$477+ Cheap flights from San Diego (SAN) to the Cayman Islands
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — GCM
Aug 31 — Sep 71
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from San Diego to Cayman Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from San Diego to Cayman Islands
Cheapest
Best
Last-minute
Cheapest flights from San Diego to Cayman IslandsExplore the most affordable flight options available from San Diego to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.
Explore the most affordable flight options available from San Diego to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.
This Delta deal was found by Cheapflights users on 7/29. 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.
Sun 9/139:45 pm
SAN
- GCM
1 stop11h 55m
Delta
Sat 9/191:05 pm
GCM
- SAN
1 stop10h 14m
Delta
Deal found 7/29![Delta logo]()
$477
This American Airlines deal was found by Cheapflights users on 7/27. 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.
Sun 9/1310:27 pm
SAN
- GCM
1 stop11h 00m
American Airlines
Sat 9/1911:55 am
GCM
- SAN
2 stops23h 05m
American Airlines
Deal found 7/27![American Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 7/28. 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 11/1310:20 pm
SAN
- GCM
1 stop9h 58m
American Airlines
Sat 11/213:45 pm
GCM
- SAN
1 stop11h 04m
American Airlines
Deal found 7/28![American Airlines logo]()
$525
This Delta deal was found by Cheapflights users on 7/27. 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 8/1810:25 pm
SAN
- GCM
1 stop11h 14m
Delta
Sat 8/221:04 pm
GCM
- SAN
1 stop11h 56m
Delta
Deal found 7/27![Delta logo]()
$527
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sun 9/1310:27 pm
SAN
- GCM
1 stop11h 00m
American Airlines
Sun 9/2012:36 pm
GCM
- SAN
1 stop11h 05m
American Airlines
Deal found 7/30![American Airlines logo]()
$530
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Thu 9/106:45 pm
SAN
- GCM
2 stops14h 15m
American Airlines
Wed 9/1612:00 pm
GCM
- SAN
2 stops11h 48m
American Airlines
Deal found 7/30![American Airlines logo]()
$565
This American Airlines deal was found by Cheapflights users on 7/29. 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 8/1410:20 pm
SAN
- GCM
1 stop11h 10m
American Airlines
Fri 8/212:10 pm
GCM
- SAN
1 stop10h 39m
American Airlines
Deal found 7/29![American Airlines logo]()
$576
This American Airlines deal was found by Cheapflights users on 7/27. 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 9/410:30 pm
SAN
- GCM
1 stop10h 54m
American Airlines
Mon 9/712:00 pm
GCM
- SAN
1 stop25h 32m
American Airlines
Deal found 7/27![American Airlines logo]()
$596
Best flights from San Diego to Cayman IslandsDiscover carefully curated flight deals from San Diego to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 1, 2026.
Discover carefully curated flight deals from San Diego to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 1, 2026.
This Delta deal was found by Cheapflights users on 7/30. 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.
Sun 9/139:45 pm
SAN
- GCM
1 stop11h 55m
Delta
Sat 9/191:05 pm
GCM
- SAN
1 stop10h 14m
Delta
Deal found 7/30![Delta logo]()
$477
This American Airlines deal was found by Cheapflights users on 7/28. 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.
Sun 8/2310:45 pm
SAN
- GCM
1 stop10h 15m
American Airlines
Fri 8/282:10 pm
GCM
- SAN
1 stop10h 39m
American Airlines
Deal found 7/28![American Airlines logo]()
$477
This United Airlines deal was found by Cheapflights users on 7/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/139:40 pm
SAN
- GCM
1 stop12h 35m
United Airlines
Sat 11/215:45 pm
GCM
- SAN
2 stops18h 25m
United Airlines
Deal found 7/28![United Airlines logo]()
$482
This Delta deal was found by Cheapflights users on 7/27. 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 8/1810:25 pm
SAN
- GCM
1 stop11h 14m
Delta
Thu 8/201:04 pm
GCM
- SAN
1 stop11h 56m
Delta
Deal found 7/27![Delta logo]()
$527
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sun 9/1310:27 pm
SAN
- GCM
1 stop11h 00m
American Airlines
Sun 9/2012:36 pm
GCM
- SAN
1 stop11h 05m
American Airlines
Deal found 7/30![American Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 7/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:41 pm
SAN
- GCM
3 stops17h 49m
United Airlines
Fri 10/304:45 pm
GCM
- SAN
2 stops20h 46m
United Airlines
Deal found 7/29![United Airlines logo]()
$602
This Delta deal was found by Cheapflights users on 7/27. 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.
Sat 8/1510:25 pm
SAN
- GCM
1 stop11h 14m
Delta
Thu 8/201:04 pm
GCM
- SAN
1 stop11h 56m
Delta
Deal found 7/27![Delta logo]()
$576
This American Airlines deal was found by Cheapflights users on 7/31. 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 8/1410:20 pm
SAN
- GCM
2 stops12h 50m
American Airlines
Fri 8/2112:30 pm
GCM
- SAN
2 stops21h 42m
American Airlines
Deal found 7/31![American Airlines logo]()
$581
Last-minute flights from San Diego to Cayman IslandsDiscover last-minute flight deals from San Diego to Cayman Islands. Data last updated August 1, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Cayman Islands. Data last updated August 1, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/29. 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 8/1410:20 pm
SAN
- GCM
1 stop11h 10m
American Airlines
Fri 8/212:10 pm
GCM
- SAN
1 stop10h 39m
American Airlines
Deal found 7/29![American Airlines logo]()
$576
This Delta deal was found by Cheapflights users on 7/27. 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.
Sat 8/1510:25 pm
SAN
- GCM
1 stop11h 14m
Delta
Fri 8/211:04 pm
GCM
- SAN
1 stop9h 54m
Delta
Deal found 7/27![Delta logo]()
$686
This Delta deal was found by Cheapflights users on 7/27. 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.
Mon 8/179:30 pm
SAN
- GCM
1 stop12h 09m
Delta
Mon 8/241:04 pm
GCM
- SAN
1 stop9h 54m
Delta
Deal found 7/27![Delta logo]()
$710
This Delta deal was found by Cheapflights users on 7/27. 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 8/1810:25 pm
SAN
- GCM
1 stop11h 14m
Delta
Mon 8/241:04 pm
GCM
- SAN
1 stop9h 54m
Delta
Deal found 7/27![Delta logo]()
$527
This Delta deal was found by Cheapflights users on 7/27. 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 8/1810:25 pm
SAN
- GCM
1 stop11h 14m
Delta
Sun 8/231:04 pm
GCM
- SAN
1 stop11h 56m
Delta
Deal found 7/27![Delta logo]()
$730
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/193:45 pm
SAN
- GCM
2 stops17h 50m
Multiple Airlines
Mon 8/2412:40 pm
GCM
- SAN
1 stop8h 36m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$736
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/193:45 pm
SAN
- GCM
2 stops17h 50m
Multiple Airlines
Fri 8/2111:25 am
GCM
- SAN
1 stop9h 51m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$738
This Delta deal was found by Cheapflights users on 7/27. 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.
Thu 8/209:30 pm
SAN
- GCM
1 stop12h 09m
Delta
Mon 8/241:04 pm
GCM
- SAN
1 stop9h 54m
Delta
Deal found 7/27![Delta logo]()
$598
This Delta deal was found by Cheapflights users on 7/27. 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.
Fri 8/219:30 pm
SAN
- GCM
1 stop12h 09m
Delta
Sun 8/231:04 pm
GCM
- SAN
1 stop11h 56m
Delta
Deal found 7/27![Delta logo]()
$680
This American Airlines deal was found by Cheapflights users on 7/27. 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.
Sun 8/2310:45 pm
SAN
- GCM
1 stop10h 15m
American Airlines
Fri 8/282:10 pm
GCM
- SAN
1 stop10h 39m
American Airlines
Deal found 7/27![American Airlines logo]()
$477
Find flight deals from San Diego to Cayman Islands
Keep the following information in mind while searching for San Diego to Cayman Islands flight deals. Data was last updated August 1, 2026.
Round-trip from | $477 (Delta) |
|---|---|
One-way from | $186 (American Airlines) |
Popular in | November |
Cheapest in | September |
Cheapflights Fare Finder
Customize your flight search to find flights from San Diego 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 August 1, 2026.
Use the filters below to find and compare flights from San Diego to the Cayman Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Sun 9/13
9:45 pm-11:40 am
1 stop11h 55m
George Town Owen Roberts Intl
Sat 9/19
1:05 pm-9:19 pm
1 stop10h 14m
$477
Quickest round-trip
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Sun 8/23
10:45 pm-11:00 am
1 stop10h 15m
George Town Owen Roberts Intl
Fri 8/28
2:10 pm-10:49 pm
1 stop10h 39m
$477
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Fri 11/13
9:40 pm-1:15 pm
1 stop12h 35m
George Town Owen Roberts Intl
Sat 11/21
5:45 pm-9:10 am
2 stops18h 25m
$482
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Tue 8/18
10:25 pm-11:39 am
1 stop11h 14m
George Town Owen Roberts Intl
Thu 8/20
1:04 pm-11:00 pm
1 stop11h 56m
$527
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Sun 9/13
10:27 pm-11:27 am
1 stop11h 00m
George Town Owen Roberts Intl
Sun 9/20
12:36 pm-9:41 pm
1 stop11h 05m
$530
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Sat 8/15
10:25 pm-11:39 am
1 stop11h 14m
George Town Owen Roberts Intl
Thu 8/20
1:04 pm-11:00 pm
1 stop11h 56m
$576
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Fri 8/14
10:20 pm-1:10 pm
2 stops12h 50m
George Town Owen Roberts Intl
Fri 8/21
12:30 pm-8:12 am
2 stops21h 42m
$581
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Mon 10/26
7:41 pm-3:30 pm
3 stops17h 49m
George Town Owen Roberts Intl
Fri 10/30
4:45 pm-11:31 am
2 stops20h 46m
$602
Sorted by cheapest first
Best time to book a flight from San Diego to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from San Diego with our price prediction graph.
SAN-GCM
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 Diego to the Cayman Islands
SAN-KY0
SAN-GCM
No data available for this route at this time. Please check back soon.
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 August 1, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from San Diego to the Cayman Islands by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.7
Crew
8.1
Comfort
7.3
Overall
7.4
Entertainment
7.1
Food
6.7
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Boarding
7.7
Crew
8.1
Comfort
7.3
Overall
7.4
Entertainment
7.1
Food
6.7
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Boarding
7.7
Crew
8.1
Comfort
7.3
Overall
7.4
Entertainment
7.1
Food
6.7
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Related info for your journey
Find useful and relevant information for your journey from San Diego to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top regions
Alternative routes for San Diego to Cayman Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from San Diego to Cayman Islands by cabin class
Find flights from San Diego to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
San Diego and Cayman Islands flights
Browse other San Diego and Cayman Islands flight options. Last updated on August 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Cayman Islands regions
Consider these flights traveling to Cayman Islands regions.
Top 2 airlines flying from San Diego to Cayman Islands
Discover the top 2 airlines that operate flights from San Diego 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 August 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$496 | Average$693 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$552 | Average$676 | FlexibilityNo cancel fee | On-time71% |