$89 Find Cheap Flights from San Antonio to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Antonio to Caribbean Islands departing on 5/16. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Antonio to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Antonio to Caribbean Islands, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights Deals

Best Caribbean Islands Flight Deals from San Antonio

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$297
Santo Domingo
Santo Domingo1 stop$365
Montego Bay
Montego Bay2 stops$373
Oranjestad
Oranjestad1 stop$435
Nassau
Nassau1 stop$425
Kingston
Kingston1 stop$347
Simpson Bay
Simpson Bay2 stops$444
Providenciales
Providenciales1 stop$438
Bridgetown
Bridgetown1 stop$596
Port of Spain
Port of Spain2 stops$549
George Town
George Town1 stop$434
St. John's
St. John's1 stop$675
Puerto Plata
Puerto Plata2 stops$812
Aguadilla
Aguadilla2 stops$603
Punta Cana
Punta Cana1 stop$297
Santo Domingo
Santo Domingo1 stop$365
Montego Bay
Montego Bay2 stops$373
Oranjestad
Oranjestad1 stop$435
Nassau
Nassau1 stop$425
Kingston
Kingston1 stop$347
Simpson Bay
Simpson Bay2 stops$444
Providenciales
Providenciales1 stop$438
Bridgetown
Bridgetown1 stop$596
Port of Spain
Port of Spain2 stops$549
George Town
George Town1 stop$434
St. John's
St. John's1 stop$675
Puerto Plata
Puerto Plata2 stops$812
Aguadilla
Aguadilla2 stops$603

Cheap Flights from San Antonio to Caribbean Islands

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

Recent round-trip flight deals from San Antonio to Caribbean Islands

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from San Antonio to Caribbean Islands.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
5:04 pm - 10:35 pmSAT-SJU
4h 31mnonstop
Spirit Airlines Logo
11:50 am - 3:56 pmSJU-SAT
5h 06mnonstop
$198Spirit Airlines
Find Deal
Mon, May 26 - Mon, Jun 2
Spirit Airlines Logo
5:04 pm - 10:35 pmSAT-SJU
4h 31mnonstop
Spirit Airlines Logo
11:50 am - 3:56 pmSJU-SAT
5h 06mnonstop
$203Spirit Airlines
Find Deal
Mon, May 19 - Fri, May 23
Spirit Airlines Logo
5:04 pm - 10:35 pmSAT-SJU
4h 31mnonstop
Spirit Airlines Logo
11:50 am - 3:56 pmSJU-SAT
5h 06mnonstop
$204Spirit Airlines
Find Deal
Mon, May 19 - Fri, May 23
Delta Logo
12:15 pm - 10:08 pmSAT-SJU
8h 53m1 stop
Delta Logo
12:57 pm - 10:23 pmSJU-SAT
10h 26m1 stop
$275Delta
Find Deal
Wed, Oct 1 - Sat, Oct 11
Delta Logo
1:30 pm - 10:47 pmSAT-SJU
8h 17m1 stop
Delta Logo
5:43 pm - 12:21 amSJU-SAT
7h 38m1 stop
$315Delta
Find Deal
Mon, May 12 - Wed, May 21
United Airlines Logo
9:50 am - 11:57 pmSAT-SJU
13h 07m2 stops
United Airlines Logo
1:05 am - 1:20 pmSJU-SAT
13h 15m2 stops
$365United Airlines
Find Deal
Wed, Oct 1 - Tue, Oct 7
United Airlines Logo
6:48 am - 11:57 pmSAT-SJU
16h 09m2 stops
United Airlines Logo
2:55 pm - 9:17 pmSJU-SAT
7h 22m1 stop
$378United Airlines
Find Deal
Wed, Sep 10 - Tue, Sep 30
American Airlines Logo
5:00 am - 3:02 pmSAT-STT
9h 02m1 stop
American Airlines Logo
5:05 pm - 12:30 amSTT-SAT
8h 25m1 stop
$379American Airlines
Find Deal
Mon, Jun 30 - Wed, Jul 30
American Airlines Logo
5:04 am - 4:20 pmSAT-SJU
10h 16m2 stops
American Airlines Logo
8:30 am - 11:09 pmSJU-SAT
15h 39m1 stop
$387American Airlines
Find Deal
Tue, Sep 23 - Sun, Sep 28
Southwest Logo
5:35 am - 3:00 pmSAT-PLS
8h 25m2 stops
Southwest Logo
4:00 pm - 9:35 amPLS-SAT
18h 35m2 stops
$588Southwest
Find Deal
Sun, Jul 6 - Fri, Jul 11
Useful Info

KAYAK's insights & trends for San Antonio to Caribbean Islands flights

Get data-powered insights and trends into flights from San Antonio to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest San Antonio to Caribbean Islands flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from San Antonio to Caribbean Islands.

The cheapest ticket to Caribbean Islands from San Antonio found in the last 72 hours was to San Juan, at $95 round-trip. The most popular route is from San Antonio (SAT) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $95.

What is the cheapest month to fly from San Antonio to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Antonio to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from San Antonio to Caribbean Islands is September, when tickets cost $360 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $646 and $489 respectively.

What’s the cheapest day of the week to fly from San Antonio to Caribbean Islands?

The average price of all round-trip flights from San Antonio to Caribbean Islands clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from San Antonio to Caribbean Islands, look for departures on Fridays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Caribbean Islands, Wednesday is the cheapest day to fly and Monday is the most expensive.

How far in advance should I book a flight from San Antonio to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from San Antonio to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from San Antonio to Caribbean Islands, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.


Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$89
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from San Antonio to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from San Antonio to Caribbean Islands?

    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 San Antonio to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Antonio to 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 San Antonio to Caribbean Islands?

    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 from San Antonio to Caribbean Islands with an airline and back with another airline.

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

    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 from San Antonio to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the morning, when round-trip flights cost $208 on average. Morning departures are around 23% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally at night, which is peak travel time and where the average cost of a ticket is $438.

Top 5 airlines serving from San Antonio to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from San Antonio to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San Antonio to Caribbean Islands? 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.
8.0
SouthwestOverall score based on 4294 reviews
7.6Entertainment
7.1Food
8.6Crew
8.0Comfort
8.2Boarding
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Our bag was lost so that made unnecessary chaos On our trip

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

It was an overnight flight and I desperately needed coffee before we landed, but Delta does only one beverage service, and that is shortly after takeoff, not before landing at 5 am.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

My suitcase was completed destroyed. The top part is broken and unusable now.

We boarded but then sat there waiting on some missed connection people to get on so we sat for about 15 minutes for that. Then we sat again because the passenger manifest was wrong and they had to figure it out before we could leave. That took about another 20 minutes or so. The crew was working hard to figure it out so it’s not their fault. It ended up being a system glitch where someone was upgraded to first class while another person was also in the same seat and it just created a mess that took a little while to figure out. They literally went to every person on the plane asking their names to see who was sitting in the wrong seat. I also hate the entertainment that must be watched on your phone or tablet. Just give us setback screens. It’s so much better. Almost every Delta flight has this now and it is so nice to have them. The crew did a great job. I have no complaints from them. They were very hard working, even with the mishap and a disgruntled passenger.

My priority checked bag was not loaded on the flight. I had to sit in baggage claim in Las Vegas for 2 1/2 hours waiting for the next flight. All baggage staff were very helpful, tracking showed it as scanned for loading. Nobody told me why it wasn't on my flight.

All male crew was just too woke for me. I felt like a sardine. I will never take a window seat or the rearmost seat again. I booked early and did not pay for seat selection and that was a mistake. The security at IAH was atrocious. I was violated and radiated as I was in a hurry to connect to my other flight. I may have lost items under the seat in front of me that I couldn't see nor bend over to look.

Food choices were very limited. Taste of the dishes was average.

It’s been awhile since I have traveled on United. I, along with my family who were on the flight noted how smoothly everything went . Boarding, flight crew and service was excellent.

Oh my gosh, I loved my experience with United! they made me want to travel more often.

In general ok, my only issue is that they had no hot items for purchase. I had very little time in my connection due to baggage/customs/TSA, thag I barely even had a chance for a stop at the washroom and buy water, to make it to my gate when they started boarding. I had nothing to eat because the trip started early, so I was ready to purchase, and they had nothing except for dry items like snacks. I had to purchase a mediocre, overpriced cheese and fruit board, instead of at least a pizza or sliders that I was planning on getting. Other than that, it was fine. But that’s typical Air Canada, to not have enough.

How badly can you screw up baggage claim? We were told to go to baggage claim too for our bags from this flight. Another flights bags were there. They finished up. More bags from a different flight arrived. Our bags did not Finally the baggage claim belt stopped working and and are flight was still listed on the arrivals for that baggage claim 2. And then nothing It turns out that they had been delivered not only the United baggage claim but far away on a Delta baggage claim No I never told us. It was only the people looking around who had been on the flight But I’m sure there was plenty of time for the employees to raffle through the bags and steal whatever they wanted

Took off on time and successfully avoided weather that looked to be a problem along the way

I liked everything. Except that my neck was hurting on the seat. I couldn't sleep.

We were delayed Al ost / hours after boarding so that maintenance had to add oil to the engines. Then the oil they grabbed had been left out in the Dallas record cold and was frozen. They had to go back to the hanger and grab some that was not frozen.

They changed my seat from one that I had paid for as an upgrade to a regular seat at the last minute.

Flight was empty so had a whole row to myself. Still had to wait to get the bag due to the negligence at Palm Springs departure.

Everything was on time, we arrived early, everything worked well.

Angela was the best fa ever. She made that 8 hour flight a breeze

This was a pleasant, short flight and the crew was friendly.

The service and food needs to improve to catch up with other international flights

Small plane, so no entertainment. Hour delay! Nobody explained wht the delay was all about.

All was good expecting the seats need a bit of cushion. Besides that I can’t complain.

You get what you pay for, and the flights went smoothly. There’s no reclining chairs, no screens, And there isn’t always wifi, but the plane was clean and staff was friendly and the takeoff/landing were smooth.

It’s what we expected from Spirit..reasonable cost, good for a 2-3 hour flight. Disappointed that we had a 2 hour delay in departure from DFW for a maintenance issue, but the pilot handled it well once we were outbound on a different Airbus.

The flight was on time. The seats are very narrow.

Unclear pricing; ended up being charged an extra $52 just to get onboard

Seats are poor. They do not lean back. They do not even have pockets on the back, making it impossible to store a phone or a coke bottle. If you opt for basic economy cheap seats, they stick you always in the middle or window seat, even though there are unoccupied seats on the aisle. And then there is the nickel and diming. No carry-ons. And checking your carry-on is $70. At the end there is no price advantage but there is plenty of aggravation.

Flight crew was great. Spirit leaves a lot to be desired in terms of comfort.

Worst Airplane ride I ever have taken... My purchased seat was changed without my consent

would be great to get basic water, soda at least and stop charging for carry ons

They changed our departure time 6 times before I even reached the airport. Delayed, Ontime, Delayed Back on time, Then Delayed. We finally boarded the plane and then we had to sit on the runway for over an hour only to be told they were taking us back to the gate for an additional 2 hour delay. Lack of communication and a complete waste of time! Never again!

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.