$337 Find Cheap Flights from San Luis Obispo to Caribbean Islands

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Luis Obispo to Caribbean Islands departing on 1/26. 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

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 Luis Obispo 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 Luis Obispo to Caribbean Islands, as well as popular online travel agencies
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Book Cheap San Luis Obispo to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Luis Obispo 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San Luis Obispo to Caribbean Islands

Mon, Jan 26 - Fri, Jan 30
American Airlines Logo
12:50 pm - 10:48 amSBP-SJU
17h 58m2 stops
American Airlines Logo
7:12 pm - 12:17 pmSJU-SBP
21h 05m2 stops
$337American Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
United Airlines Logo
6:12 am - 10:22 pmSBP-SJU
12h 10m2 stops
United Airlines Logo
8:35 am - 9:28 pmSJU-SBP
16h 53m2 stops
$350United Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
United Airlines Logo
5:00 am - 6:25 pmSBP-SJU
9h 25m1 stop
United Airlines Logo
8:35 am - 9:28 pmSJU-SBP
16h 53m2 stops
$355United Airlines
Find Deal
Fri, Feb 20 - Sat, Feb 28
American Airlines Logo
4:37 pm - 11:42 amSBP-SJU
15h 05m2 stops
American Airlines Logo
7:00 pm - 12:00 pmSJU-SBP
21h 00m2 stops
$410American Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
United Airlines Logo
6:12 am - 10:22 pmSBP-SJU
12h 10m2 stops
United Airlines Logo
2:25 pm - 9:28 pmSJU-SBP
11h 03m1 stop
$440United Airlines
Find Deal
Fri, Feb 20 - Sun, Mar 8
United Airlines Logo
5:00 am - 12:36 amSBP-SJU
15h 36m3 stops
United Airlines Logo
6:45 am - 5:19 pmSJU-SBP
13h 34m2 stops
$485United Airlines
Find Deal
Mon, Jan 26 - Thu, Jan 29
United Airlines Logo
5:58 pm - 2:40 pmSBP-SJU
16h 42m2 stops
United Airlines Logo
2:05 am - 5:17 pmSJU-SBP
19h 12m2 stops
$505United Airlines
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Wed, Apr 1 - Wed, Apr 8
American Airlines Logo
7:30 pm - 12:15 pmSBP-SJU
13h 45m2 stops
American Airlines Logo
8:30 am - 10:08 pmSJU-SBP
16h 38m2 stops
$555American Airlines
Find Deal
Wed, Mar 4 - Tue, Mar 10
United Airlines Logo
6:05 am - 10:22 pmSBP-SJU
12h 17m2 stops
United Airlines Logo
1:25 pm - 9:03 pmSJU-SBP
10h 38m1 stop
$570United Airlines
Find Deal
Fri, Feb 20 - Sun, Mar 8
United Airlines Logo
5:56 pm - 6:25 pmSBP-SJU
20h 29m2 stops
United Airlines Logo
1:25 pm - 9:03 pmSJU-SBP
10h 38m1 stop
$590United Airlines
Find Deal
Booking Insights

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

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

Can I save money by flying with a layover from San Luis Obispo to Caribbean Islands?

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 $299, prices are generally cheapest when you fly direct.

Good to know

Low seasonNovember
Cheapest flight$337
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from San Luis Obispo to San Juan Airport

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from San Luis Obispo 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 Luis Obispo to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Luis Obispo 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 Luis Obispo 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 Luis Obispo 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 Luis Obispo 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 Luis Obispo 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 $584 on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $584.

Reviews of the top airlines flying from San Luis Obispo to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from San Luis Obispo 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 Luis Obispo 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.
7.4
United AirlinesOverall score based on 9020 reviews
7.3Comfort
7.7Boarding
7.1Entertainment
6.6Food
8.1Crew
Airline reviews

Older aircraft, no meal, only food was for purchase. Not impressed United.

4.0 OkayThomas, Nov 2025SFO - KOA
Read more United Airlines reviews

Older aircraft, no meal, only food was for purchase. Not impressed United.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

My experience on this United Airlines flight was highly uncomfortable, primarily due to two issues: Cabin Temperature: The temperature on the Boeing 737 MAX 8 was unacceptably high, feeling consistently around 80 degrees throughout the flight. This made sleeping impossible and significantly detracted from the experience. Seating Arrangement: Being stuck in a middle seat for a six-and-a-half-hour overnight flight compounded the discomfort. Moving forward, I will always purchase a seat assignment to avoid this situation.

Premium Plus is a really good idea for longer flights

Same as last comment. Food sucks. Quality. Not surprising most people have no clue about nourishment Clearly

The flight attendants were great, I joked with one I can’t remember her name, a blond, really sweet. I thought it was run well very professional. This was great i survived Spirit, I know for which I speak.

We were in business class. the angled seats in that class do not have a real window view & the placement of the controls are bad. But we knew that. But the food options were mediocre. The taste was fine, but the size was for a child. It’s just really feels like United is skimping on everything. Even when we were in the Polaris lounge they did not have diet sodas. They said they were out no Coke zero no Diet Coke, etc. I do not think the portion of nuts they serve on the plane could get any smaller. Really a minimal service and offer for what you’re paying for in business.

I was in first class. The outlets at my seat did not work. The plane was shabby and run down. I had prepurchsed a day subscription for internet that was not redeemable. I had to repurchase the internet for my flight and then it didn’t work anyway. Quite disappointed in what was supposed to be the launch of a great vacation.

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

From the first moment you interact with United Airlines, you can expect nothing less but extreme frustration. The baggage handler at the bag drop seems completely unbothered by the presence of customers waiting in line. No help was extended to load the baggage whatsoever. And if any of your bags is overweight by 0.01 pound they will make you re-distribute everything in your suitcase just to play power trip. When it was time to board no help was extended to customers to locate their seats. Moreover. It was a chaotic mess at the gate when it was unclear who should board first and everyone just bunched up, trying to get on the plane. I am sure the crew was doing their best to perform their jobs while being paid their wages however it shouldn’t be that hard to smile once or twice when you’re in the business if serving customers. It is a shame for the United States of America to have a flagship carrier of such low caliber. Our flight was also delayed by about an hour and a half due to further delays prior to our inbound flight. Being someone who has travelled for both business and leisure in Asia, Europe, and South America I have never experienced such poor quality of service.

The flight was smooth, the pilot kept us informed about delays and we arrived more of less on time

The flight was flawless and we even arrived between 20 and 25 minutes early!

Always seated jammed in rear of aircraft Admirals Club food at DFW terminal D was absolute worst food experience and I pay $600/year to eat this dried out junk

Mostly good. Flight was crowded but Airline personnel were very friendly & accommodating. It would be good to have savory snacks rather than just sweet Biscoff cookies.

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

Very crowded flight but what can you expect these days?? Crew was accommodating.

The seats in economy were appeared to be quite thin and lack sufficient cushioning to be comfortable. Perhaps it was my seating position but the plane seemed notably load.

The entertainment package was vast and the selections were very current. Keep updating it was great.

The seat was so hard my tailbone was aching The crew was kind of a b**** because I made a joke that I didn't care if they close the door I total c*** when she was trying to f****** act like she was mad at me because I said that The flight was bumpy. Sure you didnt have control over that.

4 hours late, including over +1 hour waiting in plane to take off. Baggage left behind too.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports