HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Oakland

$131+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — OAK
Apr 30 — May 71
Wed 4/30
Wed 5/7
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Caribbean Islands to Oakland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 April 25, 2025.

Round-trip from

$579
(Mytrip)

One-way from

$131
(Cheapflightsfares)
From Caribbean Islands to Oakland
Search Deals
One-way flight from Caribbean Islands to Oakland
Search Deals

Find flight deals from Caribbean Islands to Oakland

Cheapest flights from Caribbean Islands to Oakland
Explore the most affordable flight options available from Caribbean Islands to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 25, 2025.

This Mytrip deal was found by Cheapflights users on 4/24. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1112:35 pmCUR - OAK
3 stops36h 50mMultiple Airlines
Wed 6/45:45 amOAK - CUR
3 stops26h 50mMultiple Airlines
Deal found 4/24$579
This Cheapflightsfares deal was found by Cheapflights users on 4/24. 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.
Thu 6/261:02 pmSJU - OAK
2 stops13h 24mSpirit Airlines
Tue 7/227:30 amOAK - SJU
2 stops12h 33mSpirit Airlines
Deal found 4/24$615
This Delta deal was found by Cheapflights users on 4/24. 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.
Thu 7/101:10 pmPUJ - OAK
2 stops13h 33mDelta
Sun 7/135:15 pmOAK - PUJ
2 stops18h 17mDelta
Deal found 4/24$4,181
This American Airlines deal was found by Cheapflights users on 4/24. 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.
Wed 6/2512:59 amSJU - OAK
2 stops20h 34mMultiple Airlines
Tue 7/228:00 amOAK - SJU
2 stops18h 06mMultiple Airlines
Deal found 4/24$4,428

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 April 25, 2025.
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.

Sun 5/11

12:35 pm-10:25 pm

3 stops36h 50m

Oakland

Wed 6/4

5:45 am-11:35 am

3 stops26h 50m

$579

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Thu 6/26

1:02 pm-11:26 pm

2 stops13h 24m

Oakland

Tue 7/22

7:30 am-11:03 pm

2 stops12h 33m

$615

Punta CanaOakland

PUJ - OAK

PUJOAK

Punta Cana

Thu 7/10

1:10 pm-11:43 pm

2 stops13h 33m

Oakland

Sun 7/13

5:15 pm-2:32 pm

2 stops18h 17m

$4,181

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Wed 6/25

12:59 am-6:33 pm

2 stops20h 34m

Oakland

Tue 7/22

8:00 am-5:06 am

2 stops18h 06m

$4,428

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Fri 5/16

1:33 am-10:56 am

2 stops12h 23m

$131

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Fri 5/9

1:55 pm-11:49 pm

2 stops12h 54m

$193

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Sat 8/2

4:20 pm-4:51 pm

1 stop27h 31m

$243

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Thu 7/31

2:40 pm-12:20 am

2 stops12h 40m

$260

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Fri 8/1

12:59 am-11:59 pm

2 stops26h 00m

$789

Santo DomingoOakland

SDQ - OAK

SDQOAK

Santo Domingo Las Americas

Tue 5/27

2:41 pm-11:49 pm

2 stops12h 08m

$996

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

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, April is the cheapest month in which you can book a flight from Caribbean Islands to Oakland, California (average of $183). Flying from Caribbean Islands 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 EPX to OAK?

Find hourly flight availability from Caribbean Islands 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 April 25, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Caribbean Islands to Oakland, California as you normally would.

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 April 25, 2025.
Alaska Airlines
8.0
Very good
9,928 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

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
9,928 reviews
Alaska Airlines
8.0
Very good
9,928 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

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
4,287 reviews
Alaska Airlines
8.0
Very good
9,928 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

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
7,920 reviews
Alaska Airlines
8.0
Very good
9,928 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

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
347 reviews
Alaska Airlines
8.0
Very good
9,928 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

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
7,941 reviews
Alaska Airlines
8.0
Very good
9,928 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

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 Islands 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 Islands?

    For a flight from Caribbean Islands to Oakland, you will be flying into Oakland. Oakland (OAK) is just 7.0 mi from the center of the city.

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

    $131 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Delta and Sun Country Air, with prices starting from $193 and $243, respectively.

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

    The most popular route from Caribbean Islands to Oakland, California is San Juan Luis Munoz Marin Intl - Oakland. You may also consider Punta Cana - Oakland or Oranjestad Reina Beatrix - Oakland.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean Islands 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 Islands to Oakland, California?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Caribbean Islands to Oakland

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Los Angeles flights
Newark to Los Angeles flights
John F Kennedy Intl to Las Vegas flights
Seattle to Los Angeles flights
Newark to Las Vegas flights
John F Kennedy Intl to San Francisco flights
O'Hare Intl to Las Vegas flights
Dallas/Fort Worth to Las Vegas flights
Newark to San Francisco flights
San Jose to Los Angeles flights
Seattle to Las Vegas flights
Dallas/Fort Worth to Los Angeles flights
LaGuardia to Los Angeles flights
San Francisco to Las Vegas flights
Los Angeles to Las Vegas flights
LaGuardia to Las Vegas flights
San Francisco to Los Angeles flights
Denver to Las Vegas flights
Reagan-National to Los Angeles flights
Dulles Intl to Los Angeles flights
Burbank to Las Vegas flights
O'Hare Intl to Los Angeles flights
Boston to Los Angeles flights
Santa Ana to Las Vegas flights
Oakland to Los Angeles flights
Boston to Las Vegas flights
Hobby to Las Vegas flights
Dulles Intl to Las Vegas flights
Baltimore to Las Vegas flights
Los Angeles to San Jose flights
San Francisco to Ontario flights
Seattle to Santa Ana flights
Seattle to San Diego flights
San Jose to Las Vegas flights
Los Angeles to San Francisco flights
John F Kennedy Intl to Ontario flights
Baltimore to Los Angeles flights
Oakland to Santa Ana flights
Reagan-National to Las Vegas flights
Dallas/Fort Worth to San Francisco flights
Atlanta to Las Vegas flights
Oakland to Las Vegas flights
Dulles Intl to San Francisco flights
George Bush Intcntl to Las Vegas flights
Reagan-National to San Francisco flights
Newark to Burbank flights
Los Angeles to Oakland flights
Midway to Las Vegas flights
Minneapolis to Las Vegas flights
Portland to Los Angeles flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.