Caribbean Islands

$166+ Cheap flights from San Francisco (SFO) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — SJU
May 12 — May 191
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Cheap flight deals from San Francisco to Caribbean Islands

Keep the following information in mind while searching for San Francisco to Caribbean Islands flight deals. Data was last updated May 7, 2025.

Round-trip from

$298
(Frontier)

One-way from

$166
(JetBlue)

Popular in

December

Cheapest in

September

Average price

$485
From San Francisco to Caribbean Islands
One-way flight from San Francisco to Caribbean Islands
Highest demand for flights based on searches. 9% potential increase in price ($53 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($25 potential savings vs. average RT price).
Average for round-trip flights in May 2025

Find flight deals from San Francisco to Caribbean Islands

Cheapest flights from San Francisco to Caribbean Islands
Explore the most affordable flight options available from San Francisco to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 7, 2025.

This Frontier deal was found by Cheapflights users on 5/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/158:53 pmSFO - SJU
1 stop16h 01mFrontier
Sat 8/163:40 amSJU - SFO
1 stop9h 45mFrontier
Deal found 5/7$293
This United Airlines deal was found by Cheapflights users on 5/7. 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.
Tue 10/217:10 amSFO - SJU
1 stop10h 28mUnited Airlines
Tue 10/283:52 pmSJU - SFO
1 stop11h 17mUnited Airlines
Deal found 5/7$359
This JetBlue deal was found by Cheapflights users on 5/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/310:10 pmSFO - SJU
1 stop14h 39mJetBlue
Wed 8/1312:35 pmSJU - SFO
1 stop15h 00mJetBlue
Deal found 5/7$360
This Trip.com deal was found by Cheapflights users on 5/7. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2410:19 pmSFO - SJU
1 stop13h 56mMultiple Airlines
Fri 5/301:59 amSJU - SFO
1 stop11h 29mMultiple Airlines
Deal found 5/7$366
This Delta deal was found by Cheapflights users on 5/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1910:59 pmSFO - SJU
1 stop9h 41mDelta
Thu 5/296:15 amSJU - SFO
2 stops20h 36mDelta
Deal found 5/5$377
This American Airlines deal was found by Cheapflights users on 5/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1212:24 amSFO - SJU
1 stop10h 53mAmerican Airlines
Wed 5/215:30 pmSJU - SFO
1 stop20h 22mAmerican Airlines
Deal found 5/5$395
This Frontier deal was found by Cheapflights users on 5/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2910:26 pmSFO - MBJ
1 stop13h 32mFrontier
Mon 6/29:13 amMBJ - SFO
1 stop14h 06mFrontier
Deal found 5/7$437
This Booking.com deal was found by Cheapflights users on 5/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1210:29 pmSFO - SDQ
1 stop22h 59mFrontier
Sun 7/2011:50 amSDQ - SFO
1 stop25h 35mFrontier
Deal found 5/6$438
This FlightHub deal was found by Cheapflights users on 5/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/68:48 pmSFO - SXM
1 stop11h 35mFrontier
Sat 6/1412:36 pmSXM - SFO
1 stop24h 43mFrontier
Deal found 5/7$443
This JetBlue deal was found by Cheapflights users on 5/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/3010:59 pmSFO - NAS
1 stop15h 00mJetBlue
Fri 6/66:10 pmNAS - SFO
1 stop8h 49mJetBlue
Deal found 5/5$458
This Southwest deal was found by Cheapflights users on 5/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/118:35 amSFO - SJU
2 stops12h 15mSouthwest
Tue 9/165:00 amSJU - SFO
2 stops12h 40mSouthwest
Deal found 5/6$477
This American Airlines deal was found by Cheapflights users on 5/7. 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 6/65:42 amSFO - NAS
1 stop8h 43mAmerican Airlines
Tue 6/101:50 pmNAS - SFO
1 stop11h 48mAmerican Airlines
Deal found 5/7$481

Cheapflights Fare Finder

Customize your flight search to find flights from San Francisco 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 May 7, 2025.
Use the filters below to find and compare flights from San Francisco to Caribbean Islands that are best for you.

Fly from

San Francisco

Fly to

Caribbean Islands

Route

Depart

Return

Price

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

Fri 5/16

9:59 pm-10:56 am

1 stop9h 57m

San Juan Luis Munoz Marin Intl

Sat 5/24

9:30 pm-10:28 am

1 stop15h 58m

$298

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

Tue 6/10

5:25 am-12:08 am

1 stop15h 43m

San Juan Luis Munoz Marin Intl

Thu 6/19

12:59 am-9:44 am

2 stops11h 45m

$359

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

Sun 8/3

10:10 pm-3:49 pm

1 stop14h 39m

San Juan Luis Munoz Marin Intl

Wed 8/13

12:35 pm-12:35 am

1 stop15h 00m

$360

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

Sat 5/24

10:19 pm-3:15 pm

1 stop13h 56m

San Juan Luis Munoz Marin Intl

Fri 5/30

1:59 am-10:28 am

1 stop11h 29m

$366

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

Mon 5/19

10:59 pm-11:40 am

1 stop9h 41m

San Juan Luis Munoz Marin Intl

Thu 5/29

6:15 am-11:51 pm

2 stops20h 36m

$377

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

Wed 5/21

11:40 pm-1:45 pm

1 stop11h 05m

San Juan Luis Munoz Marin Intl

Fri 5/23

1:05 am-9:10 am

1 stop11h 05m

$437

San FranciscoMontego Bay

SFO - MBJ

SFOMBJ

San Francisco

Thu 5/29

10:26 pm-1:58 pm

1 stop13h 32m

Montego Bay Sangster Intl

Mon 6/2

9:13 am-9:19 pm

1 stop14h 06m

$437

San FranciscoSanto Domingo

SFO - SDQ

SFOSDQ

San Francisco

Sat 7/12

10:29 pm-12:28 am

1 stop22h 59m

Santo Domingo Las Americas

Sun 7/20

11:50 am-10:25 am

1 stop25h 35m

$438

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Fri 6/6

8:48 pm-11:23 am

1 stop11h 35m

Simpson Bay Princess Juliana

Sat 6/14

12:36 pm-10:19 am

1 stop24h 43m

$443

San FranciscoNassau

SFO - NAS

SFONAS

San Francisco

Fri 5/30

10:59 pm-4:59 pm

1 stop15h 00m

Nassau Intl

Fri 6/6

6:10 pm-11:59 pm

1 stop8h 49m

$458

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

Showing 1-10 of 60 results
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Best time to book a flight from San Francisco to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from San Francisco 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 Francisco to Caribbean Islands

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

Currently, September is the cheapest month in which you can book a flight from San Francisco to Caribbean Islands (average of $254). Flying from San Francisco to Caribbean Islands in December is currently the most expensive (average of $336). 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.

What is the cheapest time of day to fly from SFO to EPX?

Find hourly flight availability from San Francisco to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 7, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Francisco to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 May 7, 2025.
Get a feel of what it's like to fly with Delta, Alaska Airlines and Southwest from San Francisco to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from San Francisco 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 Francisco to Caribbean Islands?

    San Francisco (SFO) is the airport you will fly out of if you book a flight from San Francisco to Caribbean Islands. It is only a 11.8 mi journey to San Francisco (SFO) from San Francisco’s city center.

  • What are the cheapest airlines to fly from San Francisco to Caribbean Islands one-way?

    To fly one-way, consider booking your trip with JetBlue, which is currently one of the cheapest options available, starting at $166. Frontier flights start at $178 while deals on American Airlines start at $183 one-way.

  • What are the most popular routes from San Francisco to Caribbean Islands?

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

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

  • How can I find direct flights from San Francisco 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 Francisco to Caribbean Islands.

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

    Yes. Cheapflights offers flight deals from San Francisco 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 Francisco to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from San Francisco to Caribbean Islands (average of $254). Flying from San Francisco to Caribbean Islands in December is currently the most expensive (average of $336). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for San Francisco to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 10 airlines flying from San Francisco to Caribbean Islands

Discover the top 10 airlines that operate flights from San Francisco 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 May 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$160Average$427FlexibilityNo cancel feeOn-time62%
DeltaCheapest$242Average$683FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$276Average$628FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$302Average$641FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$321Average$727FlexibilityNo cancel feeOn-time71%
Sun Country AirCheapest$334Average$904FlexibilityNo cancel feeOn-time83%
Alaska AirlinesCheapest$358Average$659FlexibilityNo cancel feeOn-time75%
Copa AirlinesCheapest$415Average$645FlexibilityNo cancel feeOn-time70%
SouthwestCheapest$479Average$673FlexibilityNo cancel feeOn-time63%
AeromexicoCheapest$559Average$621FlexibilityNo cancel feeOn-timeN/A

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