When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 11 days in advance, which can save you up to 76% on flights from Oakland, California to Caribbean compared to booking the week you need them. Waiting 11 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $355. For sooner than that we have options available in the next 3 days from $628.
Our data shows that September tends to be the cheapest month to fly to Caribbean from Oakland, California. Users have commonly found prices around $519 for the month, but tickets can be as low as $263. Due to multiple factors, prepare for potentially higher prices in December.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oakland, California to Caribbean as you normally would.
Fly from
Fly to
Budget
$324 - $804
Route
Depart
Return
Price
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Sat 5/18
1 stop20h 42m
San Juan Luis Munoz Marin Intl
Wed 5/22
2 stops12h 00m
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Sat 5/18
2 stops11h 34m
San Juan Luis Munoz Marin Intl
Wed 5/22
2 stops12h 00m
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Mon 5/6
1 stop23h 51m
San Juan Luis Munoz Marin Intl
Wed 5/15
1 stop19h 09m
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Mon 4/15
2 stops11h 34m
San Juan Luis Munoz Marin Intl
Wed 4/17
2 stops23h 56m
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Mon 4/15
2 stops11h 34m
San Juan Luis Munoz Marin Intl
Tue 4/16
2 stops24h 51m
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Mon 5/6
2 stops11h 34m
San Juan Luis Munoz Marin Intl
Wed 5/15
2 stops12h 00m
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Sat 5/18
1 stop20h 42m
San Juan Luis Munoz Marin Intl
Wed 5/22
1 stop19h 09m
OaklandNassau Intl
OAK - NAS
OAKNAS
Oakland
Tue 7/23
1 stop14h 48m
Nassau Intl
Thu 8/1
1 stop11h 14m
OaklandSan Juan Luis Munoz Marin Intl
OAK - SJU
OAKSJU
Oakland
Fri 3/22
3 stops26h 09m
San Juan Luis Munoz Marin Intl
Fri 3/29
2 stops31h 01m
Comfort
Crew
Boarding
Food
Overall
Entertainment
Reviews
Seats were super uncomfortable even in Economy Premium. Paid extra for better seats but it felt like the pads had not been replaced in 40 years. Brutal for a 10 hour flight.
Comfort
Crew
Boarding
Food
Overall
Entertainment
Reviews
Seats were super uncomfortable even in Economy Premium. Paid extra for better seats but it felt like the pads had not been replaced in 40 years. Brutal for a 10 hour flight.
Comfort
Crew
Boarding
Food
Overall
Entertainment
Reviews
Seats were super uncomfortable even in Economy Premium. Paid extra for better seats but it felt like the pads had not been replaced in 40 years. Brutal for a 10 hour flight.
Comfort
Crew
Boarding
Food
Overall
Entertainment
Reviews
Seats were super uncomfortable even in Economy Premium. Paid extra for better seats but it felt like the pads had not been replaced in 40 years. Brutal for a 10 hour flight.
Comfort
Crew
Boarding
Food
Overall
Entertainment
Reviews
Seats were super uncomfortable even in Economy Premium. Paid extra for better seats but it felt like the pads had not been replaced in 40 years. Brutal for a 10 hour flight.
Comfort
Crew
Boarding
Food
Overall
Entertainment
Reviews
Seats were super uncomfortable even in Economy Premium. Paid extra for better seats but it felt like the pads had not been replaced in 40 years. Brutal for a 10 hour flight.
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