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Caribbean Islands

$362+ Cheap flights from San Luis Obispo (SBP) to Caribbean Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
SBP — SJU
Mar 8 — Mar 151
Sun 3/8
Sun 3/15
1 adult, Economy
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Cheap flight deals from San Luis Obispo to Caribbean Islands

Cheapest flights from San Luis Obispo to Caribbean Islands
Explore the most affordable flight options available from San Luis Obispo to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 6, 2026.

This United Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:56 pm
SBP
-
SJU
2 stops14h 53m
United Airlines
Wed 3/48:30 am
SJU
-
SBP
2 stops15h 20m
United Airlines
Deal found 2/5$362
This American Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/412:50 pm
SBP
-
SJU
2 stops17h 10m
American Airlines
Tue 3/106:33 am
SJU
-
SBP
2 stops19h 58m
American Airlines
Deal found 2/4$380
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/207:16 pm
SBP
-
SJU
2 stops14h 24m
American Airlines
Sat 2/287:01 pm
SJU
-
SBP
2 stops21h 02m
American Airlines
Deal found 2/3$449
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/112:50 pm
SBP
-
SJU
2 stops17h 10m
American Airlines
Wed 4/81:31 pm
SJU
-
SBP
2 stops11h 39m
American Airlines
Deal found 2/3$482
This American Airlines deal was found by Cheapflights users on 2/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/412:50 pm
SBP
-
SJU
2 stops17h 10m
American Airlines
Thu 3/121:30 am
SJU
-
SBP
1 stop13h 32m
American Airlines
Deal found 2/3$522
This United Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/95:58 pm
SBP
-
NAS
2 stops14h 55m
United Airlines
Tue 2/103:35 pm
NAS
-
SBP
2 stops23h 12m
United Airlines
Deal found 2/5$1,198

Find flight deals from San Luis Obispo to Caribbean Islands

Keep the following information in mind while searching for San Luis Obispo to Caribbean Islands flight deals. Data was last updated February 6, 2026.

Round-trip from

$362
(United Airlines)

Popular in

April

Cheapest in

December

Average price

$615
From San Luis Obispo County to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($83 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Luis Obispo to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 6, 2026.
Use the filters below to find and compare flights from San Luis Obispo to Caribbean Islands that are best for you.

Fly from

San Luis Obispo

Fly to

Caribbean Islands

Route

Depart

Return

Price

San Luis ObispoSan Juan

SBP - SJU

SBPSJU

San Luis Obispo County

Mon 3/2

5:56 pm-12:49 pm

2 stops14h 53m

San Juan Luis Munoz Marin Intl

Wed 3/4

8:30 am-7:50 pm

2 stops15h 20m

$362

San Luis ObispoSan Juan

SBP - SJU

SBPSJU

San Luis Obispo County

Fri 4/17

12:55 pm-4:32 am

1 stop12h 37m

San Juan Luis Munoz Marin Intl

Mon 4/20

11:59 pm-12:10 pm

1 stop15h 11m

$448

San Luis ObispoSan Juan

SBP - SJU

SBPSJU

San Luis Obispo County

Fri 2/20

7:16 pm-1:40 pm

2 stops14h 24m

San Juan Luis Munoz Marin Intl

Sat 2/28

7:01 pm-12:03 pm

2 stops21h 02m

$449

San Luis ObispoSan Juan

SBP - SJU

SBPSJU

San Luis Obispo County

Wed 4/1

12:50 pm-9:00 am

2 stops17h 10m

San Juan Luis Munoz Marin Intl

Wed 4/8

1:31 pm-10:10 pm

2 stops11h 39m

$482

San Luis ObispoSan Juan

SBP - SJU

SBPSJU

San Luis Obispo County

Wed 3/4

12:50 pm-10:00 am

2 stops17h 10m

San Juan Luis Munoz Marin Intl

Tue 3/10

7:40 am-11:31 pm

2 stops18h 51m

$488

San Luis ObispoSan Juan

SBP - SJU

SBPSJU

San Luis Obispo County

Wed 3/4

12:50 pm-10:00 am

2 stops17h 10m

San Juan Luis Munoz Marin Intl

Thu 3/12

1:30 am-12:02 pm

1 stop13h 32m

$522

San Luis ObispoSan Juan

SBP - SJU

SBPSJU

San Luis Obispo County

Fri 3/20

6:00 pm-11:49 am

2 stops14h 49m

$424

San Luis ObispoSan Juan

SBP - SJU

SBPSJU

San Luis Obispo County

Fri 3/20

12:45 pm-5:28 am

1 stop13h 43m

$568

San Luis ObispoSan Juan

SBP - SJU

SBPSJU

San Luis Obispo County

Fri 3/20

3:01 pm-1:00 pm

3 stops42h 59m

$1,026

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Best time to book a flight from San Luis Obispo to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from San Luis Obispo with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Luis Obispo to Caribbean Islands

What is the cheapest month to book a flight from San Luis Obispo to Caribbean Islands?

Currently, November is the cheapest month in which you can book a flight from San Luis Obispo to Caribbean Islands (average of $265). Flying from San Luis Obispo to Caribbean Islands in July is currently the most expensive (average of $624). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated February 6, 2026.
Read through reviews of airlines operating flights from San Luis Obispo to Caribbean Islands, such as United Airlines and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,242 reviews

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
9,242 reviews
United Airlines
7.4
Good
9,242 reviews

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
11,243 reviews
United Airlines
7.4
Good
9,242 reviews

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

Comfort

7.3

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from San Luis Obispo to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from San Luis Obispo to Caribbean Islands?

    If you book a flight to Caribbean Islands from San Luis Obispo, you will be flying from County, which is the city’s only airport. San Luis Obispo County (SBP) is located 3.3 mi from the center of San Luis Obispo.

  • How long is the flight from San Luis Obispo to Caribbean Islands?

    Airlines like United Airlines and American Airlines fly from San Luis Obispo to Caribbean Islands in about 12h 37m. The time it takes to get you to your destination can typically vary by up to 2h 16m. San Luis Obispo and Caribbean Islands are separated by a distance of 3513 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from San Luis Obispo to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on San Luis Obispo to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Luis Obispo to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Luis Obispo to Caribbean Islands.

  • Can I find deals for business class flights from San Luis Obispo to Caribbean Islands?

    Yes. Cheapflights offers flight deals from San Luis Obispo to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Luis Obispo to Caribbean Islands?

    Currently, November is the cheapest month in which you can book a flight from San Luis Obispo to Caribbean Islands (average of $265). Flying from San Luis Obispo to Caribbean Islands in July is currently the most expensive (average of $624). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 2 airlines flying from San Luis Obispo to Caribbean Islands

Discover the top 2 airlines that operate flights from San Luis Obispo to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$265Average$513FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$383Average$758FlexibilityNo cancel feeOn-time69%

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