$342 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 5/1. 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

Fri, May 1 - Sat, May 9
American Airlines Logo
7:02 pm - 12:26 pm
SBP
-
SJU
14h 24m
2 stops
American Airlines Logo
7:25 am - 10:10 pm
SJU
-
SBP
17h 45m
2 stops
$342American Airlines
Fri, May 1 - Sat, May 9
American Airlines Logo
7:02 pm - 12:26 pm
SBP
-
SJU
14h 24m
2 stops
American Airlines Logo
7:25 am - 10:10 pm
SJU
-
SBP
17h 45m
2 stops
$374American Airlines
Fri, May 1 - Sat, May 9
American Airlines Logo
7:02 pm - 10:48 am
SBP
-
SJU
12h 46m
2 stops
American Airlines Logo
7:25 am - 10:10 pm
SJU
-
SBP
17h 45m
2 stops
$406American Airlines
Fri, May 1 - Sat, May 9
American Airlines Logo
7:02 pm - 12:26 pm
SBP
-
SJU
14h 24m
2 stops
American Airlines Logo
11:59 pm - 12:10 pm
SJU
-
SBP
15h 11m
1 stop
$414American Airlines
Mon, May 4 - Thu, May 7
United Airlines Logo
5:52 pm - 12:04 pm
SBP
-
SJU
15h 12m
2 stops
United Airlines Logo
7:00 am - 8:00 pm
SJU
-
SBP
16h 00m
2 stops
$416United Airlines
Fri, May 1 - Sat, May 9
American Airlines Logo
12:55 pm - 4:32 am
SBP
-
SJU
12h 37m
1 stop
American Airlines Logo
7:25 am - 6:32 pm
SJU
-
SBP
14h 07m
2 stops
$451American Airlines
Fri, May 1 - Sat, May 9
American Airlines Logo
12:55 pm - 4:32 am
SBP
-
SJU
12h 37m
1 stop
American Airlines Logo
7:25 am - 10:10 pm
SJU
-
SBP
17h 45m
2 stops
$483American Airlines
Sat, Sep 19 - Tue, Sep 22
United Airlines Logo
8:28 pm - 3:42 pm
SBP
-
SJU
16h 14m
2 stops
United Airlines Logo
3:56 pm - 11:41 am
SJU
-
SBP
22h 45m
2 stops
$486United Airlines
Sat, Sep 19 - Tue, Sep 22
United Airlines Logo
5:00 am - 5:38 pm
SBP
-
SJU
9h 38m
1 stop
United Airlines Logo
3:56 pm - 11:41 am
SJU
-
SBP
22h 45m
2 stops
$521United Airlines
Fri, May 1 - Sat, May 9
American Airlines Logo
12:55 pm - 4:32 am
SBP
-
SJU
12h 37m
1 stop
American Airlines Logo
11:59 pm - 12:10 pm
SJU
-
SBP
15h 11m
1 stop
$523American Airlines
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 $404, prices are generally cheapest when you fly direct.

Good to know

Cheapest flight$342
Flight from San Luis Obispo to San Juan

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.

Reviews of the top airline 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.
7.1
American AirlinesOverall score based on 11549 reviews
8.0Crew
7.5Boarding
7.2Comfort
6.4Food
6.9Entertainment
Airline reviews

Flight boarded from Gate 159B, the farthest gate in the LAX Bradley Terminal. While the flight operated on time, the first class cabin attendant made no recognition of my being an Advantage Executive Platinum member.

8.0 ExcellentCHARLES, Mar 2026
LAX - PHL
Read more American Airlines reviews

Flight boarded from Gate 159B, the farthest gate in the LAX Bradley Terminal. While the flight operated on time, the first class cabin attendant made no recognition of my being an Advantage Executive Platinum member.

The flight itself was excellent but the gate attendant made me check my carryon since she said it was an inch too big. I’ve had no problems with this carryon on recent flights on Qantas, Delta, Austrian, Southwest Airlines even though the overhead bins are the same size. there were other carryons in the bins that also looked larger than mine and there was room left in the bins for more. When I picked up my carryon from baggage claim one of the wheels had broken off.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

The experience at checkin for my American Airlines flight from Sacramento to LAX was very good including the assistance I received in getting my bags checked in and boarding passes printed. Was pleasantly surprised the my bags were checked through all the way to my destination at Clark International Airport in Angeles, Philippines.

Terrible planning. And even worse gate agents. Absolutely rude behavior.

Flight was scheduled at 11:26am but they keep Delaying until midnight. They waited at airport restless.

Rough flight No beverage service due to turbulence Bottom Seat cushion was non existent

Not good. One of my luggage is missing. And until now they can’t find it

My 9:50AM flight was delayed to 3:40PM "due to incoming aircraft delay". No aircraft is "delayed" that long. Found out once we did board (after several changes in times) that the aircraft had a maintenance issue and we had to wait for another aircraft. Just tell us that. The aircraft we did get was old and the seats need to be updated. I have been traveling for several weeks with AA and you should refresh your entertainment content as frequent flyers have gone through most of your new content. I have Celiac and a shellfish allergy and continue to have struggles with meals on business and first class flights. Please keep this in mind. Sorry - was a long travel day yesterday and a bit cranky this morning with my experience comments. Still an AA fan.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports