$207 Find Cheap Flights from San Francisco to Grand Cayman

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 Grand Cayman departing on 4/17. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Grand Cayman

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Francisco to Grand Cayman, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Francisco to Grand Cayman, as well as popular online travel agencies
Travelers love KAYAK
41 299 237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Book Cheap San Francisco to Grand Cayman Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Francisco to Grand Cayman 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 Grand Cayman

Tue, Apr 14 - Tue, Apr 21
Southwest Logo
7:15 pm - 12:10 pm
SFO
-
GCM
14h 55m
2 stops
Southwest Logo
1:05 pm - 11:15 pm
GCM
-
SFO
12h 10m
2 stops
$472Southwest
Mon, Apr 27 - Tue, May 5
JetBlue Logo
11:05 pm - 12:39 pm
SFO
-
GCM
11h 34m
1 stop
JetBlue Logo
2:05 pm - 11:56 pm
GCM
-
SFO
11h 51m
1 stop
$480JetBlue
Fri, Apr 17 - Thu, Apr 23
JetBlue Logo
11:05 pm - 12:50 pm
SFO
-
GCM
11h 45m
1 stop
JetBlue Logo
1:55 pm - 11:56 pm
GCM
-
SFO
12h 01m
1 stop
$482JetBlue
Wed, Apr 15 - Wed, Apr 22
Southwest Logo
7:15 pm - 12:10 pm
SFO
-
GCM
14h 55m
2 stops
Southwest Logo
1:05 pm - 11:35 pm
GCM
-
SFO
12h 30m
2 stops
$487Southwest
Tue, Apr 28 - Tue, May 5
Southwest Logo
9:15 pm - 12:10 pm
SFO
-
GCM
12h 55m
2 stops
Southwest Logo
1:05 pm - 11:35 pm
GCM
-
SFO
12h 30m
2 stops
$517Southwest
Fri, Apr 17 - Thu, Apr 23
Southwest Logo
11:25 pm - 3:00 pm
SFO
-
GCM
13h 35m
2 stops
Southwest Logo
1:05 pm - 10:25 pm
GCM
-
SFO
11h 20m
2 stops
$530Southwest
Fri, May 15 - Tue, May 26
JetBlue Logo
11:05 pm - 1:00 pm
SFO
-
GCM
11h 55m
1 stop
JetBlue Logo
2:05 pm - 10:17 am
GCM
-
SFO
22h 12m
1 stop
$542JetBlue
Fri, May 29 - Mon, Jun 8
Air Canada Logo
1:35 pm - 10:00 am
SFO
-
GCM
18h 25m
1 stop
Air Canada Logo
12:25 pm - 3:22 pm
GCM
-
SFO
28h 57m
2 stops
$564Air Canada
Fri, Apr 17 - Thu, Apr 23
Southwest Logo
9:15 pm - 12:05 pm
SFO
-
GCM
12h 50m
1 stop
Southwest Logo
1:05 pm - 12:20 am
GCM
-
SFO
13h 15m
2 stops
$567Southwest
Fri, May 15 - Tue, May 26
JetBlue Logo
11:05 pm - 1:00 pm
SFO
-
GCM
11h 55m
1 stop
JetBlue Logo
2:05 pm - 10:17 am
GCM
-
SFO
22h 12m
1 stop
$569JetBlue
Booking Insights

KAYAK's insights & trends for San Francisco to Grand Cayman flights

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

Can I save money by flying with a layover from San Francisco to Grand Cayman?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $577, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Francisco to Grand Cayman, 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 Grand Cayman is September, when tickets cost $530 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $1,191 and $691 respectively.

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

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 Grand Cayman, 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 Grand Cayman, you should book around 3 weeks before departure, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$207
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from San Francisco to George Town

FAQs - booking Grand Cayman flights

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

    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 Grand Cayman.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Francisco to Grand Cayman 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 Grand Cayman?

    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 Grand Cayman 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 Grand Cayman?

    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 Grand Cayman up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

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

 
See real verified KAYAK customer reviews for airlines flying from San Francisco to Grand Cayman. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San Francisco to Grand Cayman? 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.
7.4
United AirlinesOverall score based on 9375 reviews
6.6Food
7.3Comfort
7.7Boarding
8.1Crew
7.1Entertainment
Airline reviews

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

8.0 ExcellentJack, Feb 2026
SFO - PDX
Read more United Airlines reviews

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

Flight delayed for more than 16 hrs and no effort was spent to provide an alternate

We had turbulence ever 1/2 hr or so and the captains announcements were SOOOO LOUD

it was a very short flight so my expectations were low.

Entertainment kept turning itself off. Gave up on watching a movie.

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Terrible. No customer service, no food, no drinks on a 6 hour premier economy booking.

The flight crew where really good. Better then the crew from BNE to SFO

Food should be changed in menu Many muslims travels in this airlime they need to add one Halal meal

left on time, reasonable boarding process arrived early luggage came out quickly

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

Rude crew member. She seemed annoyed at me without me saying a single word. Also loudly admonished me for having my bag next to my seat instead of tucked away before landing. Just telling me to put it away and guiding me without giving me a lecture would have been enough.

No included food for a 5 hour flight and the entertainment was only accessible if you had wired headphones (not provided). Otherwise though, great and smooth flying and customer service.

Crew were fantastic and so catering and wonderful! Full score for the entire crew!

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

The worst Airline ever. They centered my second flight and leave me in NY. They don’t have any representatives at the airport and they don’t respond to calls. Basically I got stuck. I will never purchase through there again.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

Mediocre would be best description. Food bland. Seat biz class uncomfortable to sleep. Crew never dimmed lights completely in an overnight flight to Europe. Would avoid AA if possible.

Small plane, poor meal choices for first class, bad terminal and boarding experience at LAX

Massimo, flight attendant was very authentic, attentive - wonderful. Food/wrap was just okay.

Experience was great. The best part is the free Wi-Fi connection which helps me to work on the flight

The flight was fine. It's the satellite terminal that supports American eagle flights is what sucks. There is only one food option and everything there is way overpriced. I mean I know it's airport pricing, but it's even crazier than that. I bought a sandwich in a plastic container for $18.

The flight was really crowded. Flight attendants were just ok.

Flight was delayed for 2 hours, then last minute the change to on time. The satélite location is far and a nightmare to get to.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports