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Oakland

$143+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — OAK
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
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Cheap flight deals from Caribbean to Oakland

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean (0CB) to Oakland (OAK). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 21, 2025.

Round-trip from

$476
(OneTravel)

One-way from

$143
(Mytrip)
From Caribbean to Oakland
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One-way flight from Caribbean to Oakland
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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 enero 21, 2025.

This OneTravel deal was found by Cheapflights users on 1/21. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/2010:27 amSJU - OAK
2 stops23h 24mSpirit Airlines
lun. 3/317:00 pmOAK - SJU
2 stops11h 52mSpirit Airlines
Deal found 1/21$476
This Delta deal was found by Cheapflights users on 1/20. 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.
sáb. 5/177:30 amSJU - OAK
2 stops18h 00mDelta
sáb. 5/315:15 pmOAK - SJU
2 stops15h 12mDelta
Deal found 1/20$992
This Delta deal was found by Cheapflights users on 1/20. 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.
lun. 8/47:30 pmSDQ - OAK
2 stops29h 02mDelta
mié. 8/1310:45 pmOAK - SDQ
1 stop11h 39mDelta
Deal found 1/20$1,070
This Alaska Airlines deal was found by Cheapflights users on 1/21. 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.
vie. 2/146:30 amSJU - OAK
2 stops40h 20mAlaska Airlines
sáb. 2/227:32 pmOAK - SJU
2 stops39h 29mAlaska Airlines
Deal found 1/21$1,460

Find flights from Caribbean to Oakland within your budget

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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

jue. 3/20

10:27 am-6:51 am

2 stops23h 24m

Oakland

lun. 3/31

7:00 pm-9:52 am

2 stops11h 52m

$476

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

sáb. 5/17

7:30 am-10:30 pm

2 stops18h 00m

Oakland

sáb. 5/31

5:15 pm-11:27 am

2 stops15h 12m

$992

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

vie. 2/14

6:30 am-6:50 pm

2 stops40h 20m

Oakland

sáb. 2/22

7:32 pm-3:01 pm

2 stops39h 29m

$1,460

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

vie. 2/28

9:34 pm-12:17 am

3 stops30h 43m

$143

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

jue. 4/17

5:35 am-4:50 pm

2 stops14h 15m

$253

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

mié. 2/12

2:00 pm-11:56 pm

2 stops13h 56m

$405

OranjestadOakland

AUA - OAK

AUAOAK

Oranjestad Reina Beatrix

dom. 5/25

5:35 pm-8:48 pm

3 stops30h 13m

$458

NassauOakland

NAS - OAK

NASOAK

Nassau Intl

jue. 4/10

1:01 pm-11:46 pm

2 stops13h 45m

$607

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

sáb. 2/22

6:30 am-8:44 am

2 stops30h 14m

$673

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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.

Travel insights for flights from Caribbean to Oakland

Get recent, data-driven insights about flights from Caribbean to Oakland including ideal travel times, pricing trends, and more.

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 enero 21, 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 enero 21, 2025.
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

No issues. I needed pre boarding and I was able to get it without issue

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

No issues. I needed pre boarding and I was able to get it without issue

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

No issues. I needed pre boarding and I was able to get it without issue

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

No issues. I needed pre boarding and I was able to get it without issue

KLM
7.8
Good
1,341 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

No issues. I needed pre boarding and I was able to get it without issue

Spirit Airlines
6.3
Okay
8,115 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Overall

8.1

Entertainment

7.7

Crew

8.7

Boarding

8.2

Reviews

1 / 10

No issues. I needed pre boarding and I was able to get it without issue

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 $143. Southwest flights start at $253 while deals on Delta start at $405 one-way.

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

    Most travelers choose San Juan Luis Munoz Marin Intl - Oakland, Nassau Intl - 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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