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$567+ Cheap flights from Oakland, CA (OAK) to Jamaica

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 12/22. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Oakland to Jamaica

Best flights from Oakland to Jamaica
Discover carefully curated flight deals from Oakland to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 18, 2025.

This Southwest deal was found by Cheapflights users on 12/17. 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 4/98:30 pmOAK - MBJ
2 stops13h 05mSouthwest
Tue 4/1412:15 pmMBJ - OAK
2 stops12h 20mSouthwest
Deal found 12/17$625
This Mytrip deal was found by Cheapflights users on 12/17. 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.
Thu 4/911:16 pmOAK - MBJ
3 stops34h 19mMultiple Airlines
Tue 4/1412:00 pmMBJ - OAK
3 stops35h 11mMultiple Airlines
Deal found 12/17$1,772

Find flight deals from Oakland to Jamaica

Keep the following information in mind while searching for Oakland to Jamaica flight deals. Data was last updated December 18, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$625
(Southwest)

One-way from

$567
(Delta)

Popular in

December

Cheapest in

March

Average price

$899
Provider with most accurate pricing for San Francisco-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for San Francisco-Montego Bay Sangster Intl flights.
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From Oakland to Jamaica
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One-way flight from Oakland to Jamaica
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Highest demand for flights based on searches. 11% potential increase in price ($84 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to Jamaica 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 December 18, 2025.
Use the filters below to find and compare flights from Oakland to Jamaica that are best for you.

Fly from

Oakland

Fly to

Jamaica

Route

Depart

Return

Price

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 4/9

8:30 pm-11:35 am

2 stops13h 05m

Montego Bay Sangster Intl

Tue 4/14

12:15 pm-10:35 pm

2 stops12h 20m

$625

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 4/9

11:16 pm-11:35 am

3 stops34h 19m

Montego Bay Sangster Intl

Tue 4/14

12:00 pm-9:11 pm

3 stops35h 11m

$1,772

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 12/22

5:53 am-8:41 pm

2 stops11h 48m

$567

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 12/22

6:31 pm-12:05 pm

3 stops38h 34m

$851

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Best time to book a flight from Oakland to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica from Oakland 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 Oakland to Jamaica

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

Currently, April is the cheapest month in which you can book a flight from Oakland, California to Jamaica (average of $343). Flying from Oakland, California to Jamaica in December is currently the most expensive (average of $532). 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 OAK to JM?

Find hourly flight availability from Oakland to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

It’s typically best to fly out from Oakland, California to Jamaica in the morning. Doing so could potentially save you 8% on the flight price compared to flying in the evening, which is usually more expensive.

Related info for your journey

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

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

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

    Southwest can get you from Oakland, California to Jamaica in just under 13h 05m. Your travel time can differ by up to . Airlines will cover a distance of 2971 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oakland to Jamaica 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 Oakland, California to Jamaica?

    Currently, April is the cheapest month in which you can book a flight from Oakland, California to Jamaica (average of $343). Flying from Oakland, California to Jamaica in December is currently the most expensive (average of $532). 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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