$221+ 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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — GCM
Mar 24 — Mar 311
1 adult, Economy
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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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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 February 22, 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 February 22, 2026.
This United Airlines deal was found by Cheapflights users on 2/21. 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 3/158:50 pm
SAN
- GCM
2 stops13h 55m
United Airlines
Tue 3/244:45 pm
GCM
- SAN
2 stops19h 37m
United Airlines
Deal found 2/21![United Airlines logo]()
$400
This American Airlines deal was found by Cheapflights users on 2/21. 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 3/1510:30 pm
SAN
- GCM
1 stop13h 05m
American Airlines
Tue 3/243:30 pm
GCM
- SAN
1 stop9h 00m
American Airlines
Deal found 2/21![American Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 2/18. 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.
Tue 5/1210:10 pm
SAN
- GCM
1 stop12h 00m
Southwest
Sun 5/1712:50 pm
GCM
- SAN
1 stop9h 35m
Southwest
Deal found 2/18![Southwest logo]()
$501
This United Airlines deal was found by Cheapflights users on 2/19. 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 4/15:00 pm
SAN
- GCM
1 stop17h 30m
United Airlines
Wed 4/81:35 pm
GCM
- SAN
1 stop9h 51m
United Airlines
Deal found 2/19![United Airlines logo]()
$505
This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/169:05 pm
SAN
- GCM
2 stops13h 51m
JetBlue
Thu 3/192:40 pm
GCM
- SAN
1 stop31h 12m
JetBlue
Deal found 2/20![JetBlue logo]()
$513
This Southwest deal was found by Cheapflights users on 2/18. 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 5/1310:10 pm
SAN
- GCM
1 stop12h 00m
Southwest
Sun 5/1712:50 pm
GCM
- SAN
1 stop9h 35m
Southwest
Deal found 2/18![Southwest logo]()
$515
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/161:37 pm
SAN
- GCM
1 stop19h 33m
American Airlines
Thu 3/197:45 am
GCM
- SAN
1 stop17h 05m
American Airlines
Deal found 2/20![American Airlines logo]()
$547
This United Airlines deal was found by Cheapflights users on 2/18. 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 3/265:50 pm
SAN
- GCM
1 stop19h 40m
United Airlines
Mon 3/301:35 pm
GCM
- SAN
1 stop8h 30m
United Airlines
Deal found 2/18![United Airlines logo]()
$548
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 February 22, 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 February 22, 2026.
This United Airlines deal was found by Cheapflights users on 2/21. 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 3/158:50 pm
SAN
- GCM
2 stops13h 55m
United Airlines
Tue 3/244:45 pm
GCM
- SAN
2 stops19h 37m
United Airlines
Deal found 2/21![United Airlines logo]()
$400
This American Airlines deal was found by Cheapflights users on 2/21. 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 3/1510:30 pm
SAN
- GCM
1 stop13h 05m
American Airlines
Tue 3/243:30 pm
GCM
- SAN
1 stop9h 00m
American Airlines
Deal found 2/21![American Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 2/18. 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.
Tue 5/1210:10 pm
SAN
- GCM
1 stop12h 00m
Southwest
Sun 5/1712:50 pm
GCM
- SAN
1 stop9h 35m
Southwest
Deal found 2/18![Southwest logo]()
$501
This United Airlines deal was found by Cheapflights users on 2/19. 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 4/15:00 pm
SAN
- GCM
1 stop17h 30m
United Airlines
Wed 4/81:35 pm
GCM
- SAN
1 stop9h 51m
United Airlines
Deal found 2/19![United Airlines logo]()
$505
This Southwest deal was found by Cheapflights users on 2/18. 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 5/1310:10 pm
SAN
- GCM
1 stop12h 00m
Southwest
Sun 5/1712:50 pm
GCM
- SAN
1 stop9h 35m
Southwest
Deal found 2/18![Southwest logo]()
$515
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/161:37 pm
SAN
- GCM
1 stop19h 33m
American Airlines
Thu 3/197:45 am
GCM
- SAN
1 stop17h 05m
American Airlines
Deal found 2/20![American Airlines logo]()
$547
This United Airlines deal was found by Cheapflights users on 2/18. 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 3/265:50 pm
SAN
- GCM
1 stop19h 40m
United Airlines
Mon 3/301:35 pm
GCM
- SAN
1 stop8h 30m
United Airlines
Deal found 2/18![United Airlines logo]()
$548
Last-minute flights from San Diego to Cayman IslandsDiscover last-minute flight deals from San Diego to Cayman Islands. Data last updated February 22, 2026 and is based on user searches.
Discover last-minute flight deals from San Diego to Cayman Islands. Data last updated February 22, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 2/21. 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 2/265:00 pm
SAN
- GCM
1 stop17h 45m
United Airlines
Sun 3/81:50 pm
GCM
- SAN
1 stop10h 50m
United Airlines
Deal found 2/21![United Airlines logo]()
$791
This American Airlines deal was found by Cheapflights users on 2/21. 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 2/2610:43 pm
SAN
- GCM
2 stops13h 02m
American Airlines
Sun 3/812:00 pm
GCM
- SAN
2 stops13h 59m
American Airlines
Deal found 2/21![American Airlines logo]()
$801
This United Airlines deal was found by Cheapflights users on 2/18. 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 3/15:00 pm
SAN
- GCM
1 stop17h 45m
United Airlines
Wed 3/42:25 pm
GCM
- SAN
2 stops23h 15m
United Airlines
Deal found 2/18![United Airlines logo]()
$868
This United Airlines deal was found by Cheapflights users on 2/21. 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 3/158:50 pm
SAN
- GCM
2 stops13h 55m
United Airlines
Tue 3/244:45 pm
GCM
- SAN
2 stops19h 37m
United Airlines
Deal found 2/21![United Airlines logo]()
$400
This American Airlines deal was found by Cheapflights users on 2/21. 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 3/1510:30 pm
SAN
- GCM
1 stop13h 05m
American Airlines
Tue 3/243:30 pm
GCM
- SAN
1 stop9h 00m
American Airlines
Deal found 2/21![American Airlines logo]()
$471
This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/169:05 pm
SAN
- GCM
2 stops13h 51m
JetBlue
Thu 3/192:40 pm
GCM
- SAN
1 stop31h 12m
JetBlue
Deal found 2/20![JetBlue logo]()
$513
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/161:37 pm
SAN
- GCM
1 stop19h 33m
American Airlines
Thu 3/197:45 am
GCM
- SAN
1 stop17h 05m
American Airlines
Deal found 2/20![American Airlines logo]()
$547
This United Airlines deal was found by Cheapflights users on 2/18. 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 3/265:50 pm
SAN
- GCM
1 stop19h 40m
United Airlines
Mon 3/301:35 pm
GCM
- SAN
1 stop8h 30m
United Airlines
Deal found 2/18![United Airlines logo]()
$548
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 February 22, 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 February 22, 2026.
This Southwest deal was found by Cheapflights users on 2/20. 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.
Mon 6/159:40 pm
SAN
- GCM
2 stops12h 10m
Southwest
Deal found 2/20![Southwest logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Sun 3/18:20 pm
SAN
- GCM
3 stops21h 55m
Multiple Airlines
Deal found 2/19![Multiple Airlines logo]()
$226
This Delta deal was found by Cheapflights users on 2/19. 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 3/110:20 pm
SAN
- GCM
1 stop11h 09m
Delta
Deal found 2/19![Delta logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 2/20. 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.
Mon 6/159:53 am
SAN
- GCM
3 stops28h 12m
Multiple Airlines
Deal found 2/20![Multiple Airlines logo]()
$444
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 February 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $400 (United Airlines) |
One-way from | $221 (Southwest) |
Popular in | November |
Cheapest in | September |
Average price | $669 |
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 February 22, 2026.
Use the filters below to find and compare flights from San Diego to the Cayman Islands that are best for you.
Fly from
San Diego
Fly to
Cayman Islands
Route
Depart
Return
Price
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Sun 3/15
8:50 pm-12:45 pm
2 stops13h 55m
George Town Owen Roberts Intl
Tue 3/24
4:45 pm-10:22 am
2 stops19h 37m
$400
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Sun 3/15
10:30 pm-1:35 pm
1 stop13h 05m
George Town Owen Roberts Intl
Tue 3/24
3:30 pm-10:30 pm
1 stop9h 00m
$471
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Tue 5/12
10:10 pm-12:10 pm
1 stop12h 00m
George Town Owen Roberts Intl
Sun 5/17
12:50 pm-8:25 pm
1 stop9h 35m
$501
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Wed 4/1
5:00 pm-12:30 pm
1 stop17h 30m
George Town Owen Roberts Intl
Wed 4/8
1:35 pm-9:26 pm
1 stop9h 51m
$505
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Wed 5/13
10:10 pm-12:10 pm
1 stop12h 00m
George Town Owen Roberts Intl
Sun 5/17
12:50 pm-8:25 pm
1 stop9h 35m
$515
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Mon 3/16
1:37 pm-11:10 am
1 stop19h 33m
George Town Owen Roberts Intl
Thu 3/19
7:45 am-10:50 pm
1 stop17h 05m
$547
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Thu 3/26
5:50 pm-3:30 pm
1 stop19h 40m
George Town Owen Roberts Intl
Mon 3/30
1:35 pm-8:05 pm
1 stop8h 30m
$548
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Mon 6/15
9:40 pm-11:50 am
2 stops12h 10m
$221
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Mon 6/15
6:45 pm-1:37 pm
1 stop16h 52m
$221
San DiegoGeorge Town
SAN - GCM
SANGCM
San Diego
Sun 3/1
10:20 pm-12:29 pm
1 stop11h 09m
$343
Showing 1-10 of 12 results
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 February 22, 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
Boarding
7.7
Entertainment
7.1
Overall
7.4
Crew
8.1
Food
6.6
Reviews
1 / 20
4.0
OkayThomas,Mar 2025
SFO - TPE
Comfort
7.3
Boarding
7.7
Entertainment
7.1
Overall
7.4
Crew
8.1
Food
6.6
Reviews
1 / 20
4.0
OkayThomas,Mar 2025
SFO - TPE
Comfort
7.3
Boarding
7.7
Entertainment
7.1
Overall
7.4
Crew
8.1
Food
6.6
Reviews
1 / 20
4.0
OkayThomas,Mar 2025
SFO - TPE
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
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.
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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 February 22, 2026.
Popular flight searches
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San Diego to Cayman Islands flights
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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 February 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$485 | Average$611 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$526 | Average$669 | FlexibilityNo cancel fee | On-time69% |