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Cheap flights from Oakland (OAK) to Caribbean from $136

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 6/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
OAK — SJU
May 13 — May 201
From?
To?
Mon 5/13
Mon 5/20
1 adult, Economy
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How far in advance should I book a flight from Oakland, California to Caribbean?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 49 days in advance, which can save you up to 81% on flights from Oakland, California to Caribbean compared to booking the week you need them. Waiting 49 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $355. For sooner than that we have options available in the next 3 days from $622.

What is the cheapest month to fly from Oakland, California to Caribbean?

Our data shows that September tends to be the cheapest month to fly to Caribbean from Oakland, California. Users have commonly found prices around $525 for the month, but tickets can be as low as $242. Due to multiple factors, prepare for potentially higher prices in December.

When is the cheapest time to fly from Oakland, California to Caribbean (OAK - CB)?

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

Cheap Delta flights from Oakland to Caribbean

Explore cheap flight options specifically provided by Delta for the route between Oakland and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Sun 10/610:45 pmOAK - SJU
1 stop10h 02mDelta
Thu 10/102:25 pmSJU - OAK
1 stop10h 10mDelta
Deal found 5/6$472
Sun 10/1310:45 pmOAK - SJU
1 stop10h 02mDelta
Tue 10/2212:54 pmSJU - OAK
2 stops14h 01mDelta
Deal found 5/7$605
Mon 10/2110:45 pmOAK - NAS
1 stop10h 22mDelta
Thu 11/142:27 pmNAS - OAK
1 stop10h 08mDelta
Deal found 5/6$623
Thu 8/1510:45 pmOAK - MBJ
1 stop10h 51mDelta
Sat 8/1712:50 pmMBJ - OAK
1 stop10h 45mDelta
Deal found 5/6$628
Mon 10/211:15 pmOAK - NAS
2 stops21h 03mDelta
Thu 11/141:27 pmNAS - OAK
2 stops13h 28mDelta
Deal found 5/6$642
Tue 7/2310:55 pmOAK - NAS
1 stop14h 38mDelta
Mon 7/292:27 pmNAS - OAK
1 stop10h 18mDelta
Deal found 5/6$648
Mon 8/2610:45 pmOAK - UVF
1 stop12h 35mDelta
Wed 8/283:40 pmUVF - OAK
1 stop32h 55mDelta
Deal found 5/7$651
Mon 8/266:00 amOAK - UVF
2 stops29h 20mDelta
Wed 8/283:40 pmUVF - OAK
1 stop32h 55mDelta
Deal found 5/7$656
Mon 8/261:15 pmOAK - UVF
2 stops22h 05mDelta
Wed 8/283:40 pmUVF - OAK
2 stops35h 14mDelta
Deal found 5/7$661

Cheap Spirit Airlines flights from Oakland to Caribbean

Explore cheap flight options specifically provided by Spirit Airlines for the route between Oakland and Caribbean. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Sat 6/13:52 pmOAK - SJU
2 stops20h 24mSpirit Airlines
Wed 6/56:00 amSJU - OAK
2 stops19h 49mSpirit Airlines
Deal found 5/5$264
Sat 6/13:52 pmOAK - SJU
2 stops20h 24mSpirit Airlines
Tue 6/41:35 amSJU - OAK
2 stops21h 53mSpirit Airlines
Deal found 5/5$266
Sat 6/13:52 pmOAK - SJU
2 stops20h 24mSpirit Airlines
Tue 6/41:35 amSJU - OAK
3 stops21h 53mSpirit Airlines
Deal found 5/5$279
Tue 6/49:29 pmOAK - SJU
2 stops18h 28mSpirit Airlines
Tue 6/1112:41 pmSJU - OAK
2 stops13h 01mSpirit Airlines
Deal found 5/6$287
Sat 6/15:50 amOAK - SJU
3 stops26h 42mSpirit Airlines
Tue 6/41:35 amSJU - OAK
3 stops21h 53mSpirit Airlines
Deal found 5/5$303
Wed 6/55:30 amOAK - SJU
2 stops12h 18mSpirit Airlines
Wed 6/122:00 pmSJU - OAK
2 stops12h 58mSpirit Airlines
Deal found 5/6$312
Sat 6/13:52 pmOAK - SJU
2 stops20h 24mSpirit Airlines
Wed 6/54:45 amSJU - OAK
1 stop19h 26mSpirit Airlines
Deal found 5/5$315
Sat 6/13:52 pmOAK - SJU
2 stops20h 24mSpirit Airlines
Thu 6/64:20 pmSJU - OAK
2 stops28h 05mSpirit Airlines
Deal found 5/7$318
Wed 6/55:15 amOAK - SJU
3 stops31h 43mSpirit Airlines
Wed 6/1212:41 pmSJU - OAK
2 stops14h 17mSpirit Airlines
Deal found 5/6$322

Cheap Oakland to Caribbean flights in May & June 2024

Find cheap flight options from Oakland to Caribbean specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Prices were last updated on May 8, 2024.
Sat 6/13:52 pmOAK - SJU
2 stops20h 24mSpirit Airlines
Thu 6/64:20 pmSJU - OAK
2 stops28h 05mSpirit Airlines
Deal found 5/7$318
Tue 5/215:00 amOAK - SJU
2 stops16h 30mSpirit Airlines
Fri 5/319:15 pmSJU - OAK
2 stops18h 02mSpirit Airlines
Deal found 5/7$339
Tue 5/2111:22 amOAK - SJU
3 stops27h 06mSpirit Airlines
Fri 5/314:09 pmSJU - OAK
3 stops23h 08mSpirit Airlines
Deal found 5/7$362
Tue 5/215:00 amOAK - SJU
3 stops33h 28mSpirit Airlines
Fri 5/319:15 pmSJU - OAK
2 stops18h 02mSpirit Airlines
Deal found 5/7$373
Tue 5/215:00 amOAK - SJU
2 stops16h 30mSpirit Airlines
Thu 5/301:30 amSJU - OAK
2 stops26h 15mSpirit Airlines
Deal found 5/7$376
Thu 6/67:54 pmOAK - SJU
2 stops16h 31mSpirit Airlines
Thu 6/136:08 pmSJU - OAK
2 stops26h 17mSpirit Airlines
Deal found 5/7$389
Tue 5/215:00 amOAK - SJU
2 stops16h 30mSpirit Airlines
Fri 5/317:07 amSJU - OAK
1 stop17h 02mSpirit Airlines
Deal found 5/7$393
Tue 6/185:15 amOAK - SJU
2 stops34h 50mSpirit Airlines
Tue 7/212:41 pmSJU - OAK
2 stops13h 01mSpirit Airlines
Deal found 5/7$474
Fri 5/311:25 pmOAK - SJU
2 stops20h 59mSpirit Airlines
Thu 6/64:20 pmSJU - OAK
2 stops28h 05mSpirit Airlines
Deal found 5/7$480

Oakland to Caribbean 2024 flight deals

Discover exclusive flight deals for travel between Oakland and Caribbean in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Sat 6/13:52 pmOAK - SJU
2 stops20h 24mSpirit Airlines
Thu 6/64:20 pmSJU - OAK
2 stops28h 05mSpirit Airlines
Deal found 5/7$318
Tue 5/215:00 amOAK - SJU
2 stops16h 30mSpirit Airlines
Fri 5/319:15 pmSJU - OAK
2 stops18h 02mSpirit Airlines
Deal found 5/7$339
Tue 5/2111:22 amOAK - SJU
3 stops27h 06mSpirit Airlines
Fri 5/314:09 pmSJU - OAK
3 stops23h 08mSpirit Airlines
Deal found 5/7$362
Tue 5/215:00 amOAK - SJU
3 stops33h 28mSpirit Airlines
Fri 5/319:15 pmSJU - OAK
2 stops18h 02mSpirit Airlines
Deal found 5/7$373
Tue 5/215:00 amOAK - SJU
2 stops16h 30mSpirit Airlines
Thu 5/301:30 amSJU - OAK
2 stops26h 15mSpirit Airlines
Deal found 5/7$376
Thu 6/67:54 pmOAK - SJU
2 stops16h 31mSpirit Airlines
Thu 6/136:08 pmSJU - OAK
2 stops26h 17mSpirit Airlines
Deal found 5/7$389
Tue 5/215:00 amOAK - SJU
2 stops16h 30mSpirit Airlines
Fri 5/317:07 amSJU - OAK
1 stop17h 02mSpirit Airlines
Deal found 5/7$393
Tue 8/205:15 amOAK - SJU
2 stops28h 26mSpirit Airlines
Sat 8/241:09 amSJU - OAK
2 stops13h 01mSpirit Airlines
Deal found 5/7$394
Tue 7/234:46 pmOAK - SJU
2 stops17h 08mSpirit Airlines
Tue 7/3010:00 amSJU - OAK
2 stops15h 36mSpirit Airlines
Deal found 5/7$425

Oakland to Caribbean flights leaving soon

Find last-minute flight options from Oakland to Caribbean for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Tue 5/145:00 amOAK - SJU
2 stops16h 30mSpirit Airlines
Wed 5/156:25 pmSJU - OAK
2 stops19h 47mSpirit Airlines
Deal found 5/6$590
Tue 5/145:30 amOAK - STT
2 stops25h 04mSpirit Airlines
Thu 5/1610:26 amSTT - OAK
2 stops23h 26mSpirit Airlines
Deal found 5/7$602
Tue 5/145:00 amOAK - SJU
2 stops16h 30mSpirit Airlines
Wed 5/154:45 amSJU - OAK
1 stop19h 24mSpirit Airlines
Deal found 5/6$611
Mon 5/1311:54 amOAK - KIN
2 stops21h 31mSpirit Airlines
Fri 5/1712:26 pmKIN - OAK
2 stops24h 46mSpirit Airlines
Deal found 5/5$728
Mon 5/1311:54 amOAK - KIN
2 stops21h 31mSpirit Airlines
Fri 5/1712:26 pmKIN - OAK
2 stops24h 46mSpirit Airlines
Deal found 5/6$751
Mon 5/135:30 amOAK - SDQ
2 stops17h 46mSpirit Airlines
Mon 5/207:17 amSDQ - OAK
2 stops30h 55mSpirit Airlines
Deal found 5/7$767
Tue 5/145:30 amOAK - PUJ
2 stops28h 28mSpirit Airlines
Thu 5/163:57 pmPUJ - OAK
2 stops17h 55mSpirit Airlines
Deal found 5/6$806
Sat 5/115:52 pmOAK - NAS
3 stops22h 23mMultiple Airlines
Sat 5/187:30 amNAS - OAK
2 stops18h 25mMultiple Airlines
Deal found 5/6$809
Sat 5/115:52 pmOAK - NAS
3 stops22h 23mMultiple Airlines
Sat 5/1812:00 pmNAS - OAK
3 stops13h 55mMultiple Airlines
Deal found 5/6$812

One-way flights to Caribbean from Oakland

Search for one-way flight options from Oakland to Caribbean. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
Mon 6/311:54 amOAK - SJU
3 stops28h 17mSpirit Airlines
Deal found 5/6$136
Mon 6/31:25 pmOAK - SJU
2 stops20h 16mSpirit Airlines
Deal found 5/6$140
Tue 6/185:39 pmOAK - SJU
2 stops15h 47mSpirit Airlines
Deal found 5/7$156
Mon 5/205:30 amOAK - SJU
2 stops35h 17mSpirit Airlines
Deal found 5/6$162
Tue 6/45:00 amOAK - PUJ
3 stops26h 55mSpirit Airlines
Deal found 5/6$189
Tue 6/45:30 amOAK - SDQ
2 stops17h 46mSpirit Airlines
Deal found 5/8$189
Wed 7/245:15 amOAK - SJU
2 stops18h 42mSpirit Airlines
Deal found 5/5$193
Wed 6/55:15 amOAK - PUJ
3 stops29h 14mSpirit Airlines
Deal found 5/6$195
Wed 6/51:15 pmOAK - PUJ
2 stops21h 14mSpirit Airlines
Deal found 5/6$196

Find flights from Oakland to Caribbean within your budget

Customize your flight search to find flights from Oakland to Caribbean 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 2,749,864 searches. Data last updated May 8, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$264 - $472

Route

Depart

Return

Price

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Sat 6/1

2 stops20h 24m

San Juan Luis Munoz Marin Intl

Wed 6/5

2 stops19h 49m

$264

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Sat 6/1

2 stops20h 24m

San Juan Luis Munoz Marin Intl

Tue 6/4

2 stops21h 53m

$266

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Sat 6/1

2 stops20h 24m

San Juan Luis Munoz Marin Intl

Tue 6/4

3 stops21h 53m

$279

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Tue 6/4

2 stops18h 28m

San Juan Luis Munoz Marin Intl

Tue 6/11

2 stops13h 01m

$287

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Sat 6/1

3 stops26h 42m

San Juan Luis Munoz Marin Intl

Tue 6/4

3 stops21h 53m

$303

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Sun 5/26

3 stops18h 15m

San Juan Luis Munoz Marin Intl

Wed 5/29

2 stops24h 28m

$343

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Sun 5/26

2 stops18h 20m

San Juan Luis Munoz Marin Intl

Wed 5/29

2 stops24h 28m

$346

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Fri 5/24

3 stops34h 07m

San Juan Luis Munoz Marin Intl

Wed 5/29

3 stops37h 26m

$392

OaklandSan Juan Luis Munoz Marin Intl

OAK - SJU

OAKSJU

Oakland

Sun 10/6

1 stop10h 02m

San Juan Luis Munoz Marin Intl

Thu 10/10

1 stop10h 10m

$472

Flights are sorted by cheapest first

Deals found on 5/5

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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 Caribbean. Reviews last updated May 8, 2024.
Alaska Airlines
8.1
Very good
9,147 reviews
Check prices

Overall

8.1

Crew

8.6

Entertainment

7.3

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Alaska Airlines
8.1
Very good
9,147 reviews
Alaska Airlines
8.1
Very good
9,147 reviews
Check prices

Overall

8.1

Crew

8.6

Entertainment

7.3

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Delta
8.1
Very good
10,810 reviews
Alaska Airlines
8.1
Very good
9,147 reviews
Check prices

Overall

8.1

Crew

8.6

Entertainment

7.3

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

American Airlines
7.3
Good
14,686 reviews
Alaska Airlines
8.1
Very good
9,147 reviews
Check prices

Overall

8.1

Crew

8.6

Entertainment

7.3

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Spirit Airlines
6.4
Okay
8,711 reviews
Alaska Airlines
8.1
Very good
9,147 reviews
Check prices

Overall

8.1

Crew

8.6

Entertainment

7.3

Comfort

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 10

Paid a lot for our exit row seats and they weren’t that roomy.

Related info for your journey

Find useful and relevant information for your journey from Oakland to Caribbean. 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 from for flights from Oakland to Caribbean?

    Most people fly from Oakland (OAK) if they book a flight from Oakland to Caribbean. Oakland is conveniently located just 7.0 mi from Oakland’s city center.

  • Can I find flights from Oakland, California to Caribbean for under $300 on Cheapflights?

    Yes, there are multiple flights from Oakland, California to Caribbean for under $300. The cheapest flight booked recently is on Spirit Airlines for just $264, but on average you can expect to pay $329.

  • Are there last-minute flights available from Oakland, California to Caribbean for under $600?

    There are currently 15+ open flights from Oakland, California to Caribbean within the next 7 days for less than $600.

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

    When deciding which route to take from Oakland, California to Caribbean consider Oakland - San Juan Luis Munoz Marin Intl, Oakland - Montego Bay Sangster Intl or Oakland - Punta Cana as they are the most popular.

  • What does OAK to SJU mean?

    OAK and SJU are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. OAK to SJU refers to a flight route from Oakland Airport to San Juan Luis Munoz Marin Intl Airport. This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are Punta Cana Airport (PUJ), Santo Domingo Las Americas Airport (SDQ), Montego Bay Sangster Intl Airport (MBJ), Oranjestad Reina Beatrix Airport (AUA), Nassau Intl Airport (NAS).

  • Can I find deals for flights from Oakland to Caribbean that include extra baggage allowance?

    The amount of baggage you can bring on your Oakland to Caribbean flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Oakland to Caribbean with specific airlines?

    Yes, Cheapflights allows you to browse and filter Oakland to Caribbean flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Oakland to Caribbean that allow pets onboard?

    Many airlines flying from Oakland to Caribbean offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Oakland to Caribbean?

    Yes, you can often find last-minute deals on Oakland to Caribbean flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Oakland, California to Caribbean flight deals updated?

    The Oakland, California to Caribbean flight deals you see on this page were last updated on 5/7.

See more FAQs

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Top 3 airlines flying from Oakland to Caribbean

Discover the top 3 airlines that operate flights from Oakland to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 8, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$262Average$490FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
DeltaCheapest$316Average$777FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
JetBlueCheapest$407Average$508FlexibilityNo cancel feeOn-time62%
Search JetBlue flights
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Oakland, California to Middle East flights

Search flights from Oakland to Caribbean by cabin class

Find flights from Oakland to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Oakland to Caribbean?

Cheapflights helps you search for flights from Oakland to Caribbean via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Oakland to Caribbean?

Millions of users choose and trust Cheapflights to book the best flight deals from Oakland to Caribbean for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Oakland to Caribbean with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Oakland to Caribbean flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Oakland to Caribbean become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Caribbean from Oakland today and book when prices fit your budget.

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