$88 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 4/20. 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 Cana2 stops$438
Santo Domingo
Santo Domingo1 stop$429
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$364
Nassau
Nassau1 stop$528
Kingston
Kingston2 stops$717
Simpson Bay
Simpson Bay1 stop$410
Providenciales
Providenciales1 stop$362
Port of Spain
Port of Spain2 stops$747
Bridgetown
Bridgetown1 stop$737
George Town
George Town1 stop$349
Puerto Plata
Puerto Plata2 stops$728
St. John's
St. John's1 stop$816
Aguadilla
Aguadilla2 stops$385
Punta Cana
Punta Cana2 stops$438
Santo Domingo
Santo Domingo1 stop$429
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$364
Nassau
Nassau1 stop$528
Kingston
Kingston2 stops$717
Simpson Bay
Simpson Bay1 stop$410
Providenciales
Providenciales1 stop$362
Port of Spain
Port of Spain2 stops$747
Bridgetown
Bridgetown1 stop$737
George Town
George Town1 stop$349
Puerto Plata
Puerto Plata2 stops$728
St. John's
St. John's1 stop$816
Aguadilla
Aguadilla2 stops$385

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

Mon, Apr 27 - Fri, May 1
Delta Logo
5:20 am - 1:51 pm
SAT
-
STT
7h 31m
1 stop
Delta Logo
3:05 pm - 12:46 am
STT
-
SAT
10h 41m
1 stop
$240Delta
Sun, May 10 - Thu, May 21
American Airlines Logo
5:00 am - 4:15 pm
SAT
-
STT
10h 15m
2 stops
American Airlines Logo
4:48 pm - 11:59 pm
STT
-
SAT
8h 11m
1 stop
$244American Airlines
Sun, Apr 12 - Tue, Apr 14
American Airlines Logo
8:31 pm - 4:15 pm
SAT
-
STT
18h 44m
2 stops
American Airlines Logo
1:15 pm - 10:01 pm
STT
-
SAT
9h 46m
1 stop
$262American Airlines
Sat, Apr 11 - Fri, Apr 17
Spirit Airlines Logo
10:22 am - 8:53 am
SAT
-
SJU
21h 31m
2 stops
Spirit Airlines Logo
2:59 am - 1:17 pm
SJU
-
SAT
11h 18m
1 stop
$276Spirit Airlines
Sun, Apr 12 - Wed, Apr 15
Spirit Airlines Logo
10:22 am - 6:55 pm
SAT
-
SJU
7h 33m
1 stop
Spirit Airlines Logo
2:59 am - 1:17 pm
SJU
-
SAT
11h 18m
1 stop
$282Spirit Airlines
Wed, Apr 8 - Fri, Apr 10
Multiple Airlines Logo
10:22 am - 8:53 am
SAT
-
SJU
21h 31m
2 stops
Multiple Airlines Logo
6:00 am - 5:05 pm
SJU
-
SAT
12h 05m
1 stop
$288Multiple Airlines
Sat, Apr 11 - Wed, Apr 15
United Airlines Logo
5:30 am - 3:43 pm
SAT
-
STT
9h 13m
1 stop
United Airlines Logo
2:10 pm - 10:58 pm
STT
-
SAT
9h 48m
1 stop
$330United Airlines
Wed, May 27 - Tue, Jun 2
United Airlines Logo
5:30 am - 12:30 pm
SAT
-
GCM
7h 00m
1 stop
United Airlines Logo
1:35 pm - 10:42 pm
GCM
-
SAT
9h 07m
1 stop
$383United Airlines
Fri, May 1 - Wed, May 6
Multiple Airlines Logo
6:00 am - 2:49 pm
SAT
-
PUJ
7h 49m
1 stop
Multiple Airlines Logo
11:20 am - 8:15 am
PUJ
-
SAT
21h 55m
1 stop
$445Multiple Airlines
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
7:25 am - 6:30 pm
SAT
-
NAS
10h 05m
2 stops
Southwest Logo
2:10 pm - 11:15 pm
NAS
-
SAT
10h 05m
2 stops
$534Southwest
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 41% 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 $380.

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 September, when tickets cost $298 (return) on average. On the other hand, the most expensive months are December and January, when the average cost of round-trip tickets is $525 and $420 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 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$88
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 15% 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 4333 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
8.6Crew
Airline reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

2.0 MediocreStuart, Mar 2026
HOU - STL
Read more Southwest reviews

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

I elected to pay for the upgrades and found very little difference

Delta is always a wonderful experience. A clean plane and the crew is really friendly.

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

Excellent service, I love the soft blush pink mood lighting on the 767-400ER during meal service. The overhead gasper vents on the 767-400ER were also very strong with a lot of airflow to keep me comfortable on my flight.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

I am still at the Airport! Delayed Delayed and Delyaed

I took seat 15A in anticipation of window seat, there is no window.

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

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.

Airport terminal was outdated, flight was on a small jet with no wifi

The crew made our experience extremely bad. They were rude and didn’t have anything for kids.

Do not like the size of the overhead bin. I think staff should monitor the size of suitcases that are being carried on by passengers to ensure they meet the size requirement.

The power at the seat didn't work and the seat itself was difficult to adjust - this was a business class seat. Flight attendant gave me miles to compensate. The attendant was very professional and on top of his game the entire flight.

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.

I rated the experience "mediocre" because of the 2 hour delay in take off. This is the 4th flight from DFW on AA where there was a delay and in one of the instances (after 13 delays), the flight was cancelled. I understand weather but for the March 18th flight, there was no weather issue in Dallas or Detroit. I called Concierge Key and they were wonderful, booking me on a later flight in case my flight was cancelled. I have flown with American for many years and never has there been this consistent pattern of delays. Very disappointing.

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Poor communication ahead of time about flight delays and old planes/other equipment.

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.

First off, I had a conversation with a flight attendant that was working this flight. I overheard her telling another flight attendant while we were in line for Chic-Fil-A that the flight was not going to land until 12:47 pm. I found this odd since the flight was to take off at 1:03. I commented to the flight attendant that was going to mess up the on-time take-off She said. if you fly alot you will notice that it's a good thing if the flight even arrives at all. I said that was a low bar. I think that flight attendants represent their airlines whether on board or in the airport ordering food. I was surprised to hear such negativity. However, I have noticed that Spirit flight attendants are usually in a sour mood.. Eventually the flight arrived and I boarded and the flight took off an hour late. There was no direction about the on-board wi-fi. Nor was there any info in the seat back pocket. I don't know if there was wi-fi or not, There were no complimentary snacks or drinks for my row 36 as there was turbulence and the captain asked the flight attendants to stop serving just as they were close to my row. When the turbulence stopped, they did have time to serve us but they did not. Upon arriving, the flight attendant asked anyone not having to catch a flight to Ft. Laudersle which was a tight connection to sit down and let those people pass. I complied but I could not help thinking that if Spirit would have took off on time that they would not have to inconvenience their passengers. All in all, I think Spirit is a mediocre airline at best. There are so many things they could do to improve. Yet, since I only fly Spirit infrequently preferring Southwest and Delta, I like to see if they are improving and sadly no, they are not. One good thing - nice modern seats and interiors.

My flight was cancelled I missed time at work and got a parking ticket

Went as planned. No wifi included and no screens. No free snacks. Didn't buy food so can't rate that. Unable to charge devices on plane. Staff were friendly and flight was fast, cheap and convenient.

I purchased extra legroom so I will be comfortable but the guy behind me is a big guy who keeps on moving and since he is big I can feel his movement at the back of my chair.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports