$214 Find Cheap Flights from San Francisco to the Cayman Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Francisco to the Cayman Islands departing on 9/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Best Cayman Islands Flight Deals from San Francisco

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George Town1 stop$532
George Town
George Town1 stop$532

Cheap Flights from San Francisco to the Cayman Islands

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Francisco to the Cayman Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San Francisco to the Cayman Islands

Wed, Aug 13 - Sun, Aug 24
Delta Logo
9:35 pm - 11:37 amSFO-GCM
12h 02m1 stop
Delta Logo
12:52 pm - 12:35 amGCM-SFO
13h 43m1 stop
$532Delta
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Thu, Aug 14 - Mon, Aug 25
American Airlines Logo
6:42 pm - 11:20 amSFO-GCM
14h 38m2 stops
American Airlines Logo
2:10 pm - 8:38 amGCM-SFO
20h 28m2 stops
$536American Airlines
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Fri, Nov 7 - Sun, Nov 16
American Airlines Logo
12:31 am - 12:00 pmSFO-GCM
8h 29m1 stop
American Airlines Logo
6:10 pm - 11:45 amGCM-SFO
20h 35m1 stop
$537American Airlines
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Thu, Aug 14 - Sun, Aug 24
American Airlines Logo
7:54 pm - 11:20 amSFO-GCM
13h 26m2 stops
American Airlines Logo
12:10 pm - 12:08 amGCM-SFO
13h 58m2 stops
$541American Airlines
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Thu, Aug 14 - Mon, Aug 25
Delta Logo
11:59 pm - 11:37 amSFO-GCM
9h 38m1 stop
Delta Logo
12:50 pm - 10:49 pmGCM-SFO
11h 59m1 stop
$542Delta
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Tue, Nov 11 - Sun, Nov 16
Southwest Logo
3:15 pm - 12:35 pmSFO-GCM
18h 20m2 stops
Southwest Logo
1:30 pm - 11:35 pmGCM-SFO
13h 05m2 stops
$572Southwest
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Wed, Aug 13 - Sat, Aug 23
United Airlines Logo
12:30 am - 12:30 pmSFO-GCM
10h 00m1 stop
United Airlines Logo
1:35 pm - 10:09 pmGCM-SFO
10h 34m1 stop
$632United Airlines
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Sun, Jun 29 - Fri, Jul 4
United Airlines Logo
12:30 am - 12:30 pmSFO-GCM
10h 00m1 stop
United Airlines Logo
1:35 pm - 10:01 pmGCM-SFO
10h 26m1 stop
$694United Airlines
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Thu, Jul 3 - Mon, Jul 7
Southwest Logo
9:00 pm - 11:50 amSFO-GCM
12h 50m2 stops
Southwest Logo
12:45 pm - 12:10 amGCM-SFO
13h 25m2 stops
$810Southwest
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Thu, Aug 14 - Sat, Aug 23
WestJet Logo
7:30 am - 12:45 pmSFO-GCM
51h 15m2 stops
WestJet Logo
1:45 pm - 9:25 pmGCM-SFO
33h 40m2 stops
$826WestJet
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KAYAK's insights & trends for San Francisco to the Cayman Islands flights

Get data-powered insights and trends into flights from San Francisco to the Cayman Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from San Francisco to the Cayman Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Francisco to the Cayman Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from San Francisco to the Cayman Islands is September, when tickets cost $529 (return) on average. On the other hand, the most expensive months are October and December, when the average cost of round-trip tickets is $895 and $850 respectively.

What’s the cheapest day of the week to fly from San Francisco to Cayman Islands?

The average price of all round-trip flights from San Francisco to the Cayman Islands clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from San Francisco to Cayman Islands, look for departures on Tuesdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Cayman Islands, Monday is the cheapest day to fly and Saturday is the most expensive.

How far in advance should I book a flight from San Francisco to the Cayman Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from San Francisco to the Cayman Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from San Francisco to the Cayman Islands, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.


Good to know

Low seasonOctober
High seasonJune
Cheapest flight$214
Best time to beat the crowds but there is an average 32% increase in price.
Most popular time to fly with an average 2% increase in price.
Flight from San Francisco to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from San Francisco to the Cayman Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San Francisco to the Cayman Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Francisco to the Cayman Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Francisco to the Cayman Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San Francisco to the Cayman Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from San Francisco to the Cayman Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Francisco to the Cayman Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from San Francisco to the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $700 on average. Morning departures are around 2% cheaper than evening flights, on average. The most expensive time of day to fly to the Cayman Islands is generally at night, which is peak travel time and where the average cost of a ticket is $756.

Reviews of the top 3 airlines serving from San Francisco to the Cayman Islands

 
Need help choosing which airline to fly with from San Francisco to the Cayman Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7965 reviews
7.9Comfort
7.9Entertainment
8.2Boarding
8.5Crew
7.3Food
Airline reviews

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

8.0 ExcellentMathew, Jun 2025SAN - JFK
Read more Delta reviews

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

737-800 in first class was pretty dumpy. Seat had an uncomfortable angle, storage under the seat was blocked so even my very modest backpack didn't fit, power outlet was flaky. Weird tiny seat pockets that couldn't hold a gallon ziploc bag, emesis bag missing, etc. etc. No in-flight service due to turbulence. Crew was excellent, boarding was smooth despite a full flight.

Delta flight was on time, seats were comfortable, and crew was nice.

Bathrooms dirty sinks clogged. No one seemed to clean them. Plane very old

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

It was terrible, if they ran flights on time it would make a big difference.

Delta seems to be improving in many areas, except they are super bad with the food available. Bring back normal food service on long flights.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

Flight was late as pilot crew had to land at different airport in their previous flight. Passengers boarded and had to wait for pilots inside plane. Series of incomplete and unnecessary announcements by an annoying voice, rather than complete, informative announcements.

Breakfast was not loaded at SFO due to catering company change. Seems like a major airline at a major hub would have thought of something else or warned passengers to pick up food before boarding a 3 hour flight.

Boarding seemed to be organized bedlam. For what ever reason, preboarding took longer than 20 minutes. Made the plane 20 minutes late taking off. Luckily we arrived on time. Flight crew seemed very friendly. Only slight turbulence.

They hired a new catering company the same day of my flight. They botched the job by not delivering the right carts and after THREE HOURS waiting, the flight crew timed out (flight was 19 hours long and FAA rules state crew can’t work more than 14 hours long). So they CANCELED OUR FLIGHT!! Worst experience ever. Avoid UAL at all costs.

The personnel were professional and friendly. The Boeing 737 Max 9 is too claustrophobic and was very warm at both airport gates, and still warm in the air.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

get E+, a must for 5 hours flight if you are tall

Liked fold flat bed. Didn’t like having no window. Didn’t like poor choice of food and being served dinner very late, hours after take off of a 7:40pm flight. Servers not friendly. Food horrible in business class.

Everything is good except the dinner and breakfast. The sandwich is very delicious. Toilet is clean, I only use one of them. Flight attendants are very nice. 👍👍

The chair cushions may need an upgrade. I have been noticing they are so worn out, thin so you’d sit in a dip 😄. Other than that, all was an enjoyable trip. Thanks AA!

Cramped seats. FAA should make airlines have more legroom, for even short people complain

Flight was full, and would have preferred an aisle seat, but due to getting a late ticket ,the seat I had was adequate. The flight crew were very help full and hard working. Food and drink were excellent for the 11hr flight. Overall I was pleased with flight, and would recommend British Airways again.

Eventless. It was a good flight and good crew. Can’t complaint.

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

British Airways staff are very polite and willing to help.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

We kept being told that the flight was full and that all overhead compartments were full and therefore had to check in our hand luggage. We were some of the last people to board and noticed that there was still sufficient space in the overhead compartments. We were obliged to check in hand luggage when there was space and so had to wait at luggage retrieval which took a while to then noticed damage to our luggage - not a great experience!

Worst seats I’ve ever had !!! The seats were very narrow and uncomfortable and misaligned with the seats in front of mine leading to bottom of the seat in front of mine pressing on my legs for 15.5 hours !

This was an overnight flight. There was no meal service in first class, just a simple snack basket was offered along with beverages. There should have been some type of continental breakfast prior to arrival in PHL. As an Executive Platinum American Airlines Advantage member, I received no name recognition from the first class flight attendant. When disembarking at PHL, the flight attendants were more interested in their cell phones than saying "thank you" to the passengers as they disembarked.

Everything you need to know for your flight from San Francisco to the Cayman Islands

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