$389+ 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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — GCM
Oct 16 — Oct 231
Round-trip
1 adult, Economy
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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
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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
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One-way
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 September 16, 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 September 16, 2026.
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Sun 12/137:41 pm -
2 stops17h 49m
Sat 12/195:45 pm -
2 stops18h 29m
Deal found 9/13![United Airlines logo]()
$524
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 10/510:20 pm -
1 stop10h 40m
Sun 10/1112:00 pm -
1 stop12h 43m
Deal found 9/15![American Airlines logo]()
$536
This American Airlines deal was found by Cheapflights users on 9/13. 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 12/1310:35 pm -
1 stop10h 20m
Sat 12/193:30 pm -
1 stop20h 02m
Deal found 9/13![American Airlines logo]()
$551
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/199:45 pm -
1 stop11h 20m
Mon 11/231:00 pm -
1 stop11h 43m
Deal found 9/14![American Airlines logo]()
$594
This United Airlines deal was found by Cheapflights users on 9/15. 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 12/74:01 pm -
2 stops21h 29m
Thu 12/105:45 pm -
2 stops19h 05m
Deal found 9/15![United Airlines logo]()
$644
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 September 16, 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 September 16, 2026.
This Southwest deal was found by Cheapflights users on 9/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/177:55 pm -
2 stops14h 00m
Mon 1/251:50 pm -
2 stops11h 10m
Deal found 9/16![Southwest logo]()
$510
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Sun 1/3110:20 pm -
1 stop11h 55m
Sun 2/72:55 pm -
1 stop10h 42m
Deal found 9/15![United Airlines logo]()
$519
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/199:45 pm -
1 stop11h 20m
Mon 11/231:00 pm -
1 stop11h 43m
Deal found 9/14![American Airlines logo]()
$594
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 2/67:41 pm -
2 stops15h 04m
Sat 2/135:45 pm -
2 stops17h 58m
Deal found 9/15![United Airlines logo]()
$524
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/163:55 pm -
2 stops18h 00m
Sun 1/241:50 pm -
2 stops21h 50m
Deal found 9/15![Southwest logo]()
$567
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Sun 12/137:41 pm -
2 stops17h 49m
Sat 12/195:45 pm -
2 stops18h 29m
Deal found 9/13![United Airlines logo]()
$524
This United Airlines deal was found by Cheapflights users on 9/15. 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 12/74:01 pm -
2 stops21h 29m
Thu 12/105:45 pm -
2 stops19h 05m
Deal found 9/15![United Airlines logo]()
$644
Last-minute flights from San Diego to Cayman IslandsDiscover last-minute flight deals from San Diego to Cayman Islands. Data last updated September 16, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Cayman Islands. Data last updated September 16, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Wed 9/1612:58 pm -
1 stop20h 29m
Fri 9/2512:00 pm -
1 stop12h 25m
Deal found 9/13![American Airlines logo]()
$753
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Mon 10/510:20 pm -
1 stop10h 40m
Sun 10/1112:00 pm -
1 stop12h 43m
Deal found 9/15![American Airlines logo]()
$536
This Delta deal was found by Cheapflights users on 9/12. 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 10/89:45 pm -
1 stop11h 55m
Sun 10/1812:55 pm -
1 stop10h 20m
Deal found 9/12![Delta logo]()
$721
This Delta deal was found by Cheapflights users on 9/12. 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 10/89:45 pm -
1 stop11h 55m
Sat 10/171:05 pm -
1 stop10h 57m
Deal found 9/12![Delta logo]()
$843
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Fri 10/910:39 am -
1 stop27h 26m
Sun 10/184:45 pm -
2 stops25h 23m
Deal found 9/12![Multiple Airlines logo]()
$896
One-way flights from San Diego to Cayman IslandsSearch for one-way flight options from San Diego to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
Search for one-way flight options from San Diego to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
This Delta deal was found by Cheapflights users on 9/16. 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 12/185:58 pm -
1 stop17h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$389
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Fri 12/186:25 am -
2 stops30h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$486
This Booking.com deal was found by Cheapflights users on 9/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:39 am -
1 stop27h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Multiple Airlines logo]()
$1,108
This WestJet deal was found by Cheapflights users on 9/12. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/153:30 pm -
2 stops43h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![WestJet logo]()
$1,856
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 September 16, 2026.
Round-trip from | $467 (American Airlines) |
|---|---|
One-way from | $389 (Delta) |
Popular in | October |
Cheapest in | December |
Average price | $626 |
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 7,457,451 searches. Data last updated September 16, 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
Quickest round-trip
San DiegoGeorge Town
SAN San Diego - GCM George Town Owen Roberts Intl
SANGCM
San Diego
Fri 12/18
5:58 pm-2:15 pm
1 stop17h 17m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$389
San DiegoGeorge Town
SAN San Diego - GCM George Town Owen Roberts Intl
SANGCM
San Diego
Fri 12/18
6:25 am-4:05 pm
2 stops30h 40m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$486
San DiegoGeorge Town
SAN San Diego - GCM George Town Owen Roberts Intl
SANGCM
San Diego
Sun 1/17
7:55 pm-12:55 pm
2 stops14h 00m
George Town Owen Roberts Intl
Mon 1/25
1:50 pm-10:00 pm
2 stops11h 10m
$510
San DiegoGeorge Town
SAN San Diego - GCM George Town Owen Roberts Intl
SANGCM
San Diego
Sun 1/31
10:20 pm-1:15 pm
1 stop11h 55m
George Town Owen Roberts Intl
Sun 2/7
2:55 pm-10:37 pm
1 stop10h 42m
$519
San DiegoGeorge Town
SAN San Diego - GCM George Town Owen Roberts Intl
SANGCM
San Diego
Sat 2/6
7:41 pm-1:45 pm
2 stops15h 04m
George Town Owen Roberts Intl
Sat 2/13
5:45 pm-8:43 am
2 stops17h 58m
$524
San DiegoGeorge Town
SAN San Diego - GCM George Town Owen Roberts Intl
SANGCM
San Diego
Sun 12/13
7:41 pm-4:30 pm
2 stops17h 49m
George Town Owen Roberts Intl
Sat 12/19
5:45 pm-9:14 am
2 stops18h 29m
$524
San DiegoGeorge Town
SAN San Diego - GCM George Town Owen Roberts Intl
SANGCM
San Diego
Sat 1/16
3:55 pm-12:55 pm
2 stops18h 00m
George Town Owen Roberts Intl
Sun 1/24
1:50 pm-8:40 am
2 stops21h 50m
$567
San DiegoGeorge Town
SAN San Diego - GCM George Town Owen Roberts Intl
SANGCM
San Diego
Thu 11/19
9:45 pm-12:05 pm
1 stop11h 20m
George Town Owen Roberts Intl
Mon 11/23
1:00 pm-9:43 pm
1 stop11h 43m
$594
San DiegoGeorge Town
SAN San Diego - GCM George Town Owen Roberts Intl
SANGCM
San Diego
Mon 12/7
4:01 pm-4:30 pm
2 stops21h 29m
George Town Owen Roberts Intl
Thu 12/10
5:45 pm-9:50 am
2 stops19h 05m
$644
San DiegoGeorge Town
SAN San Diego - GCM George Town Owen Roberts Intl
SANGCM
San Diego
Thu 10/15
8:28 pm-12:45 pm
2 stops38h 17m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$1,199
Showing 1-10 of 11 resultsSorted 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 September 16, 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
Overall
7.4
Food
6.7
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Boarding
7.7
Crew
8.1
Overall
7.4
Food
6.7
Entertainment
7.1
Comfort
7.3
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Boarding
7.7
Crew
8.1
Overall
7.4
Food
6.7
Entertainment
7.1
Comfort
7.3
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.
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Alternative routes for San Diego to Cayman Islands
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Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
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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 September 16, 2026.
Popular flight searches
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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 7,457,451 searches. Data last updated September 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$496 | Average$693 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$509 | Average$685 | FlexibilityNo cancel fee | On-time71% |