$193 Find Cheap Flights from San Francisco to the Cayman Islands - Compare and Save

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Cheap Flights from San Francisco to the Cayman Islands

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
George Town
George Town2 stops$565
Little Cayman
Little Cayman2 stops$1,219
George Town
George Town2 stops$565
Little Cayman
Little Cayman2 stops$1,219
Booking Insights

Price, demand and travel trends for San Francisco to the Cayman Islands flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from San Francisco to the Cayman Islands right now?

The cheapest fare from San Francisco to the Cayman Islands in the last week was $565 round-trip, to George Town Owen Roberts Intl (GCM).

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

February is the cheapest time of year to fly, with average fares of $553. Prices are highest in September, when average flight costs increase to around $1,137.

Which airport in the Cayman Islands is the cheapest to fly to from San Francisco?

All flights from San Francisco to the Cayman Islands arrive at George Town Owen Roberts Intl (GCM). On average, round-trip fares are around $711.

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

Thursday tends to be the cheapest day to fly from San Francisco to the Cayman Islands, while Sunday is the most expensive. Fares run about 28% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from San Francisco to the Cayman Islands?

Data from the past 12 months shows it's cheapest to fly to the Cayman Islands during the morning with average prices of $663. The afternoon is the most expensive time to fly, with average prices of $941.

Key details for San Francisco to the Cayman Islands flights

Low season

September

Cheapest flight

$193
Beat the crowds with an average 91% drop in travelers.
One-way flight from San Francisco to George Town

Your San Francisco to the Cayman Islands flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from San Francisco to the Cayman Islands?

    Yes. Fares from San Francisco to the Cayman Islands are low right now. As a rule of thumb, a round-trip under $636 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from San Francisco to the Cayman Islands?

    Over the past 12 months, round-trip fares from San Francisco to the Cayman Islands have ranged from $636 to $908.

  • What are the main airports serving the Cayman Islands?

    Flights to the Cayman Islands all arrive at George Town Owen Roberts Intl (GCM).

  • What airlines fly nonstop from San Francisco to the Cayman Islands?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from San Francisco to the Cayman Islands. One-stop options include:

    • American Airlines
    • Delta
    • United Airlines

  • Which cabin classes are available on flights from San Francisco to the Cayman Islands?

    On flights from San Francisco to the Cayman Islands you can book Economy Class or First Class.

Your guide to booking San Francisco to the Cayman Islands flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your travel dates are flexible, book your trip for February when flights are typically cheapest and avoid September when prices are at their highest.
  • Flying on Thursday is usually the cheapest. Flights on Sunday cost about 28% more on average, so being flexible with your travel dates could help you save.
  • Start your trip in George Town, which is the most popular destination in the Cayman Islands. From there, it's easy to continue on to other popular destinations such as West Bay, East End and North Side.

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.
7.4
United AirlinesOverall score based on 10324 reviews
7.1Entertainment
6.7Food
7.3Comfort
8.1Crew
7.7Boarding
Airline reviews

Better management of the boarding process. Is there any way you could forward all the window seats first? That's the Way Reno Air used to do it, and they had the fastest boarding in the industry!

10.0 ExcellentDon, Oct 2026
Read more United Airlines reviews

Better management of the boarding process. Is there any way you could forward all the window seats first? That's the Way Reno Air used to do it, and they had the fastest boarding in the industry!

overall a very good travel experience - left on time, arrived early. Mostly a smooth flight. Polaris seats were excellent, very good service and nice food with options.

Flight was over two hours late, but they notified us early in the morning. They ended up changing planes the food on board that was extremely mediocre and we were in premier class.

Food was very bad Crew was not so welcoming. Chairs was so uncomfortable

The business class had to wait to board last. Unacceptable

The air hostess was excellent. I have taken so many flight domestic and international, this is the first time the air hostess was so caring. She was a delight

We paid extra to check our bags ($90*2=$180) but our luggage remained in Frankfurt. VERY DISAPPOINTED as we were promised that our luggage would go to our destination. We had to pay 90€ to take a taxi back to the airport in Split the next day to get our bags so we would not miss our next step on our trip. We think we should be reimbursed for our checked bags. How can we coordinate this?

This was an auto-rebook due to being delayed from an earlier UA connecting flight. The boarding was fine, but they sat me in a middle seat when my original booking was a window seat. Overall, the flight was fine as it still got me to my final destination.

Sitting in coach even in the larger leg space is extremely uncomfortable and the staff pay no attention.

The pilot was late so we didn’t take off til almost 2 hours late.

They lost my luggage and have ruined first day of my vacation. Still don’t have it. I have nothing. I also paid for a seat I did not get. They changed both our seats with no notice. Will never fly this airline again.

Flight was delayed 3 hours. No food on plane besides snacks

I have flown Jet Blue many times between JFK and SFO. I appreciate how clean the planes are, the ability to select my onboard entertainment and the flight crews have always been amazing! Unfortunately, my trip from SFO to JFK on August 23 was unusual. I arrived early at SFO for the 12:00 noon scheduled boarding. The flight was supposed to take off at 12:45pm but after sitting for a while, the plane had to return to the gate to have a generator inspected. After deplaning and then reboarding, we eventually took off around 3:30 pm. It was explained to the passengers that because the plane was using a backup generator, additional fuel was needed and the flight would take longer than originally scheduled. We were originally supposed to arrive at JFK at 9:32 pm but instead, arrived at midnight. Unfortunately, I was exhausted for the funeral I attended the next morning. As a passenger, I have always expected that the plane will be in good mechanical order and that all parts will function as expected. I'm not entirely certain that if I fly Jet Blue in the future, that I will have the same level of confidence that I had become accustomed to. Thanks for the opportunity to provide this feedback. Kathy Nigro

Seats were great, the staff was great, and the food was about the best I've had on a plane, and is especially the best of any US-based carrier I've flown. Free Wi-Fi was also great.

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.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

Little snafu at boarding. Staff communicated with gate poorly. Flight attendant was rude making disembark early. This was an older mint class. Needs an overhaul for sure. Food was good. The male flight attendant was really nice.

I really liked the way snacks and drinks were available throughout the flight!!! The flight attendants were also all fantastic!

Always like Jet Blue! It seems, however, that people are getting bigger & seats are getting smaller! We had a very full flight and I couldn't get an aisle seat like I always do. I wish there were more leg room. People sitting next to me were very nice though so it was fine to disturb them if I needed to use the restroom. Otherwise the flight was fine but a bit long.

None of the in flight Direct TV worked. A better selection of Shows would have been better. The baggage was s low. Otherwise we enjoyed our flight!

Little communication with passengers after sitting over 1 hour for a maintenance issue Then we had to deplane- no crew communication Poor gate information after deplaned WiFi would not connect AT ALL

Flight attendant made the flight very enjoyable. He was courteous and gave great care to the passengers

Not good. Flight crew, was not friendly and just shoved stuff at us. Not the way I like to travel.

Aside from the little delay, overall was flight good. Made it safely. Thanks!

Over the course of 7 months of travel, I can count on my hand the number of times the flight has departed on time. Majority of the instances have been related to non-weather reasons. Would not recommend flying this Airline

The food was okay and the space in business class was smaller than we had to Singapore.

The plane was spartan, the seats not that comfortable. It was like flying a super low budget airline. They charged for coffee!!! I have never, ever experienced that before.

I had no problems but the changing of planes that I was supposed to be on was confusing. Maybe it would be helpful to let people know your flight changed. Not everyone understands airports or how flying works.

Flight was delayed multiple times without giving any particular reason and the only thing that was communicated was that 'Aircraft is getting ready'. I was stuck at SFO airport for 15 hours and finally took Southwest Airlines flight back home to Dallas.

I was not clear if food was offered or not.

More options for your flight from San Francisco to the Cayman Islands

Complete your trip to the Cayman Islands with a hotel stay or car rental