$279 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 7/9. 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
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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

Fri, May 29 - Tue, Jun 2
JetBlue Logo
2:53 pm - 1:04 pm
SFO
-
GCM
20h 11m
1 stop
JetBlue Logo
2:05 pm - 12:33 am
GCM
-
SFO
12h 28m
1 stop
$602JetBlue
Thu, Jun 25 - Wed, Jul 1
Southwest Logo
10:50 pm - 11:55 am
SFO
-
GCM
11h 05m
2 stops
Southwest Logo
12:50 pm - 10:25 pm
GCM
-
SFO
11h 35m
2 stops
$634Southwest
Wed, Jun 10 - Tue, Jun 16
Southwest Logo
10:50 pm - 11:55 am
SFO
-
GCM
11h 05m
2 stops
Southwest Logo
12:50 pm - 10:30 pm
GCM
-
SFO
11h 40m
2 stops
$658Southwest
Thu, Jul 9 - Tue, Jul 14
American Airlines Logo
1:20 pm - 11:25 am
SFO
-
GCM
20h 05m
1 stop
American Airlines Logo
5:10 pm - 10:24 am
GCM
-
SFO
19h 14m
1 stop
$663American Airlines
Thu, Jul 9 - Tue, Jul 14
American Airlines Logo
6:54 pm - 11:25 am
SFO
-
GCM
14h 31m
2 stops
American Airlines Logo
12:02 pm - 12:43 am
GCM
-
SFO
14h 41m
2 stops
$668American Airlines
Wed, Jun 10 - Tue, Jun 16
American Airlines Logo
11:59 pm - 4:11 pm
SFO
-
GCM
14h 12m
1 stop
American Airlines Logo
12:01 pm - 10:23 pm
GCM
-
SFO
12h 22m
2 stops
$673American Airlines
Mon, Jul 13 - Tue, Jul 21
Multiple Airlines Logo
1:20 pm - 12:45 pm
SFO
-
GCM
21h 25m
1 stop
Multiple Airlines Logo
11:30 am - 7:13 pm
GCM
-
SFO
33h 43m
2 stops
$700Multiple Airlines
Sat, May 23 - Tue, May 26
Southwest Logo
4:10 pm - 11:55 am
SFO
-
GCM
17h 45m
2 stops
Southwest Logo
1:05 pm - 10:45 pm
GCM
-
SFO
11h 40m
2 stops
$703Southwest
Mon, Jul 13 - Wed, Jul 22
Multiple Airlines Logo
1:20 pm - 12:45 pm
SFO
-
GCM
21h 25m
1 stop
Multiple Airlines Logo
11:30 am - 8:43 am
GCM
-
SFO
23h 13m
2 stops
$706Multiple Airlines
Thu, Jul 16 - Mon, Jul 20
Air Canada Logo
11:38 pm - 10:00 am
SFO
-
GCM
32h 22m
2 stops
Air Canada Logo
12:25 pm - 10:20 am
GCM
-
SFO
23h 55m
2 stops
$710Air Canada
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 $622, 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 June, when tickets cost $249 (return) on average. On the other hand, the most expensive months are October and September, when the average cost of round-trip tickets is $531 and $516 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 10% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 15 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$279
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 9% 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 9684 reviews
7.3Comfort
6.6Food
7.1Entertainment
8.1Crew
7.7Boarding
Airline reviews

No screens or meal options. Freezing cold. Dirty seats. Left late.

4.0 OkayMaya, May 2026
SFO - IAH
Read more United Airlines reviews

No screens or meal options. Freezing cold. Dirty seats. Left late.

I liked that my son and I were reseated next to each other (we had different bookings). I liked that it was a directg flight and mostly on time. I liked that you provided pillows and blankets. Flight attendants were generally courteous. The messaging through wifi did not work well. The food was not good. Seats are very narrow and I felt slightly claustraphobic in the window seat.

Some crew were unfriendly or in some cases just straight up rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

United Airline crews were very friendly and very attentive. 12 hours flight was gone like in a shorter one.

Flight itself excellent, but delayed so missed connection & got to destination 2 hrs later

Due to cancellation of connecting flight (Lufthansa) I didn’t fly with United

It was a red-eye, but the flight felt surprisingly quick. The seats were very comfortable, and that made resting much easier. I also want to thank the gentleman seated next to me, who graciously moved so my mom could sit beside me. We slept almost the entire way. The cabin crew was respectful in not disturbing us, while also being courteous and professional throughout. Thank you, United.

Boarding was again a "free for all". We were boarding group 4, and almost the entire plane was able to board before us. It's a shame that someone who follows the rules, gets the short end of the stick. Not fair.

It was perfect! I've never flown with United before, but I definitely will in the future

The crew was very attentive through out the flight. Seats were comfortable, nice flight bag with pillow and blanket. Food was okay, since it was a overnight flight seemed to go by fast.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

Boarding gate at LAX was too crowded—two gates next to one another

On time departure and early arrival. Flight attendant very nice.

The business class layout of chairs was weired. You are sitting directly across stranger.,

The SFO Lounge crew were amazing. The bartender Faris was great. Thanks!

Friendly crew is the only nice thing. Seats uncomfortable. Food and snacks horrible. Movies were the same as the first 10 hour flight two weeks before

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

Direct tv did not work on flight Short flight so no good service offered Arrived early to destination and had to wait for gate to open. Deplaned LATER than if we arrived on time!! Poor planning Jet blue has had something go wrong on every flight I’ve taken with them in last five years. Terribly run airline

Given us a free miles or free flight for waiting for 9 hours I didn’t get home till 5am in the morning and I was supposed to be home at 9:30 touch down.

Excellent price. Everything on time. two bad parts. Kayak said I couldn't sign in for the flight online, but I got an email at the same time from Jet Blue and they let me sign in online. Second bad part was that, although I had provided my known traveler number, neither of my boarding passes, for this flight and the previous one, had TSA pre-check showing.

Jet blue was great But the Jayak system Wasa pure nightmare and wasted so much of my time and energy by not giving me a way to access jet blue to check in the flight back I didn’t even get the number confirmation code 24 hours before. Because I didn’t receive the email with the confirmation code I could NoT CHECk IN. I spoke to a kayak third party and they informed me I could not carry a carry on, on the flight which caused me so much extra stress it was just too much. You can be sure I will not be using it recommending your site. Again.

There was a screen but no earphones that could use the older input so I could listen to anything.

My experience with JetBlue was fine BUT I am very upset with Kayak! JetBlue had delayed our scheduled departure by an hour and you NEVER notified me of the change. I did not hear directly from JetBlue because the trip was booked through Kayak, a mistake I will not repeat. Your reminder of the our trip last week still had the WRONG departure time. Our return trip has also changed, and again no notice from you.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Purchased through 3rd party vendor which made everything difficult. Unable to check in online. Unable to get flight updates easily, tsa precheck information didn’t carry through, longer time to check in in person. Entertainment looked good but had to purchase conventional headphones to view.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports