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$121+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — OAK
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
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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 2, 2025.

Round-trip from

$546
(Cheapflightsfares)

One-way from

$121
(Cheapflightsfares)
From Caribbean Islands to Oakland
Search Deals
One-way flight from Caribbean Islands to Oakland
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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 2, 2025.

This Mytrip deal was found by Cheapflights users on 4/1. 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.
Sat 11/86:41 pmSJU - OAK
2 stops28h 12mSpirit Airlines
Sat 11/157:30 amOAK - SJU
2 stops26h 17mSpirit Airlines
Deal found 4/1$456
This Mytrip deal was found by Cheapflights users on 3/31. 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.
Tue 4/153:35 pmSDQ - OAK
3 stops28h 59mMultiple Airlines
Tue 4/226:40 pmOAK - SDQ
2 stops18h 49mMultiple Airlines
Deal found 3/31$617
This Alaska Airlines deal was found by Cheapflights users on 4/2. 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.
Fri 5/26:05 amSJU - OAK
2 stops29h 30mAlaska Airlines
Fri 5/94:43 pmOAK - SJU
2 stops18h 17mAlaska Airlines
Deal found 4/2$989
This Delta deal was found by Cheapflights users on 4/1. 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 stops17h 02mDelta
Deal found 4/1$3,789

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 2, 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

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Thu 6/26

12:34 pm-11:26 pm

2 stops13h 52m

Oakland

Tue 7/22

7:30 am-11:03 pm

2 stops12h 33m

$546

Santo DomingoOakland

SDQ - OAK

SDQOAK

Santo Domingo Las Americas

Tue 4/15

3:35 pm-5:34 pm

3 stops28h 59m

Oakland

Tue 4/22

6:40 pm-4:29 pm

2 stops18h 49m

$617

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Fri 5/2

6:05 am-8:35 am

2 stops29h 30m

Oakland

Fri 5/9

4:43 pm-2:00 pm

2 stops18h 17m

$989

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-1:17 pm

2 stops17h 02m

$3,789

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Tue 4/22

12:54 am-10:37 am

2 stops12h 43m

$121

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Wed 7/2

1:25 pm-11:20 pm

2 stops12h 55m

$274

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Fri 5/9

6:15 am-11:49 pm

2 stops20h 34m

$276

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Tue 7/29

12:59 am-8:48 am

2 stops34h 49m

$652

OranjestadOakland

AUA - OAK

AUAOAK

Oranjestad Reina Beatrix

Sat 8/16

5:35 pm-10:35 pm

2 stops32h 00m

$891

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

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 2, 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 2, 2025.
Alaska Airlines
8.0
Very good
9,823 reviews

Crew

8.5

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
Alaska Airlines
8.0
Very good
9,823 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Crew

8.5

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
Southwest
8.0
Very good
4,275 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Crew

8.5

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
Delta
8.0
Very good
7,897 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Crew

8.5

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot
Spirit Airlines
6.3
Okay
7,886 reviews
Alaska Airlines
8.0
Very good
9,823 reviews

Crew

8.5

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Seleste,Dec 2024

FAT - SAN

The attention and efficiency of the staff and the good handling of the pilot

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?

    $121 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 Southwest and Delta, with prices starting from $274 and $276, 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 Oranjestad Reina Beatrix - Oakland or Willemstad Hato Int. - 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

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