HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Oakland

$109+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — OAK
Jan 28 — Feb 41
Tue 1/28
Tue 2/4
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

Discover tips and strategies to find the most affordable flight options for your journey from Caribbean Islands (zzEPX) 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 January 23, 2025.

Round-trip from

$403
(OneTravel)

One-way from

$109
(FlightHub)
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 January 23, 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.
Thu 2/2710:38 amSJU - OAK
2 stops17h 39mSpirit Airlines
Sun 3/95:52 pmOAK - SJU
2 stops12h 40mSpirit Airlines
Deal found 1/21$403
This Southwest deal was found by Cheapflights users on 1/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/245:35 amSJU - OAK
2 stops14h 15mSouthwest
Mon 4/285:15 amOAK - SJU
2 stops12h 50mSouthwest
Deal found 1/22$444
This OneTravel deal was found by Cheapflights users on 1/22. 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.
Fri 2/211:39 pmPUJ - OAK
2 stops14h 38mSpirit Airlines
Fri 2/285:10 amOAK - PUJ
2 stops28h 22mSpirit Airlines
Deal found 1/22$592
This Alaska Airlines deal was found by Cheapflights users on 1/22. 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.
Thu 2/64:08 pmSJU - OAK
2 stops44h 41mAlaska Airlines
Mon 2/102:36 pmOAK - SJU
2 stops20h 42mAlaska Airlines
Deal found 1/22$3,290

Find flights from Caribbean Islands to Oakland within your budget

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 January 23, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Thu 2/27

10:38 am-12:17 am

2 stops17h 39m

Oakland

Sun 3/9

5:52 pm-9:32 am

2 stops12h 40m

$403

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Thu 4/24

5:35 am-4:50 pm

2 stops14h 15m

Oakland

Mon 4/28

5:15 am-9:05 pm

2 stops12h 50m

$444

Punta CanaOakland

PUJ - OAK

PUJOAK

Punta Cana

Fri 2/21

1:39 pm-12:17 am

2 stops14h 38m

Oakland

Fri 2/28

5:10 am-1:32 pm

2 stops28h 22m

$592

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Thu 2/6

4:08 pm-8:49 am

2 stops44h 41m

Oakland

Mon 2/10

2:36 pm-3:18 pm

2 stops20h 42m

$3,290

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Fri 2/28

9:34 pm-12:17 am

2 stops30h 43m

$109

Punta CanaOakland

PUJ - OAK

PUJOAK

Punta Cana

Wed 3/26

3:47 pm-6:51 am

2 stops18h 04m

$217

NassauOakland

NAS - OAK

NASOAK

Nassau Intl

Sat 3/8

8:00 am-11:43 pm

1 stop18h 43m

$269

NassauOakland

NAS - OAK

NASOAK

Nassau Intl

Mon 3/10

3:00 pm-11:59 pm

2 stops11h 59m

$342

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Sat 3/1

11:45 am-8:05 pm

1 stop12h 20m

$378

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Thu 2/20

6:15 am-4:18 pm

2 stops14h 03m

$449

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/22

Showing 1-10 of 11 results
1
2

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.

Travel insights for flights from Caribbean Islands to Oakland

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

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 January 23, 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 January 23, 2025.
Southwest
8.1
Very good
4,652 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Reviews

1 / 10

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

Southwest
8.1
Very good
4,652 reviews
Southwest
8.1
Very good
4,652 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Reviews

1 / 10

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

Alaska Airlines
8.0
Very good
9,699 reviews
Southwest
8.1
Very good
4,652 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Reviews

1 / 10

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

Delta
8.0
Very good
8,507 reviews
Southwest
8.1
Very good
4,652 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Reviews

1 / 10

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

Spirit Airlines
6.3
Okay
8,109 reviews
Southwest
8.1
Very good
4,652 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

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 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?

    $109 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 Alaska Airlines and Delta, with prices starting from $269 and $342, 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 Nassau Intl - Oakland or Santo Domingo Las Americas - 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 Las Vegas flights
John F Kennedy Intl to Los Angeles flights
Newark to Los Angeles flights
O'Hare Intl to Las Vegas flights
Dallas/Fort Worth to Las Vegas flights
John F Kennedy Intl to San Francisco flights
Minneapolis to Las Vegas flights
San Francisco to Las Vegas flights
Seattle to Las Vegas flights
Dallas/Fort Worth to Los Angeles flights
Newark to Las Vegas flights
Los Angeles to Las Vegas flights
Seattle to Los Angeles flights
Dulles Intl to Las Vegas flights
Denver to Las Vegas flights
Newark to San Francisco flights
Atlanta to Las Vegas flights
LaGuardia to Las Vegas flights
Boston to Las Vegas flights
Seattle to San Diego flights
Santa Ana to Las Vegas flights
Los Angeles to San Francisco flights
Seattle to San Francisco flights
LaGuardia to Los Angeles flights
San Francisco to Los Angeles flights
Detroit to Las Vegas flights
Boston to Los Angeles flights
Seattle to Santa Ana flights
O'Hare Intl to Los Angeles flights
Midway to Las Vegas flights
Reagan-National to Los Angeles flights
Hobby to Las Vegas flights
Burbank to Las Vegas flights
Reagan-National to Las Vegas flights
Baltimore to Los Angeles flights
San Jose to Las Vegas flights
Philadelphia to Las Vegas flights
Seattle to Ontario flights
O'Hare Intl to San Francisco flights
Baltimore to Las Vegas flights
George Bush Intcntl to Las Vegas flights
Los Angeles to San Jose flights
Dulles Intl to Los Angeles flights
San Jose to Los Angeles flights
Portland to Los Angeles flights
John F Kennedy Intl to San Diego flights
Orlando to Las Vegas flights
Reagan-National to San Francisco flights
Dallas/Fort Worth to San Francisco flights
Newark to San Diego 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.