJ

GNVPUJ

Gainesville Regional

Fri 4/10

6:00 am-3:40 pm

1 stop9h 40m

Punta Cana

Tue 4/14

2:46 pm-10:39 pm

1 stop7h 53m

$725

GainesvillePunta Cana

GNV - PUJ

GNVPUJ

Gainesville Regional

Fri 4/10

6:00 am-8:57 am

2 stops26h 57m

Punta Cana

Tue 4/14

3:30 pm-4:09 pm

2 stops24h 39m

$1,977

GainesvillePunta Cana

GNV - PUJ

GNVPUJ

Gainesville Regional

Thu 4/2

7:00 pm-8:57 am

2 stops37h 57m

Punta Cana

Thu 4/9

1:30 pm-12:47 pm

2 stops23h 17m

$1,978

GainesvilleSimpson Bay

GNV - SXM

GNVSXM

Gainesville Regional

Sun 2/8

6:00 am-3:17 pm

2 stops32h 17m

Simpson Bay Princess Juliana

Wed 2/11

4:20 pm-6:13 pm

2 stops26h 53m

$3,683

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

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

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

You could potentially save up to 32% 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

Fastest flight time

4h 56m

Direct flights

None
The fastest flight from Gainesville to Caribbean Islands takes 4h 56m
There are no direct flights from Gainesville to Caribbean Islands. There are no popular flight routes from Gainesville to Caribbean Islands.
Search flight deals

  • 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?

  • 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?

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 AirlinesPriceFrom $390Free CancellationRating
7.2
11,205 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.

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