Caribbean Islands

$134+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — SJU
Nov 4 — Nov 111
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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 October 5, 2025.

Round-trip from

$265
(American Airlines)

One-way from

$134
(Frontier)

Popular in

December

Cheapest in

May

Average price

$441
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. 3% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in October 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 October 5, 2025.

This American Airlines deal was found by Cheapflights users on 10/3. 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 12/3112:22 amSFO - SXM
1 stop9h 37mAmerican Airlines
Fri 1/95:33 pmSXM - SFO
1 stop21h 34mAmerican Airlines
Deal found 10/3$265
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/59:17 amSFO - SJU
1 stop15h 22mMultiple Airlines
Mon 12/89:30 pmSJU - SFO
2 stops27h 38mMultiple Airlines
Deal found 10/4$361
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/197:30 amSFO - SJU
2 stops28h 25mMultiple Airlines
Wed 12/36:00 amSJU - SFO
1 stop30h 12mMultiple Airlines
Deal found 10/3$365
This Kiwi.com deal was found by Cheapflights users on 10/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:34 amSFO - SJU
2 stops39h 58mFrontier
Fri 11/144:31 pmSJU - SFO
1 stop32h 40mFrontier
Deal found 10/4$366
This Frontier deal was found by Cheapflights users on 10/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/34:14 pmSFO - SJU
2 stops15h 05mFrontier
Wed 11/129:00 amSJU - SFO
2 stops17h 27mFrontier
Deal found 10/3$367
This Kiwi.com deal was found by Cheapflights users on 10/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/59:17 amSFO - SJU
1 stop15h 22mMultiple Airlines
Fri 12/125:50 pmSJU - SFO
2 stops32h 32mMultiple Airlines
Deal found 10/2$368
This Justfly.com deal was found by Cheapflights users on 10/4. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/138:00 amSFO - SJU
1 stop10h 04mJetBlue
Tue 11/1811:30 amSJU - SFO
1 stop16h 01mJetBlue
Deal found 10/4$369
This CheapOair deal was found by Cheapflights users on 10/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/209:00 pmSFO - SJU
1 stop16h 42mJetBlue
Wed 11/511:30 amSJU - SFO
1 stop16h 01mJetBlue
Deal found 10/5$370
This CheapOair deal was found by Cheapflights users on 10/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/38:15 amSFO - SJU
1 stop11h 39mJetBlue
Mon 12/86:01 amSJU - SFO
1 stop31h 17mJetBlue
Deal found 10/4$371
This CheapOair deal was found by Cheapflights users on 10/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/107:45 amSFO - SJU
1 stop10h 38mJetBlue
Tue 1/131:00 pmSJU - SFO
1 stop14h 30mJetBlue
Deal found 10/3$374
This Delta deal was found by Cheapflights users on 10/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/106:00 amSFO - SJU
1 stop13h 20mDelta
Sat 1/176:15 amSJU - SFO
2 stops18h 20mDelta
Deal found 10/3$375
This Kiwi.com deal was found by Cheapflights users on 10/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/131:10 pmSFO - SJU
1 stop26h 29mMultiple Airlines
Tue 11/189:00 amSJU - SFO
2 stops40h 22mMultiple Airlines
Deal found 10/3$376

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 October 5, 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 FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Fri 1/2

6:50 pm-1:59 pm

2 stops15h 09m

Simpson Bay Princess Juliana

Fri 1/9

2:50 pm-9:17 am

2 stops22h 27m

$375

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

Sun 11/9

11:20 pm-1:17 pm

1 stop9h 57m

San Juan Luis Munoz Marin Intl

Fri 11/14

8:30 am-5:28 pm

2 stops12h 58m

$389

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Mon 11/17

11:59 pm-4:22 pm

1 stop12h 23m

Simpson Bay Princess Juliana

Sat 11/22

5:05 pm-11:18 am

2 stops22h 13m

$395

San FranciscoSan Juan

SFO - SJU

SFOSJU

San Francisco

Mon 10/20

11:25 pm-4:42 pm

1 stop14h 17m

San Juan Luis Munoz Marin Intl

Fri 10/24

2:25 pm-11:44 pm

1 stop12h 19m

$400

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Fri 2/6

6:00 pm-12:58 pm

2 stops14h 58m

Simpson Bay Princess Juliana

Thu 2/12

5:20 pm-10:57 am

2 stops21h 37m

$400

San FranciscoNassau

SFO - NAS

SFONAS

San Francisco

Wed 1/7

11:59 pm-5:02 pm

1 stop14h 03m

Nassau Intl

Wed 1/14

11:45 am-11:59 pm

1 stop15h 14m

$419

San FranciscoNassau

SFO - NAS

SFONAS

San Francisco

Sat 1/10

10:40 pm-12:35 pm

1 stop10h 55m

Nassau Intl

Wed 1/14

1:40 pm-12:24 am

1 stop13h 44m

$419

San FranciscoNassau

SFO - NAS

SFONAS

San Francisco

Tue 1/6

8:30 pm-10:40 am

1 stop11h 10m

Nassau Intl

Thu 1/15

1:40 pm-10:49 pm

1 stop12h 09m

$419

San FranciscoNassau

SFO - NAS

SFONAS

San Francisco

Mon 3/2

2:50 pm-10:35 am

1 stop16h 45m

Nassau Intl

Fri 3/6

10:17 am-8:19 pm

1 stop13h 02m

$419

San FranciscoNassau

SFO - NAS

SFONAS

San Francisco

Fri 1/9

8:30 pm-3:10 pm

1 stop15h 40m

Nassau Intl

Fri 1/16

1:40 pm-10:49 pm

1 stop12h 09m

$419

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/3

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 June is currently the most expensive (average of $339). 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 October 5, 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.

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 October 5, 2025.
Read reviews from past customers who have flown Delta, Copa Airlines, and United Airlines from San Francisco to Caribbean Islands. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Comfort

7.9

Entertainment

7.9

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.

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

    American Airlines, United Airlines, and JetBlue can get you from San Francisco to Caribbean Islands in just under 9h 57m. Your travel time can differ by up to 5h 12m. San Francisco and Caribbean Islands are separated by a distance of 3623 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $134. JetBlue flights start at $178 while deals on Delta start at $193 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 June is currently the most expensive (average of $339). 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 October 5, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$160Average$476FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$187Average$595FlexibilityNo cancel feeOn-time75%
DeltaCheapest$240Average$665FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$303Average$641FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$303Average$697FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$303Average$593FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$310Average$934FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$347Average$723FlexibilityNo cancel feeOn-time71%
AeromexicoCheapest$378Average$735FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$412Average$675FlexibilityNo cancel feeOn-time63%

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