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Cayman Islands

$204+ Cheap flights from San Francisco (SFO) to the Cayman 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — GCM
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from San Francisco to Cayman Islands

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

This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1311:59 pm
SFO
-
GCM
1 stop10h 40m
JetBlue
Thu 4/231:55 pm
GCM
-
SFO
1 stop12h 01m
JetBlue
Deal found 1/26$395
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1911:30 pm
SFO
-
GCM
1 stop12h 04m
JetBlue
Thu 2/263:15 pm
GCM
-
SFO
1 stop11h 44m
JetBlue
Deal found 1/27$407
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1311:59 pm
SFO
-
GCM
1 stop10h 40m
JetBlue
Tue 4/211:55 pm
GCM
-
SFO
1 stop12h 01m
JetBlue
Deal found 1/26$421
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1711:05 pm
SFO
-
GCM
1 stop11h 45m
JetBlue
Tue 4/211:55 pm
GCM
-
SFO
1 stop12h 01m
JetBlue
Deal found 1/26$447
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2711:30 pm
SFO
-
GCM
1 stop12h 05m
JetBlue
Tue 3/33:15 pm
GCM
-
SFO
1 stop11h 44m
JetBlue
Deal found 1/28$466
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/210:39 pm
SFO
-
GCM
1 stop12h 16m
JetBlue
Sat 3/72:50 pm
GCM
-
SFO
1 stop12h 09m
JetBlue
Deal found 1/26$478
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1910:50 pm
SFO
-
GCM
1 stop13h 08m
JetBlue
Tue 4/281:55 pm
GCM
-
SFO
1 stop12h 01m
JetBlue
Deal found 1/27$480
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/111:59 pm
SFO
-
GCM
1 stop10h 46m
JetBlue
Tue 4/72:05 pm
GCM
-
SFO
1 stop12h 53m
JetBlue
Deal found 1/28$486
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:39 pm
SFO
-
GCM
1 stop12h 16m
JetBlue
Tue 3/33:15 pm
GCM
-
SFO
1 stop11h 44m
JetBlue
Deal found 1/27$487
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/162:30 pm
SFO
-
GCM
1 stop18h 40m
Multiple Airlines
Thu 4/231:55 pm
GCM
-
SFO
1 stop12h 01m
Multiple Airlines
Deal found 1/26$498
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/286:53 pm
SFO
-
GCM
2 stops15h 50m
Multiple Airlines
Thu 3/55:25 pm
GCM
-
SFO
1 stop22h 17m
Multiple Airlines
Deal found 1/26$505
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1410:50 pm
SFO
-
GCM
1 stop13h 08m
JetBlue
Tue 4/211:55 pm
GCM
-
SFO
1 stop12h 01m
JetBlue
Deal found 1/26$512

Find flight deals from San Francisco to Cayman Islands

Keep the following information in mind while searching for San Francisco to Cayman Islands flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$395
(JetBlue)

One-way from

$204
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$623
Provider with most accurate pricing for San Francisco-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Francisco-George Town Owen Roberts Intl flights.
Search Deals
From San Francisco to Cayman Islands
Search Deals
One-way flight from San Francisco to Cayman Islands
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($154 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($48 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 Francisco to Cayman 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 January 29, 2026.
Use the filters below to find and compare flights from San Francisco to the Cayman Islands that are best for you.

Fly from

San Francisco

Fly to

Cayman Islands

Route

Depart

Return

Price

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Wed 4/15

11:05 pm-12:39 pm

1 stop11h 34m

George Town Owen Roberts Intl

Thu 4/23

1:55 pm-11:56 pm

1 stop12h 01m

$395

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Mon 3/2

10:39 pm-1:55 pm

1 stop12h 16m

George Town Owen Roberts Intl

Thu 3/5

3:15 pm-11:59 pm

1 stop11h 44m

$407

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Wed 4/15

11:05 pm-12:39 pm

1 stop11h 34m

George Town Owen Roberts Intl

Tue 4/21

1:55 pm-11:56 pm

1 stop12h 01m

$421

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Sun 4/19

10:50 pm-1:58 pm

1 stop13h 08m

George Town Owen Roberts Intl

Tue 4/28

1:55 pm-11:56 pm

1 stop12h 01m

$480

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Tue 4/14

10:50 pm-1:58 pm

1 stop13h 08m

George Town Owen Roberts Intl

Thu 4/23

1:55 pm-11:56 pm

1 stop12h 01m

$486

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Tue 4/14

10:50 pm-1:58 pm

1 stop13h 08m

George Town Owen Roberts Intl

Tue 4/21

1:55 pm-11:56 pm

1 stop12h 01m

$512

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Sun 3/8

8:30 am-10:25 am

1 stop23h 55m

George Town Owen Roberts Intl

Thu 3/12

2:25 pm-11:26 pm

1 stop11h 01m

$520

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Wed 4/15

6:05 pm-12:10 pm

2 stops16h 05m

George Town Owen Roberts Intl

Wed 4/22

1:05 pm-11:35 pm

2 stops12h 30m

$535

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Thu 2/26

2:05 pm-12:29 pm

1 stop19h 24m

George Town Owen Roberts Intl

Thu 3/5

1:54 pm-11:49 pm

1 stop12h 55m

$553

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Fri 2/27

5:03 pm-1:45 pm

1 stop17h 42m

George Town Owen Roberts Intl

Mon 3/2

2:50 pm-11:24 pm

1 stop11h 34m

$553

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 22 results
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Best time to book a flight from San Francisco to Cayman Islands

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

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

Currently, February is the cheapest month in which you can book a flight from San Francisco to Cayman Islands (average of $409). Flying from San Francisco to Cayman Islands in August is currently the most expensive (average of $553). 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 Cayman Islands

Get insights into the airlines that provide service to Cayman 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 Cayman Islands. Reviews last updated January 29, 2026.
Read through reviews of airlines operating flights from San Francisco to the Cayman Islands, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,127 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

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.
Delta
7.9
Good
8,127 reviews
Delta
7.9
Good
8,127 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

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.
United Airlines
7.4
Good
9,215 reviews
Delta
7.9
Good
8,127 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

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.
American Airlines
7.2
Good
11,206 reviews
Delta
7.9
Good
8,127 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

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.
JetBlue
7.2
Good
2,891 reviews
Delta
7.9
Good
8,127 reviews

Comfort

7.9

Entertainment

7.8

Food

7.2

Boarding

8.1

Crew

8.5

Overall

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 Cayman 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 Cayman Islands?

    If you book a flight to Cayman Islands from San Francisco, you will be flying from San Francisco, which is the city’s only airport. San Francisco (SFO) is located 11.8 mi from the center of San Francisco.

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

    For as low as $395, JetBlue can have you in Cayman Islands from San Francisco in 11h 34m. San Francisco and Cayman Islands are separated by a distance of 2764 mi.

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

    While some choose either San Francisco - Cayman Brac Gerrard-Smith or San Francisco - Little Cayman, San Francisco - George Town Owen Roberts Intl is the most popular route from San Francisco to Cayman Islands.

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from San Francisco to Cayman Islands (average of $409). Flying from San Francisco to Cayman Islands in August is currently the most expensive (average of $553). 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 4 airlines flying from San Francisco to Cayman Islands

Discover the top 4 airlines that operate flights from San Francisco to Cayman 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$465Average$491FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$491Average$670FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$501Average$654FlexibilityNo cancel feeOn-time69%
DeltaCheapest$511Average$654FlexibilityNo cancel feeOn-timeN/A

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