$135 Find Cheap Flights from Caribbean to Gulfport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Gulfport departing on 2/25. 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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Everything you should know

Cheapest round-trip
$313
Multiple Airlines
Sat 2/28Sun 3/8
SJU - GPT • 2 stops
Cheapest one-way
$135
Typical prices: $283-$284
Multiple Airlines
Wed 2/25
SJU - GPT • 2 stops
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean to Gulfport

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Gulfport 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 Gulfport

Sat, Feb 28 - Sun, Mar 8
Multiple Airlines Logo
5:31 pm - 9:00 am
SJU
-
GPT
41h 29m
2 stops
Multiple Airlines Logo
7:20 pm - 9:17 am
GPT
-
SJU
12h 57m
1 stop
$313Multiple Airlines
Sat, Feb 28 - Sun, Mar 8
Multiple Airlines Logo
8:05 pm - 6:40 pm
SJU
-
GPT
24h 35m
1 stop
Multiple Airlines Logo
7:20 pm - 9:17 am
GPT
-
SJU
12h 57m
1 stop
$341Multiple Airlines
Sat, May 9 - Mon, May 18
Multiple Airlines Logo
7:05 pm - 7:10 pm
SJU
-
GPT
25h 05m
1 stop
Multiple Airlines Logo
5:31 pm - 12:20 pm
GPT
-
SJU
17h 49m
2 stops
$351Multiple Airlines
Sat, Feb 28 - Mon, Mar 9
Multiple Airlines Logo
5:31 pm - 9:00 am
SJU
-
GPT
41h 29m
2 stops
Multiple Airlines Logo
6:54 pm - 1:25 pm
GPT
-
SJU
17h 31m
1 stop
$355Multiple Airlines
Sat, May 9 - Mon, May 18
Multiple Airlines Logo
3:43 pm - 7:10 pm
SJU
-
GPT
28h 27m
1 stop
Multiple Airlines Logo
5:31 pm - 12:59 pm
GPT
-
SJU
18h 28m
1 stop
$366Multiple Airlines
Sat, Feb 28 - Mon, Mar 9
Multiple Airlines Logo
8:05 pm - 6:40 pm
SJU
-
GPT
24h 35m
1 stop
Multiple Airlines Logo
6:54 pm - 1:25 pm
GPT
-
SJU
17h 31m
1 stop
$384Multiple Airlines
Wed, Jul 22 - Mon, Jul 27
American Airlines Logo
12:39 am - 10:55 am
SJU
-
GPT
11h 16m
1 stop
American Airlines Logo
7:47 pm - 4:32 am
GPT
-
SJU
7h 45m
1 stop
$386American Airlines
Wed, Jul 22 - Mon, Jul 27
American Airlines Logo
12:39 am - 1:48 pm
SJU
-
GPT
14h 09m
1 stop
American Airlines Logo
7:47 pm - 4:32 am
GPT
-
SJU
7h 45m
1 stop
$396American Airlines
Sat, Apr 18 - Wed, Apr 22
American Airlines Logo
4:30 pm - 11:58 pm
SJU
-
GPT
8h 28m
1 stop
American Airlines Logo
6:10 pm - 12:29 pm
GPT
-
SJU
17h 19m
2 stops
$411American Airlines
Sat, Feb 28 - Tue, Mar 10
Delta Logo
7:30 am - 2:06 pm
SJU
-
GPT
8h 36m
1 stop
Delta Logo
2:44 pm - 11:15 pm
GPT
-
SJU
7h 31m
1 stop
$416Delta
Useful Info

Good to know

Low seasonSeptember
Cheapest flight$135
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 24% increase in price.
Flight from San Juan to Gulfport

FAQs for booking flights from Caribbean to Gulfport

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

    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 Gulfport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Gulfport 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 Gulfport?

    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 Gulfport 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 Gulfport?

    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 Gulfport 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 Gulfport

 
Need help choosing which airline to fly with from Caribbean to Gulfport? 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.
7.9
DeltaOverall score based on 8128 reviews
8.1Boarding
7.9Comfort
7.2Food
8.5Crew
7.8Entertainment
Airline reviews

Timing, quality of service, promptness and courtesy of the staff

10.0 ExcellentAjai, Jan 2026
DFW - ATL
Read more Delta reviews

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Very convenient considering that is a non-stop flight, but the Aeromexico still has old model planes, so the entertainment was very poor and the space for carry-on luggage was very limited.

Flight taking off must have been behind, because there was no pre-departure drink for first class like normal. Also, person in front of mine’s seat got stuck in the as far back as it normally goes position for the whole flight even during landing, flight attendant unable to fix it. Gate was not empty when we arrived, but that is MSP’s fault since was overdue for push back, not Delta’s, so had to sit on tarmac for a while and international flight so then still had to go through customs. Flight crew was excellent throughout though!

Flight from MEX to ATL had to divert to Tampa. When we got off the plane, there were non directions on what to do. Nearly 30 minutes just standing around. Finally told to go through security with no boarding passes, and turned away. Then told to to go back. Took forever to leave Tampa for ATL. Missed my connection to Harrisburg.

Everything you need to know for your flight to Gulfport

Information on the airport you'll fly into in Gulfport