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Oakland

$186+ Cheap flights from Caribbean 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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — OAK
avr. 22 — avr. 291
mar. 4/22
mar. 4/29
1 adult, Economy
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Cheap flight deals from Caribbean to Oakland

Keep the following information in mind while searching for Caribbean to Oakland flight deals. Data was last updated avril 17, 2025.

Round-trip from

$429
(Cheapflightsfares)

One-way from

$186
(Cheapflightsfares)

Popular in

June

Cheapest in

April

Average price

$417
From Caribbean to Oakland
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One-way flight from Caribbean to Oakland
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Highest demand for flights based on searches. 14% potential increase in price ($84 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Caribbean to Oakland

Cheapest flights from Caribbean to Oakland
Explore the most affordable flight options available from Caribbean to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on avril 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 6/261:02 pmSJU - OAK
2 stops13h 24mSpirit Airlines
mar. 7/227:30 amOAK - SJU
2 stops12h 33mSpirit Airlines
Deal found 4/16$429
This Alaska Airlines deal was found by Cheapflights users on 4/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 5/242:50 pmSJU - OAK
2 stops25h 46mAlaska Airlines
dim. 6/17:00 amOAK - SJU
2 stops28h 00mAlaska Airlines
Deal found 4/17$772
This Delta deal was found by Cheapflights users on 4/17. 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.
mar. 5/206:15 amSJU - OAK
2 stops20h 34mDelta
mar. 6/34:55 pmOAK - SJU
2 stops17h 21mDelta
Deal found 4/17$1,021
This Delta deal was found by Cheapflights users on 4/15. 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.
mer. 4/162:43 pmSDQ - OAK
2 stops12h 00mDelta
mer. 4/235:10 pmOAK - SDQ
2 stops17h 05mDelta
Deal found 4/15$1,246
This Delta deal was found by Cheapflights users on 4/16. 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.
jeu. 7/101:10 pmPUJ - OAK
2 stops13h 33mDelta
dim. 7/135:15 pmOAK - PUJ
2 stops16h 03mDelta
Deal found 4/16$3,860
This American Airlines deal was found by Cheapflights users on 4/16. 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.
mer. 6/2512:59 amSJU - OAK
2 stops20h 34mMultiple Airlines
mar. 7/228:00 amOAK - SJU
2 stops18h 06mMultiple Airlines
Deal found 4/16$4,450

Cheapflights Fare Finder

Customize your flight search to find flights from Caribbean 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 avril 17, 2025.
Use the filters below to find and compare flights from Caribbean to Oakland that are best for you.

Fly from

Caribbean

Fly to

Oakland

Route

Depart

Return

Price

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

jeu. 6/26

1:02 pm-11:26 pm

2 stops13h 24m

Oakland

mar. 7/22

7:30 am-11:03 pm

2 stops12h 33m

$429

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

sam. 5/24

2:50 pm-1:36 pm

2 stops25h 46m

Oakland

dim. 6/1

7:00 am-2:00 pm

2 stops28h 00m

$772

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

mar. 5/20

6:15 am-11:49 pm

2 stops20h 34m

Oakland

mar. 6/3

4:55 pm-1:16 pm

2 stops17h 21m

$1,021

Punta CanaOakland

PUJ - OAK

PUJOAK

Punta Cana

jeu. 7/10

1:10 pm-11:43 pm

2 stops13h 33m

Oakland

dim. 7/13

5:15 pm-12:18 pm

2 stops16h 03m

$3,860

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

mer. 6/25

12:59 am-6:33 pm

2 stops20h 34m

Oakland

mar. 7/22

8:00 am-5:06 am

2 stops18h 06m

$4,450

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

sam. 6/7

12:36 pm-10:25 pm

2 stops12h 49m

$186

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

sam. 8/2

4:20 pm-4:51 pm

1 stop27h 31m

$218

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

dim. 7/20

3:15 pm-12:05 am

1 stop11h 50m

$341

NassauOakland

NAS - OAK

NASOAK

Nassau Intl

ven. 5/23

2:10 pm-11:45 pm

2 stops12h 35m

$389

NassauOakland

NAS - OAK

NASOAK

Nassau Intl

jeu. 5/22

2:15 pm-11:49 pm

2 stops12h 34m

$458

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 12 results
1
2

Best time to book a flight from Caribbean to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from Caribbean 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 to Oakland

What is the cheapest month to book a flight from Caribbean to Oakland, California?

Currently, April is the cheapest month in which you can book a flight from Caribbean to Oakland, California (average of $183). Flying from Caribbean to Oakland, California in November is currently the most expensive (average of $259). 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.

What is the cheapest time of day to fly from CB to OAK?

Find hourly flight availability from Caribbean to Oakland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated avril 17, 2025.

When flying from Caribbean to Oakland, California, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Oakland by month

Plan your trip to Oakland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Oakland, California ranges from 0.0 - 4.8 inches per month. January is typically the wettest month, when rainfall can reach 4.8 in. July is typically the driest time to visit Oakland, California when rainfall is around 0.0 in.

Temperature in Oakland by month

Plan your trip to Oakland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Oakland, California, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 66.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Oakland

Get insights into the airlines that provide service to Oakland. 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 Oakland. Reviews last updated avril 17, 2025.
Alaska Airlines
8.0
Very good
9,887 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,887 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Sun Country Air
6.9
Okay
349 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Spirit Airlines
6.3
Okay
7,926 reviews
Alaska Airlines
8.0
Very good
9,887 reviews

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Oakland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Oakland from Caribbean?

    Most people fly into Oakland (OAK) if they book a flight to Oakland from Caribbean. Oakland is conveniently located just 7.0 mi from Oakland’s city center.

  • What are the cheapest airlines to fly from Caribbean to Oakland, California one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $186. Sun Country Air flights start at $218 while deals on Southwest start at $341 one-way.

  • What are the most popular routes from Caribbean to Oakland, California?

    Most travelers choose San Juan Luis Munoz Marin Intl - Oakland, Punta Cana - Oakland or Santo Domingo Las Americas - Oakland when deciding on the best route from Caribbean to Oakland, California.

  • Can I find deals for flights from Caribbean to Oakland that include hotel bookings?

    Yes. In addition to deals on Caribbean to Oakland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Caribbean to Oakland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Caribbean to Oakland.

  • Can I find deals for business class flights from Caribbean to Oakland?

    Yes. Cheapflights offers flight deals from Caribbean to Oakland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Caribbean to Oakland, California?

    Currently, April is the cheapest month in which you can book a flight from Caribbean to Oakland, California (average of $183). Flying from Caribbean to Oakland, California in November is currently the most expensive (average of $259). 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.

See more FAQs

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