How long is the flight from Caribbean to Oakland, California?

There are many flights that can get you from Caribbean to Oakland, California in 13h 43m. Fly via Southwest or Delta to get the fastest option. The distance between Caribbean and Oakland, California is about 3640 mi. This flight may include one or multiple stops.

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

To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $287. Delta flights start at $512 while deals on Alaska Airlines start at $912 one-way.

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.

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).

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.

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.

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.

$287+ Flights from Caribbean to Oakland, CA

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Cheap flight deals from Caribbean to Oakland

Round-trip from	$509 (Southwest)
One-way from	$287 (Southwest)
Popular in	January
Cheapest in	November
Average price	$448

From Caribbean to Oakland

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One-way flight from Caribbean to Oakland

Search Deals

Highest demand for flights based on searches. 12% potential increase in price ($68 potential increase over avg. RT price).

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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).

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Average for round-trip flights in October 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 October 29, 2025.

Thu 11/275:45 amSJU - OAK

2 stops14h 45mSouthwest

Thu 12/47:10 pmOAK - SJU

2 stops11h 15mSouthwest

Deal found 10/29

$509

Thu 12/117:49 pmSDQ - OAK

2 stops26h 04mMultiple Airlines

Thu 12/1811:30 pmOAK - SDQ

3 stops27h 56mMultiple Airlines

Deal found 10/27

$1,155

Best flights from Caribbean to Oakland
Discover carefully curated flight deals from Caribbean to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 29, 2025.

Thu 11/275:45 amSJU - OAK

2 stops14h 45mSouthwest

Thu 12/47:10 pmOAK - SJU

2 stops11h 15mSouthwest

Deal found 10/29

$509

Tue 3/101:10 pmAUA - OAK

2 stops13h 43mDelta

Thu 3/125:55 amOAK - AUA

2 stops27h 00mDelta

Deal found 10/27

$604

Mon 12/811:20 amSJU - OAK

2 stops12h 30mSouthwest

Thu 12/118:25 amOAK - SJU

2 stops12h 10mSouthwest

Deal found 10/28

$509

Thu 12/117:49 pmSDQ - OAK

2 stops26h 04mMultiple Airlines

Thu 12/1811:30 pmOAK - SDQ

3 stops27h 56mMultiple Airlines

Deal found 10/27

$1,155

Sun 2/156:30 amSJU - OAK

2 stops21h 08mAlaska Airlines

Sat 2/216:30 amOAK - SJU

2 stops28h 43mAlaska Airlines

Deal found 10/28

$1,306

Fri 2/276:15 amSJU - OAK

2 stops21h 38mDelta

Mon 3/25:05 pmOAK - SJU

2 stops17h 27mDelta

Deal found 10/26

$847

Fri 2/133:40 pmSDQ - OAK

2 stops24h 50mDelta

Tue 2/175:55 amOAK - SDQ

2 stops28h 20mDelta

Deal found 10/26

$1,052

Thu 3/263:35 pmPOP - OAK

2 stops23h 55mDelta

Mon 3/305:55 amOAK - POP

2 stops29h 20mDelta

Deal found 10/26

$1,293

Last-minute flights from Caribbean to Oakland
Discover last-minute flight deals from Caribbean to Oakland. Data last updated October 29, 2025 and is based on user searches.

Thu 11/275:45 amSJU - OAK

2 stops14h 45mSouthwest

Thu 12/47:10 pmOAK - SJU

2 stops11h 15mSouthwest

Deal found 10/29

$509

One-way flights from Caribbean to Oakland
Search for one-way flight options from Caribbean to Oakland. Find affordable one-way fares based on user searches. Data last updated October 29, 2025.

Sun 2/85:40 amSJU - OAK

2 stops13h 15mSouthwest

Deal found 10/28

$287

Wed 3/43:21 pmSJU - OAK

2 stops12h 32mDelta

Deal found 10/27

$512

Mon 12/223:23 pmSTT - OAK

3 stops44h 51mMultiple Airlines

Deal found 10/27

$513

Sat 1/314:40 pmNAS - OAK

2 stops31h 50mMultiple Airlines

Deal found 10/27

$585

Mon 12/223:06 pmSTT - OAK

2 stops12h 52mDelta

Deal found 10/27

$873

Tue 12/303:49 pmSJU - OAK

2 stops45h 06mAlaska Airlines

Deal found 10/27

$912

Fri 12/261:30 amSJU - OAK

2 stops35h 25mAlaska Airlines

Deal found 10/27

$928

Sun 12/281:30 amSJU - OAK

2 stops26h 29mAlaska Airlines

Deal found 10/27

$1,037

Sat 1/31:30 amSJU - OAK

2 stops22h 22mAlaska Airlines

Deal found 10/27

$1,118

Mon 11/33:56 pmSDQ - OAK

2 stops23h 54mDelta

Deal found 10/27

$1,244

Mon 11/108:55 amSDQ - OAK

3 stops29h 30mMultiple Airlines

Deal found 10/27

$1,246

Sat 11/292:15 pmSJU - OAK

2 stops13h 48mDelta

Deal found 10/28

$1,447

Fly from

Fly to

Route

Depart

Return

Price

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Thu 11/27

5:45 am-4:30 pm

2 stops14h 45m

Oakland

Thu 12/4

7:10 pm-10:25 am

2 stops11h 15m

$509

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Mon 12/8

11:20 am-7:50 pm

2 stops12h 30m

Oakland

Thu 12/11

8:25 am-12:35 am

2 stops12h 10m

$509

OranjestadOakland

AUA - OAK

AUAOAK

Oranjestad Reina Beatrix

Tue 3/10

1:10 pm-11:53 pm

2 stops13h 43m

Oakland

Thu 3/12

5:55 am-11:55 am

2 stops27h 00m

$604

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Fri 2/27

6:15 am-11:53 pm

2 stops21h 38m

Oakland

Mon 3/2

5:05 pm-2:32 pm

2 stops17h 27m

$847

Santo DomingoOakland

SDQ - OAK

SDQOAK

Santo Domingo Las Americas

Fri 2/13

3:40 pm-12:30 pm

2 stops24h 50m

Oakland

Tue 2/17

5:55 am-2:15 pm

2 stops28h 20m

$1,052

Santo DomingoOakland

SDQ - OAK

SDQOAK

Santo Domingo Las Americas

Thu 12/11

7:49 pm-5:53 pm

2 stops26h 04m

Oakland

Thu 12/18

11:30 pm-7:26 am

3 stops27h 56m

$1,155

Puerto PlataOakland

POP - OAK

POPOAK

Puerto Plata La Union

Thu 3/26

3:35 pm-12:30 pm

2 stops23h 55m

Oakland

Mon 3/30

5:55 am-2:15 pm

2 stops29h 20m

$1,293

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Sun 2/15

6:30 am-11:38 pm

2 stops21h 08m

Oakland

Sat 2/21

6:30 am-3:13 pm

2 stops28h 43m

$1,306

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Sun 2/8

5:40 am-2:55 pm

2 stops13h 15m

$287

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Wed 3/4

3:21 pm-11:53 pm

2 stops12h 32m

$512

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 24 results

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, June is the cheapest month in which you can book a flight from Caribbean to Oakland, California (average of $119). Flying from Caribbean to Oakland, California in December is currently the most expensive (average of $318). 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?

It’s optimal to fly from Caribbean to Oakland, California in the evening. By choosing this option you can save up to 77% on the cost of your flight, compared to a flight in the morning.

Related info for your journey

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.
How long is the flight from Caribbean to Oakland, California?
There are many flights that can get you from Caribbean to Oakland, California in 13h 43m. Fly via Southwest or Delta to get the fastest option. The distance between Caribbean and Oakland, California is about 3640 mi. This flight may include one or multiple stops.
What are the cheapest airlines to fly from Caribbean to Oakland, California one-way?
To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $287. Delta flights start at $512 while deals on Alaska Airlines start at $912 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, June is the cheapest month in which you can book a flight from Caribbean to Oakland, California (average of $119). Flying from Caribbean to Oakland, California in December is currently the most expensive (average of $318). 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.

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$287+ 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 2/8. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Caribbean to Oakland with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

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 October 29, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Caribbean to Oakland

Cheapest flights from Caribbean to OaklandExplore 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 October 29, 2025.

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 October 29, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Caribbean to Oakland that are best for you.

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.

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?

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 October 29, 2025.

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?

How long is the flight from Caribbean to Oakland, California?

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

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

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

How can I find direct flights from Caribbean to Oakland?

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

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean to Oakland

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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 October 29, 2025.