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Jamaica

$299+ 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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 January 8, 2026.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$727
(Delta)

One-way from

$299
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$615
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. 10% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 8, 2026.

This Delta deal was found by Cheapflights users on 1/8. 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 2/2012:40 pmOAK - MBJ
2 stops21h 11mDelta
Wed 2/252:19 pmMBJ - OAK
2 stops12h 32mDelta
Deal found 1/8$727
This Southwest deal was found by Cheapflights users on 1/7. 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.
Wed 5/207:35 pmOAK - MBJ
2 stops13h 40mSouthwest
Mon 5/2512:15 pmMBJ - OAK
2 stops12h 15mSouthwest
Deal found 1/7$729
This Delta deal was found by Cheapflights users on 1/7. 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.
Sat 5/25:56 pmOAK - MBJ
2 stops17h 20mDelta
Sat 5/94:55 pmMBJ - OAK
2 stops21h 29mDelta
Deal found 1/7$821
This Southwest deal was found by Cheapflights users on 1/7. 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 1/236:55 pmOAK - MBJ
2 stops14h 40mSouthwest
Sat 2/212:15 pmMBJ - OAK
1 stop12h 35mSouthwest
Deal found 1/7$940
This Mytrip deal was found by Cheapflights users on 1/7. 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.
Wed 5/2011:16 pmOAK - MBJ
3 stops34h 04mMultiple Airlines
Mon 5/2512:15 pmMBJ - OAK
3 stops35h 29mMultiple Airlines
Deal found 1/7$1,289
This Mytrip deal was found by Cheapflights users on 1/7. 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.
Fri 1/237:16 pmOAK - MBJ
3 stops35h 29mMultiple Airlines
Sat 2/217:25 pmMBJ - OAK
3 stops29h 54mMultiple Airlines
Deal found 1/7$1,345
This Delta deal was found by Cheapflights users on 1/8. 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 2/134:59 pmOAK - MBJ
2 stops15h 11mDelta
Tue 2/1712:20 pmMBJ - OAK
2 stops14h 31mDelta
Deal found 1/8$1,521
This Mytrip deal was found by Cheapflights users on 1/7. 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.
Fri 2/1311:30 pmOAK - MBJ
3 stops31h 15mMultiple Airlines
Tue 2/178:25 pmMBJ - OAK
3 stops28h 05mMultiple Airlines
Deal found 1/7$1,528
This Delta deal was found by Cheapflights users on 1/6. 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 4/175:55 amOAK - KIN
2 stops12h 10mDelta
Mon 4/209:00 amKIN - OAK
2 stops16h 49mDelta
Deal found 1/6$1,665
This Delta deal was found by Cheapflights users on 1/6. 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 4/245:55 amOAK - KIN
2 stops12h 10mDelta
Mon 4/279:00 amKIN - OAK
2 stops16h 49mDelta
Deal found 1/6$2,835
This Delta deal was found by Cheapflights users on 1/8. 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 1/2312:33 pmOAK - MBJ
2 stops22h 23mDelta
Sat 2/2112:25 pmMBJ - OAK
2 stops12h 21mDelta
Deal found 1/8$4,216
This Delta deal was found by Cheapflights users on 1/8. 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 2/2212:40 pmOAK - MBJ
2 stops19h 30mDelta
Sun 3/112:20 pmMBJ - OAK
2 stops14h 31mDelta
Deal found 1/8$6,078

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 January 8, 2026.
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

Fri 2/20

12:40 pm-12:51 pm

2 stops21h 11m

Montego Bay Sangster Intl

Wed 2/25

2:19 pm-11:51 pm

2 stops12h 32m

$727

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 5/2

5:56 pm-1:16 pm

2 stops17h 20m

Montego Bay Sangster Intl

Sat 5/9

4:55 pm-12:24 pm

2 stops21h 29m

$821

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 1/23

6:55 pm-12:35 pm

2 stops14h 40m

Montego Bay Sangster Intl

Sat 2/21

2:15 pm-11:50 pm

1 stop12h 35m

$940

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 5/20

11:16 pm-11:20 am

3 stops34h 04m

Montego Bay Sangster Intl

Mon 5/25

12:15 pm-9:44 pm

3 stops35h 29m

$1,289

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 1/23

7:16 pm-9:45 am

3 stops35h 29m

Montego Bay Sangster Intl

Sat 2/21

7:25 pm-10:19 pm

3 stops29h 54m

$1,345

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 2/13

4:59 pm-11:10 am

2 stops15h 11m

Montego Bay Sangster Intl

Tue 2/17

12:20 pm-11:51 pm

2 stops14h 31m

$1,521

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 2/13

11:30 pm-9:45 am

3 stops31h 15m

Montego Bay Sangster Intl

Tue 2/17

8:25 pm-9:30 pm

3 stops28h 05m

$1,528

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Fri 4/17

5:55 am-8:05 pm

2 stops12h 10m

Kingston Norman Manley

Mon 4/20

9:00 am-11:49 pm

2 stops16h 49m

$1,665

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Fri 4/24

5:55 am-8:05 pm

2 stops12h 10m

Kingston Norman Manley

Mon 4/27

9:00 am-11:49 pm

2 stops16h 49m

$2,835

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 1/23

12:33 pm-1:56 pm

2 stops22h 23m

Montego Bay Sangster Intl

Sat 2/21

12:25 pm-9:46 pm

2 stops12h 21m

$4,216

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 14 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, April is the cheapest month in which you can book a flight from Oakland, California to Jamaica (average of $302). Flying from Oakland, California to Jamaica in December is currently the most expensive (average of $517). 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.

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 10m. Your travel time can differ by up to 7h 01m. 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, April is the cheapest month in which you can book a flight from Oakland, California to Jamaica (average of $302). Flying from Oakland, California to Jamaica in December is currently the most expensive (average of $517). 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

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