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Cayman Islands

$251+ 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — GCM
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$445
(JetBlue)

One-way from

$251
(United Airlines)

Popular in

December

Cheapest in

February

Average price

$531
Provider with most accurate pricing for San Francisco-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for San Francisco-George Town Owen Roberts Intl flights.
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From San Francisco to Cayman Islands
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One-way flight from San Francisco to Cayman Islands
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Highest demand for flights based on searches. 11% potential increase in price ($82 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 28, 2025.

This JetBlue deal was found by Cheapflights users on 10/26. 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.
Wed 12/109:44 pmSFO - GCM
1 stop13h 11mJetBlue
Sat 12/133:55 pmGCM - SFO
1 stop10h 38mJetBlue
Deal found 10/26$471
This JetBlue deal was found by Cheapflights users on 10/26. 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.
Sun 12/710:42 pmSFO - GCM
1 stop12h 49mJetBlue
Tue 12/93:55 pmGCM - SFO
1 stop10h 38mJetBlue
Deal found 10/26$472
This JetBlue deal was found by Cheapflights users on 10/26. 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 12/89:44 pmSFO - GCM
1 stop13h 11mJetBlue
Sat 12/133:55 pmGCM - SFO
1 stop10h 38mJetBlue
Deal found 10/26$473
This JetBlue deal was found by Cheapflights users on 10/26. 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.
Sun 12/710:42 pmSFO - GCM
1 stop12h 49mJetBlue
Sat 12/133:55 pmGCM - SFO
1 stop10h 38mJetBlue
Deal found 10/26$474
This JetBlue deal was found by Cheapflights users on 10/26. 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.
Sun 12/710:42 pmSFO - GCM
1 stop12h 49mJetBlue
Thu 12/113:55 pmGCM - SFO
1 stop10h 38mJetBlue
Deal found 10/26$475
This JetBlue deal was found by Cheapflights users on 10/26. 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.
Wed 12/109:44 pmSFO - GCM
1 stop13h 11mJetBlue
Thu 12/113:55 pmGCM - SFO
1 stop10h 38mJetBlue
Deal found 10/26$483
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Fri 11/1412:27 amSFO - GCM
1 stop11h 01mAmerican Airlines
Thu 11/203:36 pmGCM - SFO
1 stop10h 23mAmerican Airlines
Deal found 10/26$512
This JetBlue deal was found by Cheapflights users on 10/26. 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 12/510:42 pmSFO - GCM
1 stop12h 59mJetBlue
Tue 12/93:55 pmGCM - SFO
1 stop10h 38mJetBlue
Deal found 10/26$524
This JetBlue deal was found by Cheapflights users on 10/26. 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 12/59:00 pmSFO - GCM
1 stop14h 41mJetBlue
Sat 12/133:55 pmGCM - SFO
1 stop10h 38mJetBlue
Deal found 10/26$525
This JetBlue deal was found by Cheapflights users on 10/26. 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 12/510:42 pmSFO - GCM
1 stop12h 59mJetBlue
Thu 12/113:55 pmGCM - SFO
1 stop10h 38mJetBlue
Deal found 10/26$527
This Delta deal was found by Cheapflights users on 10/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/910:30 pmSFO - GCM
1 stop11h 05mDelta
Fri 12/121:50 pmGCM - SFO
1 stop12h 30mDelta
Deal found 10/26$532

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 October 28, 2025.
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 1/28

11:59 pm-1:55 pm

1 stop10h 56m

George Town Owen Roberts Intl

Thu 2/5

3:30 pm-11:30 pm

1 stop11h 00m

$454

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Wed 12/10

9:44 pm-1:55 pm

1 stop13h 11m

George Town Owen Roberts Intl

Sat 12/13

3:55 pm-11:33 pm

1 stop10h 38m

$471

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Sun 12/7

10:42 pm-2:31 pm

1 stop12h 49m

George Town Owen Roberts Intl

Sat 12/13

3:55 pm-11:33 pm

1 stop10h 38m

$474

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Fri 1/30

10:40 pm-2:50 pm

1 stop13h 10m

George Town Owen Roberts Intl

Sat 2/7

2:55 pm-11:30 pm

1 stop11h 35m

$480

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Sun 2/1

8:45 pm-2:35 pm

1 stop14h 50m

George Town Owen Roberts Intl

Sat 2/7

2:55 pm-11:30 pm

1 stop11h 35m

$480

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Sat 1/31

10:40 pm-2:35 pm

1 stop12h 55m

George Town Owen Roberts Intl

Tue 2/10

3:30 pm-11:30 pm

1 stop11h 00m

$489

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Sat 1/31

10:40 pm-2:35 pm

1 stop12h 55m

George Town Owen Roberts Intl

Thu 2/5

3:30 pm-11:30 pm

1 stop11h 00m

$489

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Tue 2/24

9:35 pm-2:02 pm

1 stop13h 27m

George Town Owen Roberts Intl

Tue 3/3

3:55 pm-11:33 pm

1 stop10h 38m

$491

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Wed 2/25

9:35 pm-2:02 pm

1 stop13h 27m

George Town Owen Roberts Intl

Tue 3/3

3:55 pm-11:33 pm

1 stop10h 38m

$491

San FranciscoGeorge Town

SFO - GCM

SFOGCM

San Francisco

Mon 2/23

12:50 am-3:30 pm

1 stop11h 40m

George Town Owen Roberts Intl

Tue 3/3

4:30 pm-9:16 am

1 stop19h 46m

$522

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 17 results
1
2

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 $410). 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.

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

Find hourly flight availability from San Francisco to Cayman 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 28, 2025.

It’s optimal to fly from San Francisco to Cayman Islands in the morning. By choosing this option you can save up to 35% on the cost of your flight, compared to a flight at noon.

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 October 28, 2025.
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
7,994 reviews

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Food

7.3

Boarding

8.2

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
7,994 reviews
Delta
7.9
Good
7,994 reviews

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Food

7.3

Boarding

8.2

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
9,001 reviews
Delta
7.9
Good
7,994 reviews

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Food

7.3

Boarding

8.2

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
11,032 reviews
Delta
7.9
Good
7,994 reviews

Comfort

7.9

Entertainment

7.9

Overall

7.9

Crew

8.5

Food

7.3

Boarding

8.2

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 $454, JetBlue can have you in Cayman Islands from San Francisco in 10h 56m. 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 $410). 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 3 airlines flying from San Francisco to Cayman Islands

Discover the top 3 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$480Average$654FlexibilityNo cancel feeOn-time71%
DeltaCheapest$511Average$654FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$511Average$676FlexibilityNo cancel feeOn-time69%

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