Get Me There. Oakland to Cayman Islands
The cheapest round trip from Oakland to Cayman Islands right now is $532 — Oct 29 → Nov 4, 6 nights, 2 stops.
Best fare
Cayman Islands Oct 29 → Nov 4 · 6 nights · 2 stops
In the typical range for this route ($507–$532).
Prices checked on Sep 22
By month
September 2026 $853
October 2026cheapest $532
November 2026 $532
December 2026 $532
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Price history
10 weeks tracked · weekly lows
All dates (4 priced)
Oct 29 → Nov 4 6 nights · 2 stops
Nov 12 → 18 6 nights · 2 stops
Dec 3 → 9 6 nights · 2 stops
Sep 25 → Oct 2 7 nights · 2 stops
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