How does KAYAK find such low prices on flights from Caribbean to Oakland?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean to Oakland. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Oakland?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Oakland from Caribbean is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Caribbean to Oakland?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Oakland with an airline and back to Caribbean with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Oakland?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Oakland from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$424 CHEAP FLIGHTS from Caribbean to Oakland

KAYAK searches hundreds of travel sites at once for deals on flights to Oakland

...and more

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$462

Southwest

Fri 11/21Sat 12/6

SJU - OAK • 2 stops

Cheapest one-way

$287

Southwest

Sat 2/21

SJU - OAK • 2 stops

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Oakland!

Flight Deals

Cheap Flights from Caribbean to Oakland

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to Oakland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Recent round-trip flight deals from Caribbean to Oakland

Fri, Nov 21 - Sat, Dec 6

11:55 am - 8:50 pmSJU-OAK

12h 55m2 stops

7:40 am - 12:30 amOAK-SJU

12h 50m2 stops

$462Southwest

Find Deal

Tue, Mar 10 - Thu, Mar 12

1:10 pm - 11:53 pmAUA-OAK

13h 43m2 stops

5:55 am - 11:55 amOAK-AUA

27h 00m2 stops

$717Delta

Find Deal

Fri, Feb 27 - Mon, Mar 2

6:15 am - 11:53 pmSJU-OAK

21h 38m2 stops

4:54 pm - 2:32 pmOAK-SJU

17h 38m2 stops

$847Delta

Find Deal

Tue, Mar 10 - Thu, Mar 12

1:10 pm - 11:53 pmAUA-OAK

13h 43m2 stops

5:55 am - 11:55 amOAK-AUA

27h 00m2 stops

$931Delta

Find Deal

Thu, Apr 2 - Mon, Apr 6

4:18 pm - 12:30 pmPUJ-OAK

23h 12m2 stops

5:55 am - 1:30 pmOAK-PUJ

28h 35m2 stops

$973Delta

Find Deal

Thu, Nov 20 - Mon, Nov 24

1:10 pm - 9:20 pmNAS-OAK

11h 10m2 stops

6:15 pm - 12:15 pmOAK-NAS

15h 00m2 stops

$994Southwest

Find Deal

Tue, Dec 30 - Tue, Jan 6

1:30 am - 11:59 pmSJU-OAK

26h 29m2 stops

6:10 am - 2:56 pmOAK-SJU

28h 46m2 stops

$1,187Alaska Airlines

Find Deal

Wed, Dec 31 - Tue, Jan 6

6:00 am - 11:59 pmSJU-OAK

21h 59m2 stops

3:01 pm - 2:56 pmOAK-SJU

19h 55m2 stops

$1,323Alaska Airlines

Find Deal

Thu, Nov 20 - Mon, Nov 24

11:30 am - 7:57 pmNAS-OAK

35h 27m3 stops

1:24 pm - 3:50 pmOAK-NAS

23h 26m3 stops

$1,637Multiple Airlines

Find Deal

Thu, Nov 20 - Mon, Nov 24

4:50 pm - 9:30 pmNAS-OAK

31h 40m2 stops

1:24 pm - 3:50 pmOAK-NAS

23h 26m3 stops

$1,646Multiple Airlines

Find Deal

Useful Info

Cheapest flight	$424

Flight from San Juan to Oakland

How does KAYAK find such low prices on flights from Caribbean to Oakland?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean to Oakland.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Oakland?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Oakland from Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Caribbean to Oakland?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Oakland with an airline and back to Caribbean with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Oakland?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Oakland from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Oakland

Airports

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Information on the airport you'll fly into in Oakland

Oakland (OAK)

$287 Find Cheap Flights from Caribbean to Oakland

KAYAK searches hundreds of travel sites at once for deals on flights to Oakland

Everything you should know

Cheap Flights from Caribbean to Oakland

Recent round-trip flight deals from Caribbean to Oakland

Recent one-way flight deals from Caribbean to Oakland

Good to know

FAQs for booking flights from Caribbean to Oakland

How does KAYAK find such low prices on flights from Caribbean to Oakland?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean to Oakland.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Oakland?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Oakland from Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Caribbean to Oakland?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Oakland with an airline and back to Caribbean with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Oakland?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Oakland from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Oakland

Information on the airport you'll fly into in Oakland

Cabin class types available on flights to Caribbean

Complete your trip to Oakland with a hotel stay or car rental

Find direct flights for Oakland

Flights to other popular destinations

Flights from domestic origins to Caribbean

Choose which airport to fly into in Oakland

Find deals for your return flight