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Jamaica

$726+ Cheap flights from Oakland, CA (OAK) to Jamaica

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheap flight deals from Oakland to Jamaica

Keep the following information in mind while searching for Oakland to Jamaica flight deals. Data was last updated November 20, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$731
(Delta)

Popular in

December

Cheapest in

March

Average price

$866
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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Highest demand for flights based on searches. 13% potential increase in price ($107 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 November 2025
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Find flight deals from Oakland to Jamaica

Cheapest flights from Oakland to Jamaica
Explore the most affordable flight options available from Oakland to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

This Delta deal was found by Cheapflights users on 11/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/812:30 pmOAK - MBJ
2 stops21h 34mDelta
Fri 12/122:29 pmMBJ - OAK
2 stops24h 21mDelta
Deal found 11/17$726
This Delta deal was found by Cheapflights users on 11/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/412:30 pmOAK - MBJ
2 stops22h 43mDelta
Fri 12/122:29 pmMBJ - OAK
2 stops24h 21mDelta
Deal found 11/17$805
This Delta deal was found by Cheapflights users on 11/19. 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.
Fri 12/512:30 pmOAK - MBJ
2 stops21h 24mDelta
Fri 12/122:29 pmMBJ - OAK
2 stops34h 31mDelta
Deal found 11/19$863
This Southwest deal was found by Cheapflights users on 11/17. 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.
Fri 11/218:00 pmOAK - MBJ
2 stops15h 35mSouthwest
Sun 11/231:50 pmMBJ - OAK
2 stops11h 55mSouthwest
Deal found 11/17$939
This Delta deal was found by Cheapflights users on 11/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/812:30 pmOAK - MBJ
2 stops21h 34mDelta
Sat 12/131:55 pmMBJ - OAK
2 stops29h 09mDelta
Deal found 11/17$1,024
This Delta deal was found by Cheapflights users on 11/19. 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.
Sun 11/234:51 pmOAK - MBJ
2 stops17h 01mDelta
Mon 12/12:17 pmMBJ - OAK
2 stops28h 47mDelta
Deal found 11/19$1,043
This Delta deal was found by Cheapflights users on 11/19. 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.
Fri 11/2112:28 pmOAK - MBJ
2 stops22h 38mDelta
Mon 12/12:17 pmMBJ - OAK
2 stops28h 47mDelta
Deal found 11/19$1,078
This Delta deal was found by Cheapflights users on 11/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:55 amOAK - MBJ
2 stops29h 18mDelta
Sat 12/131:55 pmMBJ - OAK
2 stops24h 55mDelta
Deal found 11/17$1,103
This Delta deal was found by Cheapflights users on 11/19. 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.
Fri 12/512:30 pmOAK - MBJ
2 stops21h 24mDelta
Sat 12/131:55 pmMBJ - OAK
2 stops29h 09mDelta
Deal found 11/19$1,156
This Delta deal was found by Cheapflights users on 11/20. 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.
Mon 11/245:55 amOAK - KIN
2 stops11h 05mDelta
Thu 11/279:00 amKIN - OAK
2 stops12h 13mDelta
Deal found 11/20$2,840

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 November 20, 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

Mon 12/8

12:30 pm-1:04 pm

2 stops21h 34m

Montego Bay Sangster Intl

Fri 12/12

2:29 pm-11:50 am

2 stops24h 21m

$726

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 2/23

12:37 pm-12:40 pm

2 stops21h 03m

Montego Bay Sangster Intl

Thu 2/26

4:40 pm-11:53 pm

2 stops34h 13m

$731

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 2/14

7:10 pm-1:00 pm

2 stops14h 50m

Montego Bay Sangster Intl

Sat 2/21

2:25 pm-7:10 am

2 stops19h 45m

$805

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sun 12/7

5:55 am-1:04 pm

2 stops28h 09m

Montego Bay Sangster Intl

Fri 12/12

2:29 pm-11:50 am

2 stops24h 21m

$805

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 12/6

12:30 pm-2:13 pm

2 stops22h 43m

Montego Bay Sangster Intl

Fri 12/12

2:29 pm-11:50 am

2 stops24h 21m

$805

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 12/4

12:30 pm-2:13 pm

2 stops22h 43m

Montego Bay Sangster Intl

Fri 12/12

2:29 pm-11:50 am

2 stops24h 21m

$805

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 4/17

5:05 pm-1:37 pm

2 stops18h 32m

Montego Bay Sangster Intl

Mon 4/20

12:55 pm-11:49 pm

2 stops12h 54m

$820

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Mon 3/2

4:54 pm-8:00 pm

2 stops24h 06m

Kingston Norman Manley

Thu 3/5

9:00 am-11:53 pm

2 stops17h 53m

$928

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Wed 1/7

4:54 pm-8:00 pm

2 stops24h 06m

Kingston Norman Manley

Fri 1/16

9:00 am-11:57 am

2 stops29h 57m

$947

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Wed 1/7

4:54 pm-8:00 pm

2 stops24h 06m

Kingston Norman Manley

Thu 1/15

9:00 am-10:53 pm

2 stops16h 53m

$978

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 18 results
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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, September is the cheapest month in which you can book a flight from Oakland, California to Jamaica (average of $276). Flying from Oakland, California to Jamaica in December is currently the most expensive (average of $576). 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 November 20, 2025.

It’s typically best to fly out from Oakland, California to Jamaica in the afternoon. Doing so could potentially save you 12% on the flight price compared to flying in the morning, 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?

    Delta and Southwest can get you from Oakland, California to Jamaica in just under 14h 50m. Your travel time can differ by up to 6h 44m. Airlines will cover a distance of 2971 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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, September is the cheapest month in which you can book a flight from Oakland, California to Jamaica (average of $276). Flying from Oakland, California to Jamaica in December is currently the most expensive (average of $576). 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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Alternative routes for Oakland to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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