$197+ Cheap flights from San Diego (SAN) to the Cayman Islands
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — GCM
Jul 9 — Jul 161
Round-trip
1 adult, Economy
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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 June 9, 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 June 9, 2026.
This American Airlines deal was found by Cheapflights users on 6/5. 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.
Sat 8/1510:20 pm
SAN
- GCM
1 stop11h 10m
American Airlines
Sat 8/224:00 pm
GCM
- SAN
1 stop18h 53m
American Airlines
Deal found 6/5![American Airlines logo]()
$489
This American Airlines deal was found by Cheapflights users on 6/5. 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 7/206:45 pm
SAN
- GCM
1 stop16h 51m
American Airlines
Mon 7/275:10 pm
GCM
- SAN
2 stops18h 55m
American Airlines
Deal found 6/5![American Airlines logo]()
$494
This United Airlines deal was found by Cheapflights users on 6/5. 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.
Thu 7/26:55 pm
SAN
- GCM
2 stops15h 35m
United Airlines
Fri 7/101:35 pm
GCM
- SAN
2 stops12h 19m
United Airlines
Deal found 6/5![United Airlines logo]()
$504
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/610:25 pm
SAN
- GCM
1 stop15h 45m
American Airlines
Tue 7/1412:02 pm
GCM
- SAN
1 stop12h 36m
American Airlines
Deal found 6/8![American Airlines logo]()
$519
This United Airlines deal was found by Cheapflights users on 6/7. 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 8/149:45 pm
SAN
- GCM
1 stop15h 25m
United Airlines
Sat 8/221:35 pm
GCM
- SAN
1 stop9h 50m
United Airlines
Deal found 6/7![United Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 6/6. 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 8/301:04 pm
GCM
- SAN
1 stop11h 56m
Delta
Deal found 6/6![Delta logo]()
$549
This American Airlines deal was found by Cheapflights users on 6/7. 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 8/1610:45 pm
SAN
- GCM
1 stop12h 25m
American Airlines
Sun 8/232:10 pm
GCM
- SAN
1 stop10h 39m
American Airlines
Deal found 6/7![American Airlines logo]()
$564
This Southwest deal was found by Cheapflights users on 6/5. 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.
Fri 6/199:55 pm
SAN
- GCM
1 stop12h 15m
Southwest
Tue 6/3012:50 pm
GCM
- SAN
2 stops12h 05m
Southwest
Deal found 6/5![Southwest logo]()
$566
This American Airlines deal was found by Cheapflights users on 6/6. 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 8/99:10 pm
SAN
- GCM
1 stop12h 17m
American Airlines
Sun 8/162:10 pm
GCM
- SAN
2 stops20h 02m
American Airlines
Deal found 6/6![American Airlines logo]()
$569
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 June 9, 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 June 9, 2026.
This United Airlines deal was found by Cheapflights users on 6/5. 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.
Thu 7/26:55 pm
SAN
- GCM
2 stops15h 35m
United Airlines
Fri 7/101:35 pm
GCM
- SAN
2 stops12h 19m
United Airlines
Deal found 6/5![United Airlines logo]()
$504
This American Airlines deal was found by Cheapflights users on 6/5. 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 7/206:45 pm
SAN
- GCM
1 stop16h 51m
American Airlines
Mon 7/275:10 pm
GCM
- SAN
1 stop20h 02m
American Airlines
Deal found 6/5![American Airlines logo]()
$504
This Southwest deal was found by Cheapflights users on 6/7. 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.
Wed 7/229:55 pm
SAN
- GCM
1 stop12h 00m
Southwest
Wed 7/2912:50 pm
GCM
- SAN
1 stop9h 15m
Southwest
Deal found 6/7![Southwest logo]()
$584
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/610:25 pm
SAN
- GCM
1 stop15h 45m
American Airlines
Tue 7/1412:02 pm
GCM
- SAN
1 stop12h 36m
American Airlines
Deal found 6/8![American Airlines logo]()
$519
This United Airlines deal was found by Cheapflights users on 6/7. 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 8/146:28 pm
SAN
- GCM
2 stops15h 57m
United Airlines
Sat 8/221:35 pm
GCM
- SAN
1 stop9h 50m
United Airlines
Deal found 6/7![United Airlines logo]()
$531
This American Airlines deal was found by Cheapflights users on 6/7. 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 8/1610:45 pm
SAN
- GCM
1 stop12h 25m
American Airlines
Sun 8/232:10 pm
GCM
- SAN
1 stop10h 39m
American Airlines
Deal found 6/7![American Airlines logo]()
$564
This United Airlines deal was found by Cheapflights users on 6/5. 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 6/1910:40 pm
SAN
- GCM
1 stop12h 50m
United Airlines
Sat 6/274:45 pm
GCM
- SAN
1 stop29h 05m
United Airlines
Deal found 6/5![United Airlines logo]()
$695
Last-minute flights from San Diego to Cayman IslandsDiscover last-minute flight deals from San Diego to Cayman Islands. Data last updated June 9, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Cayman Islands. Data last updated June 9, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 6/5. 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.
Fri 6/199:55 pm
SAN
- GCM
1 stop12h 15m
Southwest
Tue 6/3012:50 pm
GCM
- SAN
2 stops12h 05m
Southwest
Deal found 6/5![Southwest logo]()
$566
This United Airlines deal was found by Cheapflights users on 6/5. 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 6/1910:40 pm
SAN
- GCM
1 stop12h 50m
United Airlines
Tue 6/301:35 pm
GCM
- SAN
1 stop8h 15m
United Airlines
Deal found 6/5![United Airlines logo]()
$593
This United Airlines deal was found by Cheapflights users on 6/5. 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 6/1910:40 pm
SAN
- GCM
1 stop12h 50m
United Airlines
Sat 6/274:45 pm
GCM
- SAN
1 stop29h 05m
United Airlines
Deal found 6/5![United Airlines logo]()
$695
This United Airlines deal was found by Cheapflights users on 6/5. 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.
Thu 7/26:55 pm
SAN
- GCM
2 stops15h 35m
United Airlines
Fri 7/101:35 pm
GCM
- SAN
2 stops12h 19m
United Airlines
Deal found 6/5![United Airlines logo]()
$504
This American Airlines deal was found by Cheapflights users on 6/8. 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 7/610:25 pm
SAN
- GCM
1 stop15h 45m
American Airlines
Tue 7/1412:02 pm
GCM
- SAN
1 stop12h 36m
American Airlines
Deal found 6/8![American Airlines logo]()
$519
This American Airlines deal was found by Cheapflights users on 6/5. 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 7/206:45 pm
SAN
- GCM
1 stop16h 51m
American Airlines
Mon 7/275:10 pm
GCM
- SAN
2 stops18h 55m
American Airlines
Deal found 6/5![American Airlines logo]()
$494
This Southwest deal was found by Cheapflights users on 6/7. 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.
Wed 7/229:55 pm
SAN
- GCM
1 stop12h 00m
Southwest
Wed 7/2912:50 pm
GCM
- SAN
1 stop9h 15m
Southwest
Deal found 6/7![Southwest logo]()
$584
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 June 9, 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 June 9, 2026.
This United Airlines deal was found by Cheapflights users on 6/6. 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 8/217:41 pm
SAN
- GCM
2 stops14h 44m
United Airlines
Deal found 6/6![United Airlines logo]()
$197
This United Airlines deal was found by Cheapflights users on 6/8. 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.
Wed 11/117:41 pm
SAN
- GCM
3 stops41h 49m
United Airlines
Deal found 6/8![United Airlines logo]()
$236
This United Airlines deal was found by Cheapflights users on 6/7. 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.
Tue 6/235:15 pm
SAN
- GCM
1 stop17h 15m
United Airlines
Deal found 6/7![United Airlines logo]()
$259
This American Airlines deal was found by Cheapflights users on 6/8. 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 11/1110:35 pm
SAN
- GCM
1 stop18h 45m
American Airlines
Deal found 6/8![American Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Tue 6/237:35 pm
SAN
- GCM
3 stops38h 00m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$393
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 June 9, 2026.
Round-trip from | $489 (American Airlines) |
|---|---|
One-way from | $197 (Delta) |
Popular in | June |
Cheapest in | September |
Average price | $1,010 |
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 June 9, 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
Thu 7/2
6:55 pm-12:30 pm
2 stops15h 35m
George Town Owen Roberts Intl
Fri 7/10
1:35 pm-11:54 pm
2 stops12h 19m
$504
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Mon 7/20
6:45 pm-1:36 pm
1 stop16h 51m
George Town Owen Roberts Intl
Mon 7/27
5:10 pm-11:12 am
1 stop20h 02m
$504
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Mon 7/6
10:25 pm-4:10 pm
1 stop15h 45m
George Town Owen Roberts Intl
Tue 7/14
12:02 pm-10:38 pm
1 stop12h 36m
$519
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Fri 8/14
6:28 pm-12:25 pm
2 stops15h 57m
George Town Owen Roberts Intl
Sat 8/22
1:35 pm-9:25 pm
1 stop9h 50m
$531
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Sun 8/16
10:45 pm-1:10 pm
1 stop12h 25m
George Town Owen Roberts Intl
Sun 8/23
2:10 pm-10:49 pm
1 stop10h 39m
$564
Quickest round-trip
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Wed 7/22
9:55 pm-11:55 am
1 stop12h 00m
George Town Owen Roberts Intl
Wed 7/29
12:50 pm-8:05 pm
1 stop9h 15m
$584
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Fri 6/19
10:40 pm-1:30 pm
1 stop12h 50m
George Town Owen Roberts Intl
Sat 6/27
4:45 pm-7:50 pm
1 stop29h 05m
$695
Cheapest one-way
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Fri 8/21
7:41 pm-12:25 pm
2 stops14h 44m
$197
Quickest one-way
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Fri 8/21
9:30 pm-11:39 am
1 stop12h 09m
$197
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Wed 11/11
7:00 pm-12:35 pm
2 stops14h 35m
$197
Showing 1-10 of 12 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 June 9, 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.
Comfort
7.3
Crew
8.1
Entertainment
7.1
Boarding
7.7
Food
6.6
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Comfort
7.3
Crew
8.1
Entertainment
7.1
Boarding
7.7
Food
6.6
Overall
7.4
Reviews
1 / 20
4.0
OkayDynasty,May 2026
LAX - EWR
Comfort
7.3
Crew
8.1
Entertainment
7.1
Boarding
7.7
Food
6.6
Overall
7.4
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 June 9, 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 June 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$495 | Average$693 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$496 | Average$662 | FlexibilityNo cancel fee | On-time69% |