$646+ Cheap flights from Caribbean Islands to Oakland, CA (OAK)
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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — OAK
Feb 1 — Feb 81
1 adult, Economy
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1. Tell us where you want to go
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One-way flights from Caribbean Islands to OaklandSearch for one-way flight options from Caribbean Islands to Oakland. Find affordable one-way fares based on user searches. Data last updated January 2, 2026.
Search for one-way flight options from Caribbean Islands to Oakland. Find affordable one-way fares based on user searches. Data last updated January 2, 2026.
This Delta deal was found by Cheapflights users on 12/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/234:10 pmCUR - OAK
2 stops23h 42mDelta
Deal found 12/31![Delta logo]()
$646
Find flight deals from Caribbean Islands to Oakland
Keep the following information in mind while searching for Caribbean Islands to Oakland flight deals. Data was last updated January 2, 2026.
Round-trip from | $623 (Southwest) |
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Cheapflights Fare Finder
Customize your flight search to find flights from Caribbean Islands to Oakland 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 January 2, 2026.
Use the filters below to find and compare flights from Caribbean Islands to Oakland that are best for you.
Fly from
Caribbean Islands
Fly to
Oakland
Route
Depart
Return
Price
WillemstadOakland
CUR - OAK
CUROAK
Willemstad Hato Int.
Fri 1/23
4:10 pm-11:52 am
2 stops23h 42m
$646
Best time to book a flight from Caribbean Islands to Oakland
Have a flexible travel schedule? Discover the best time to fly to Oakland from Caribbean Islands with our price prediction graph.
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 Caribbean Islands to Oakland
What is the cheapest month to book a flight from Caribbean Islands to Oakland, California?
Currently, June is the cheapest month in which you can book a flight from Caribbean Islands to Oakland, California (average of $119). Flying from Caribbean Islands to Oakland, California in January is currently the most expensive (average of $307). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.