$125 Find Cheap Flights from San Antonio to Caribbean

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 departing on 6/19. 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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Cheap Flights from San Antonio to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$434
Santo Domingo
Santo Domingo1 stop$586
Montego Bay
Montego Bay2 stops$352
Oranjestad
Oranjestad1 stop$426
Nassau
Nassau1 stop$520
Kingston
Kingston2 stops$717
Simpson Bay
Simpson Bay2 stops$520
Providenciales
Providenciales1 stop$475
Port of Spain
Port of Spain2 stops$615
Bridgetown
Bridgetown1 stop$664
George Town
George Town1 stop$461
Puerto Plata
Puerto Plata1 stop$677
Aguadilla
Aguadilla2 stops$421
St. John's
St. John's1 stop$776
Punta Cana
Punta Cana1 stop$434
Santo Domingo
Santo Domingo1 stop$586
Montego Bay
Montego Bay2 stops$352
Oranjestad
Oranjestad1 stop$426
Nassau
Nassau1 stop$520
Kingston
Kingston2 stops$717
Simpson Bay
Simpson Bay2 stops$520
Providenciales
Providenciales1 stop$475
Port of Spain
Port of Spain2 stops$615
Bridgetown
Bridgetown1 stop$664
George Town
George Town1 stop$461
Puerto Plata
Puerto Plata1 stop$677
Aguadilla
Aguadilla2 stops$421
St. John's
St. John's1 stop$776

Book Cheap San Antonio to Caribbean Plane Tickets

 
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 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 San Antonio to Caribbean

Sun, May 10 - Thu, May 21
Delta Logo
6:50 am - 3:17 pm
SAT
-
STT
7h 27m
1 stop
Delta Logo
1:16 pm - 12:44 am
STT
-
SAT
12h 28m
1 stop
$260Delta
Fri, Jun 12 - Fri, Jun 26
Frontier Logo
4:22 pm - 7:55 am
SAT
-
SJU
14h 33m
1 stop
Frontier Logo
6:00 am - 3:37 pm
SJU
-
SAT
10h 37m
1 stop
$276Frontier
Tue, May 12 - Sat, May 16
Multiple Airlines Logo
7:54 pm - 1:15 pm
SAT
-
SJU
16h 21m
2 stops
Multiple Airlines Logo
8:04 pm - 4:16 pm
SJU
-
SAT
21h 12m
1 stop
$289Multiple Airlines
Tue, May 12 - Sat, May 16
Multiple Airlines Logo
7:54 pm - 1:15 pm
SAT
-
SJU
16h 21m
2 stops
Multiple Airlines Logo
8:04 pm - 4:16 pm
SJU
-
SAT
21h 12m
1 stop
$291Multiple Airlines
Sun, May 10 - Thu, May 21
American Airlines Logo
5:00 am - 4:15 pm
SAT
-
STT
10h 15m
2 stops
American Airlines Logo
1:34 pm - 11:06 pm
STT
-
SAT
10h 32m
2 stops
$346American Airlines
Sun, May 10 - Thu, May 21
American Airlines Logo
5:00 am - 4:15 pm
SAT
-
STT
10h 15m
2 stops
American Airlines Logo
1:34 pm - 11:59 pm
STT
-
SAT
11h 25m
2 stops
$347American Airlines
Tue, Jul 7 - Sat, Jul 11
United Airlines Logo
5:30 am - 3:10 pm
SAT
-
MBJ
9h 40m
2 stops
United Airlines Logo
4:33 pm - 10:44 pm
MBJ
-
SAT
6h 11m
1 stop
$352United Airlines
Sun, Sep 27 - Thu, Oct 1
United Airlines Logo
5:45 am - 1:30 pm
SAT
-
MBJ
7h 45m
1 stop
United Airlines Logo
12:52 pm - 12:10 pm
MBJ
-
SAT
23h 18m
2 stops
$357United Airlines
Fri, May 8 - Sun, May 17
Spirit Airlines Logo
5:26 pm - 12:47 pm
SAT
-
STT
18h 21m
1 stop
Spirit Airlines Logo
1:52 pm - 4:16 pm
STT
-
SAT
27h 24m
1 stop
$404Spirit Airlines
Fri, May 8 - Sun, May 17
Spirit Airlines Logo
5:26 pm - 12:47 pm
SAT
-
STT
18h 21m
1 stop
Spirit Airlines Logo
1:52 pm - 4:16 pm
STT
-
SAT
27h 24m
1 stop
$414Spirit Airlines
Booking Insights

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

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

What is the cheapest San Antonio to Caribbean flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from San Antonio found in the last 72 hours was to San Juan, at $509 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 $509.

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

The average price for all round-trip flights from San Antonio to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $212 on average. Morning departures are around 39% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $375.

Can I save money by flying with a layover from San Antonio to Caribbean?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $410, prices are generally cheapest when you fly direct.

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

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, 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 is October, when tickets cost $297 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $516 and $448 respectively.

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

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

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

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

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, 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, you should book around 2 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$125
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from San Antonio to San Juan

FAQs - booking Caribbean flights

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

    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.

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

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

    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 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?

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

Reviews of the top 5 airlines serving from San Antonio to Caribbean

 
Need help choosing which airline to fly with from San Antonio to Caribbean? 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 4328 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
7.5Entertainment
Airline reviews

The new boarding process was easy and straightforward. Very pleasant.

10.0 ExcellentAnonymous, Apr 2026
LAS - OKC
Read more Southwest reviews

The new boarding process was easy and straightforward. Very pleasant.

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

It was as expected and I was grateful for the wheel chair help and ease of use.

One of the best airlines for fast boarding, on time arrivals, and top notch service!

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Plane was late. Zero service for 2+ hour flight and it was not that bumpy.

Boarding was good. The flight was on time ( arrival was 20 minutes early). Inflight service was average ( US airlines have not mastered the skills of customer service yet). The food was mediocre. “ breakfast “ was downright awful and insulting. It was a piece of dough with mon descript filling that was supposed to be cheese omelette).

The tray table was broken and the food was terrible.

The gentleman at the gate I think his name is RIE was exceptional

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

One of the flight attendants was a little cranky. I appreciated the free wifi and plug to charge my laptop

No entertainment. Plane was so small had to pink tag a carry on ive used for 20 years easily on board. The fact the flight got in at midnight, had to wait for crew in fort wayne to allow the plane to approach the gate, THEN had to wait for bag on jet bridge made experience irritating at best.

Crew was great. Near on time departure and early arrival. Snacks are always meh. Not a fan of the "pay for everything including miles " proposal unless base flight rate going to be 100 bucks.

Would have been better if there was a nonstop flight from Tampa to Norfolk or Tampa to New Port News.

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

The flight was smooth, the crew was great but the plane was quite old

It's a long flight and I would have liked better snacks between lunch and the arrival meal. It's fine to have fruit and nuts but I really don't like ramen because it's salty junk soup. I'd suggest sandwiches. They're not expensive nor are they hard to store for a long flight. The FA's had a couple of big services and they were super busy preparing, executing and then cleaning up. Then they disappeared.

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

The wheelchair service is useless. They live you in different spots, not tell you anything just wait. I waited 30 minutes in Frankfurt when decided to walk the 25 minutes distance. In Budapest nobody came.

Fine. The issues I had were associated with luggage being delayed from Turkey to Tanzania

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

We had excellent customer service despite the chaos at George Bush airport in Houston!

It isvvery small flight. No leg room . No space to put my personal item at feet.

Didn't make the flight because the first leg of my flight was canceled and the next leg was already booked.

Terrible because it was cancelled due to volcanic ash clouds in Guatemala while all other airlines kept flying. Had to pay for a hotel to stay overnight in Houston and try to fly next day.

Overall we had a good experience during our flight from San Francisco to Houston.

American Airlines is a miserable experience. It is predictably miserable, in the sense that every time I fly American, I brace myself for the certainty that it will be unpleasant and uncomfortable. But it is unpredictable in the sense that I never know if the flight will be on time or delayed nine hours (both happened to me this week). I never know if I will be able to sit in the seat that I selected when I purchased the ticket or if I will be told by Customer Service (!!!) that I must relocate from first class to a seat in the back of the aircraft with no explanation (both happened to me this week). Will the food be frozen and half defrosted, or scalding hot? Will the drinks be warm? Will the flight attendants be surly and mean? Will the toilets be cramped and foul? Will the seats be narrow and uncomfortable? Will there be a real electric outlet at the seat, or just an unreliable USB-2 port? Will there be enough seats in the boarding lounge or just a few? Will the boarding process be smooth and efficient, or will the gate agents mess it up and delay it needlessly for 30 or 40 minutes? Will the catering and cleaning crew be prompt or will they take an extra 30 minutes? Will the brakes on the aircraft work properly, or will the pilot delay takeoff for four hours while the ground crew attends to what can only be described as routine maintenance that should have been done the night before? I've eexperienced every one of these unpleasant things this year, 2026. The only thing I can reliably count on is that American will find a new way to make the experience of flying as miserable as they possibly can.

The plane was very creaky and lots of ringing. Plane was dirty and dingy. I couldn't hear the captain's announcements from the flight deck. Not sure if it was the captain or the audio equipment, but good thing there wasn't an emergency where we needed clear instructions. The overhead compartments were clearly full, but the flight crew allowed people to stand in the back with their carry on luggage. Then after everyone boarded, they had to go to the front to gate check their luggage because there was no room for their bags and then they returned to their seats...such a waste of time when clearly the overhead compartments were full when they originally boarded.

The WiFi would not connect enough for me to do my actual work. It permaspooled, disconnected, said it was connected, then wouldn't open an email... it was frustrating. I am not a tall person, 5'4" - and I felt cramped with little room to reach into my bag under the seat in front of me. I feel sorry for anyone taller than me having to fly. the one positive thing I will add, is the overhead bins are roomy enough to manage more bags than other carriers.

Boarding was quick and efficient. We arrived at our destination early.

Seat was VERY uncomfortable. Flight was delayed and then boarded slowly. The crew was super helpful with boarding and supporting maximizing the luggage in the overhead.

The flight changed gates multiple times and flight had to be delayed multiple times

Delayed for mechanical and no updates on what was happening and how long the delay might be.

On the return flight, arriving in Denver we sat on the tarmac in Denver for over 20 minutes.

Absolutely terrible. Would never fly American again. 2 deplaned incidents and delayed by close to 24 hours. $12 meal voucher for first class passengers was an insult to the injury. Pathetic.

Mostly good. The WiFi wasn’t working so that was not great.

The repeated flight delays—this time nearly three hours without any weather-related cause—are unacceptable. Yet, passengers are penalized heavily even for being a minute late. It is unreasonable that there is no compensation for such significant delays, nor even basic provisions like water during the wait or in flight. This imbalance in accountability is deeply frustrating and needs to be addressed.

They didn’t put my luggage on my transfer so I had to spend the night in Detroit. They said my luggage would be here in the morning and they’re still searching for it. It did not arrive apparently.

Great just wish they always had WiFi on every flight couldn’t even purchase it

They keep delaying and cancel at last moment and height was for you to get refund need to be in chat line for two hours. I complained to DOT. Never recommend this airline on Kayak please

We had to take a bus to the plane with a old woman and carry on bags, and at landing at the airport we have to wait one hour seating on the plane waiting for a gate. We came back from Australia Bussines class Quantas 16 hours traveling, then wait in Dallas 7 hours for connection...honestly waiting 1 hour more at the plane was the worst part.

Flight delayed twice (not Spirit fault) No food served* No entertainment * *in response to my choices in the rating. None was provided so couldn’t rate properly

The flight was a big joke very uncomfortable I had a horrible experience and I will never fly with them again everything about the flight was bogus and I’m not happy with it at all this experience makes me not want to fly ever again

Pricing, boarding time communication, over priced baggage and overall service is lacking, seating unconfortable

Horrendous and unprofessional staff and will never fly spirit again

When I arrived at the airport at 4:00 in the morning, I was notified that I "hadn't paid" for my ticket (I had paid and had a boarding pass). Then I was told that while I had paid, the ticket was $600 more than it actually was, and that I needed to pay that so I could board. None of this was true, of course, but it took 20 minutes, two crew members behind the desk, and one on the phone to clear up.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports