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$272+ Cheap flights from San Luis Obispo (SBP) to Caribbean

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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
SBP — SJU
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from San Luis Obispo to Caribbean

Cheapest flights from San Luis Obispo to Caribbean
Explore the most affordable flight options available from San Luis Obispo to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/26. 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 9/301:07 pm
SBP
-
SJU
2 stops20h 33m
American Airlines
Wed 10/75:50 pm
SJU
-
SBP
2 stops20h 59m
American Airlines
Deal found 1/26$272
This United Airlines deal was found by Cheapflights users on 1/26. 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.
Wed 9/306:55 pm
SBP
-
SJU
2 stops14h 39m
United Airlines
Wed 10/72:00 pm
SJU
-
SBP
1 stop10h 24m
United Airlines
Deal found 1/26$328
This American Airlines deal was found by Cheapflights users on 1/27. 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 4/86:47 am
SJU
-
SBP
2 stops18h 23m
American Airlines
Deal found 1/27$337
This United Airlines deal was found by Cheapflights users on 1/28. 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 3/25:00 am
SBP
-
SJU
1 stop9h 25m
United Airlines
Wed 3/48:05 am
SJU
-
SBP
2 stops15h 45m
United Airlines
Deal found 1/28$362
This American Airlines deal was found by Cheapflights users on 1/27. 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 1/27$405
This American Airlines deal was found by Cheapflights users on 1/27. 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 1/27$445
This American Airlines deal was found by Cheapflights users on 1/28. 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 7/317:11 pm
SBP
-
SJU
2 stops15h 24m
American Airlines
Sat 8/83:15 pm
SJU
-
SBP
2 stops23h 45m
American Airlines
Deal found 1/28$522
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Thu 3/512:50 pm
SBP
-
SJU
2 stops12h 34m
American Airlines
Tue 3/106:33 am
SJU
-
SBP
2 stops19h 58m
American Airlines
Deal found 1/27$575
This United Airlines deal was found by Cheapflights users on 1/28. 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 2/92:21 pm
SBP
-
NAS
2 stops18h 32m
United Airlines
Tue 2/103:35 pm
NAS
-
SBP
2 stops22h 57m
United Airlines
Deal found 1/28$1,198

Find flight deals from San Luis Obispo to Caribbean

Keep the following information in mind while searching for San Luis Obispo to Caribbean flight deals. Data was last updated January 29, 2026.

Round-trip from

$337
(American Airlines)

Popular in

April

Cheapest in

December

Average price

$529
From San Luis Obispo County to Caribbean
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 January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Luis Obispo to Caribbean 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 January 29, 2026.
Use the filters below to find and compare flights from San Luis Obispo to Caribbean that are best for you.

Fly from

San Luis Obispo

Fly to

Caribbean

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

8:05 am-7:50 pm

2 stops15h 45m

$362

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

6:33 am-11:31 pm

2 stops19h 58m

$405

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

$445

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

11:59 pm-12:11 pm

1 stop15h 12m

$535

San Luis ObispoNassau

SBP - NAS

SBPNAS

San Luis Obispo County

Mon 2/9

5:58 pm-11:53 am

2 stops14h 55m

Nassau Intl

Tue 2/10

3:35 pm-11:47 am

2 stops23h 12m

$1,198

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

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

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, November is the cheapest month in which you can book a flight from San Luis Obispo to Caribbean (average of $265). Flying from San Luis Obispo to Caribbean 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated January 29, 2026.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from San Luis Obispo to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,215 reviews

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

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
9,215 reviews
United Airlines
7.4
Good
9,215 reviews

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

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
11,205 reviews
United Airlines
7.4
Good
9,215 reviews

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

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. 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?

    San Luis Obispo County (SBP), located 3.3 mi from the city center, is the airport you fly out of when you book flights from San Luis Obispo to Caribbean.

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

    Airlines like United Airlines fly from San Luis Obispo to Caribbean in about 14h 53m. The time it takes to get you to your destination can typically vary by up to . The distance from San Luis Obispo to Caribbean is about 3513 mi.

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

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

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

    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.

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

    Yes. Cheapflights offers flight deals from San Luis Obispo to Caribbean 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?

    Currently, November is the cheapest month in which you can book a flight from San Luis Obispo to Caribbean (average of $265). Flying from San Luis Obispo to Caribbean 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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Alternative routes for San Luis Obispo to Caribbean

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Top 2 airlines flying from San Luis Obispo to Caribbean

Discover the top 2 airlines that operate flights from San Luis Obispo to Caribbean. 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$265Average$513FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$383Average$758FlexibilityNo cancel feeOn-time69%

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