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$288+ 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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — OAK
dic. 13 — dic. 201
sáb. 12/13
sáb. 12/20
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 noviembre 13, 2025.

Round-trip from

$847
(Delta)

One-way from

$288
(Kiwi.com)
From Caribbean Islands to Oakland
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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 noviembre 13, 2025.

This Delta deal was found by Cheapflights users on 11/12. 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.
jue. 11/202:55 pmNAS - OAK
2 stops12h 08mDelta
lun. 11/244:51 pmOAK - NAS
2 stops19h 35mDelta
Deal found 11/12$756
This Mytrip deal was found by Cheapflights users on 11/12. 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.
jue. 11/204:50 pmNAS - OAK
2 stops31h 40mMultiple Airlines
lun. 11/241:24 pmOAK - NAS
3 stops44h 31mMultiple Airlines
Deal found 11/12$1,128
This Delta deal was found by Cheapflights users on 11/13. 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. 12/293:45 amSDQ - OAK
2 stops24h 13mDelta
jue. 1/84:54 pmOAK - SDQ
2 stops22h 20mDelta
Deal found 11/13$1,268
This Delta deal was found by Cheapflights users on 11/13. 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.
dom. 12/283:45 amSDQ - OAK
2 stops24h 13mDelta
jue. 1/812:38 pmOAK - SDQ
2 stops21h 43mDelta
Deal found 11/13$1,339
This Mytrip deal was found by Cheapflights users on 11/13. 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.
dom. 12/2812:05 pmAUA - OAK
2 stops36h 45mMultiple Airlines
dom. 1/410:15 pmOAK - AUA
3 stops32h 45mMultiple Airlines
Deal found 11/13$1,573
This Alaska Airlines deal was found by Cheapflights users on 11/13. 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.
dom. 11/167:15 amSJU - OAK
2 stops29h 35mAlaska Airlines
dom. 11/237:59 pmOAK - SJU
2 stops14h 50mAlaska Airlines
Deal found 11/13$1,581
This Mytrip deal was found by Cheapflights users on 11/13. 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.
jue. 12/117:49 pmSDQ - OAK
2 stops19h 56mMultiple Airlines
jue. 12/1810:15 pmOAK - SDQ
2 stops14h 35mMultiple Airlines
Deal found 11/13$1,629

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 noviembre 13, 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

vie. 2/27

6:15 am-11:53 pm

2 stops21h 38m

Oakland

lun. 3/2

4:54 pm-2:32 pm

2 stops17h 38m

$847

Punta CanaOakland

PUJ - OAK

PUJOAK

Punta Cana

jue. 4/2

4:18 pm-12:30 pm

2 stops23h 12m

Oakland

lun. 4/6

5:55 am-2:25 pm

2 stops29h 30m

$973

OranjestadOakland

AUA - OAK

AUAOAK

Oranjestad Reina Beatrix

mar. 3/10

1:10 pm-11:53 pm

2 stops13h 43m

Oakland

jue. 3/12

5:55 am-1:10 pm

2 stops28h 15m

$986

Santo DomingoOakland

SDQ - OAK

SDQOAK

Santo Domingo Las Americas

vie. 2/13

3:40 pm-11:57 am

2 stops24h 17m

Oakland

mar. 2/17

5:55 am-2:15 pm

2 stops28h 20m

$1,052

Santo DomingoOakland

SDQ - OAK

SDQOAK

Santo Domingo Las Americas

mar. 12/30

7:55 pm-10:47 pm

2 stops30h 52m

Oakland

vie. 1/9

5:55 am-2:21 pm

2 stops28h 26m

$1,268

Santo DomingoOakland

SDQ - OAK

SDQOAK

Santo Domingo Las Americas

lun. 12/29

3:45 am-11:58 pm

2 stops24h 13m

Oakland

jue. 1/8

4:54 pm-7:14 pm

2 stops22h 20m

$1,268

Santo DomingoOakland

SDQ - OAK

SDQOAK

Santo Domingo Las Americas

mar. 12/30

7:55 pm-11:54 am

2 stops19h 59m

Oakland

sáb. 1/10

12:38 pm-2:21 pm

2 stops21h 43m

$1,268

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

sáb. 4/4

6:15 am-9:38 pm

2 stops18h 23m

Oakland

lun. 4/6

5:05 pm-1:23 pm

2 stops17h 18m

$1,274

Santo DomingoOakland

SDQ - OAK

SDQOAK

Santo Domingo Las Americas

dom. 12/28

3:45 am-11:58 pm

2 stops24h 13m

Oakland

jue. 1/8

12:38 pm-2:21 pm

2 stops21h 43m

$1,339

Santo DomingoOakland

SDQ - OAK

SDQOAK

Santo Domingo Las Americas

dom. 12/28

3:45 am-11:58 pm

2 stops24h 13m

Oakland

vie. 1/9

5:55 am-2:21 pm

2 stops28h 26m

$1,339

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 30 results
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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, June is the cheapest month in which you can book a flight from Caribbean Islands to Oakland, California (average of $119). Flying from Caribbean Islands to Oakland, California in December is currently the most expensive (average of $299). 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 noviembre 13, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 77% on flights from Caribbean Islands to Oakland, California by exploring options for tickets in the evening.

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.

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

    For as low as $847, Delta can have you in Oakland, California from Caribbean Islands in 21h 38m. Airlines will cover a distance of 3615 mi.

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

    The most popular route from Caribbean Islands to Oakland, California is Nassau Intl - Oakland. You may also consider Santo Domingo Las Americas - Oakland or San Juan Luis Munoz Marin Intl - 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, June is the cheapest month in which you can book a flight from Caribbean Islands to Oakland, California (average of $119). Flying from Caribbean Islands to Oakland, California in December is currently the most expensive (average of $299). 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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