$278 Find Cheap Flights from Caribbean Islands 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 12/23. 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
$405
American Airlines
Tue 3/3Sun 3/8
SJU - GPT • 1 stop
Cheapest one-way
$278
United Airlines
Tue 12/23
SJU - GPT • 1 stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to Gulfport

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

Tue, Mar 3 - Sun, Mar 8
American Airlines Logo
7:30 am - 10:57 pm
SJU
-
GPT
17h 27m1 stop
American Airlines Logo
5:16 pm - 9:00 am
GPT
-
SJU
14h 44m2 stops
$405American Airlines
Thu, Jan 22 - Mon, Jan 26
United Airlines Logo
7:45 am - 3:58 pm
SJU
-
GPT
10h 13m1 stop
United Airlines Logo
7:00 am - 4:36 pm
GPT
-
SJU
7h 36m1 stop
$465United Airlines
Tue, Dec 23 - Wed, Jan 7
American Airlines Logo
8:25 am - 4:08 pm
SJU
-
GPT
9h 43m1 stop
American Airlines Logo
5:31 am - 6:22 pm
GPT
-
SJU
10h 51m2 stops
$505American Airlines
Tue, Dec 23 - Wed, Jan 7
American Airlines Logo
8:25 am - 12:12 am
SJU
-
GPT
17h 47m1 stop
American Airlines Logo
5:31 am - 6:22 pm
GPT
-
SJU
10h 51m2 stops
$515American Airlines
Thu, Jan 22 - Mon, Jan 26
United Airlines Logo
7:45 am - 1:22 pm
SJU
-
GPT
7h 37m1 stop
United Airlines Logo
7:00 am - 4:36 pm
GPT
-
SJU
7h 36m1 stop
$520United Airlines
Wed, Dec 17 - Sat, Jan 3
American Airlines Logo
11:00 am - 10:33 pm
SJU
-
GPT
13h 33m2 stops
American Airlines Logo
7:36 pm - 2:59 pm
GPT
-
SJU
17h 23m1 stop
$556American Airlines
Tue, Dec 23 - Wed, Jan 7
United Airlines Logo
10:15 am - 4:03 pm
SJU
-
GPT
7h 48m1 stop
United Airlines Logo
7:00 am - 4:36 pm
GPT
-
SJU
7h 36m1 stop
$560United Airlines
Tue, Dec 23 - Wed, Jan 7
American Airlines Logo
5:24 am - 4:08 pm
SJU
-
GPT
12h 44m2 stops
American Airlines Logo
5:31 am - 6:22 pm
GPT
-
SJU
10h 51m2 stops
$565American Airlines
Tue, Dec 23 - Wed, Jan 7
American Airlines Logo
5:24 am - 4:08 pm
SJU
-
GPT
12h 44m2 stops
American Airlines Logo
5:31 am - 6:22 pm
GPT
-
SJU
10h 51m2 stops
$576American Airlines
Thu, Jan 22 - Mon, Jan 26
United Airlines Logo
8:10 am - 7:48 pm
SJU
-
GPT
13h 38m2 stops
United Airlines Logo
1:57 pm - 1:17 pm
GPT
-
SJU
21h 20m2 stops
$585United Airlines
Useful Info

Good to know

Cheapest flight$278
Flight from San Juan to Gulfport

FAQs for booking flights from Caribbean Islands to Gulfport

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Gulfport from Caribbean Islands 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 Islands 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 Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands 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 Islands 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 Islands to Gulfport

 
Need help choosing which airline to fly with from Caribbean Islands 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 8009 reviews
7.9Comfort
7.3Food
7.9Entertainment
8.1Boarding
8.5Crew
Airline reviews

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

6.0 GoodJeff, Dec 2025
JFK - MIA
Read more Delta reviews

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

For some reason, I couldn't choose my seat. The airline gave me a seat when I got there. Not happy about that. Otherwise, everything else was great!

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

Everything you need to know for your flight to Gulfport

Information on the airport you'll fly into in Gulfport