$248 Find Cheap Flights from San Luis Obispo 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 Luis Obispo to Caribbean departing on 11/6. 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

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Cheap Flights from San Luis Obispo to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Nassau
Nassau2 stops$559
Nassau
Nassau2 stops$559

Book Cheap San Luis Obispo 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 Luis Obispo 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 Luis Obispo to Caribbean

Wed, Nov 5 - Mon, Nov 10
American Airlines Logo
12:28 pm - 10:17 amSBP-SJU
17h 49m2 stops
American Airlines Logo
6:42 pm - 12:12 pmSJU-SBP
21h 30m2 stops
$305American Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
American Airlines Logo
1:09 pm - 11:45 amSBP-SJU
18h 36m2 stops
American Airlines Logo
6:50 pm - 12:00 pmSJU-SBP
21h 10m2 stops
$337American Airlines
Find Deal
Mon, Mar 9 - Tue, Mar 17
American Airlines Logo
4:37 pm - 1:35 pmSBP-SJU
17h 58m2 stops
American Airlines Logo
5:35 am - 6:21 pmSJU-SBP
15h 46m2 stops
$392American Airlines
Find Deal
Tue, Mar 10 - Tue, Mar 17
American Airlines Logo
12:35 pm - 3:55 amSBP-SJU
12h 20m1 stop
American Airlines Logo
9:26 am - 12:04 pmSJU-SBP
29h 38m2 stops
$420American Airlines
Find Deal
Thu, Nov 6 - Tue, Nov 11
American Airlines Logo
12:57 pm - 10:17 amSBP-SJU
17h 20m2 stops
American Airlines Logo
6:42 pm - 11:43 amSJU-SBP
21h 01m2 stops
$438American Airlines
Find Deal
Mon, Mar 9 - Tue, Mar 17
American Airlines Logo
12:35 pm - 3:55 amSBP-SJU
12h 20m1 stop
American Airlines Logo
5:35 am - 6:21 pmSJU-SBP
15h 46m2 stops
$465American Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
American Airlines Logo
12:30 pm - 4:55 amSBP-SJU
12h 25m1 stop
American Airlines Logo
10:26 am - 10:08 pmSJU-SBP
15h 42m2 stops
$470American Airlines
Find Deal
Thu, Nov 6 - Tue, Nov 11
American Airlines Logo
12:57 pm - 10:17 amSBP-SJU
17h 20m2 stops
American Airlines Logo
6:42 pm - 11:43 amSJU-SBP
21h 01m2 stops
$474American Airlines
Find Deal
Tue, Mar 10 - Tue, Mar 17
United Airlines Logo
5:15 am - 5:25 pmSBP-SJU
9h 10m1 stop
United Airlines Logo
1:25 pm - 9:24 pmSJU-SBP
10h 59m1 stop
$485United Airlines
Find Deal
Wed, Mar 11 - Wed, Mar 18
United Airlines Logo
7:45 am - 11:36 pmSBP-SJU
12h 51m2 stops
United Airlines Logo
1:25 pm - 11:45 pmSJU-SBP
13h 20m2 stops
$499United Airlines
Find Deal
Booking Insights

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

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

Which airlines fly non-stop between San Luis Obispo and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from San Luis Obispo to Caribbean.

There are 2 airlines that fly nonstop from San Luis Obispo to Caribbean. They are American Airlines and United Airlines. The cheapest airline for this route is United Airlines, with the best round-trip deal found costing $434 and arriving in San Juan Luis Munoz Marin Intl Airport (SJU). On average, United Airlines offers the best prices for nonstop flights between San Luis Obispo and Caribbean.

Which airlines provide the cheapest flights from San Luis Obispo to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from San Luis Obispo to Caribbean were found on American Airlines ($305) and United Airlines ($485).

Good to know

Low seasonNovember
Cheapest flight$248
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from San Luis Obispo to San Juan

FAQs - booking Caribbean flights

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

  • 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?

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

    The cheapest time of day to fly to Caribbean is generally in the morning, when round-trip flights cost $584 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 $584.

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

 
Need help choosing which airline to fly with from San Luis Obispo 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.
7.4
United AirlinesOverall score based on 8933 reviews
8.1Crew
6.6Food
7.3Comfort
7.1Entertainment
7.7Boarding
Airline reviews

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.

2.0 MediocreAnonymous, Sep 2025SAN - IAH
Read more United Airlines reviews

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.

I understand stuff happens, but plane failures are likely due to lack of maintenance. Additionally, air conditioning wasn't working, no snack/drink service, no WiFi. Fortunately, the crew was communicative and light-hearted. United grabbed another plane and we were able to get to our destination.

The pilots were late and it made us 1 hour late. The meat was tough and bok choy was also tough.

Stuck on tarmac for two hours plus a 5.5 hour flight. Rude flight attendant. And no meals, not even for purchase!

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

The best airline I have ever travel , really good customer service, attention and service !!

United sent me a mileage plus number last year but that number is invalid so I can’t use it to check into flights or collect mileage. There is human to speak about the problem, only computers who keep asking me if I am using the correct email. It’s so frustrating and I cannot resolve it.

Not a great experience. We paid for the upgrade for premium economy seats and seated ourselves in very comfortable seats. Someone came along with the same seat on their boarding pass. The aircraft had been changed and as a result we were booted out and sent further back to small uncomfortable seats. After complaining we were moved to emergency row seats, which gave us more leg room but the seats don’t recline. For people in our 70’s we found having to sit upright from California to NJ very uncomfortable. Not sure why they chose to move senior citizens instead of the two people that were allowed to take the more comfortable seats. Not happy.

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.

While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.

Was not able to watch most shows on the entertainment site. They would not load

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Delayed flight, so I switched fights to SFO to Phoenix , Phoenix to DSM. Excellent service through American Airlines

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