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Jamaica

$328+ 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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
May 18 — May 251
Mon 5/18
Mon 5/25
1 adult, Economy
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Cheap 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 April 18, 2026.

This Southwest deal was found by Cheapflights users on 4/14. 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 7/239:05 pm
OAK
-
MBJ
2 stops13h 45m
Southwest
Fri 7/311:50 pm
MBJ
-
OAK
1 stop12h 20m
Southwest
Deal found 4/14$721
This Delta deal was found by Cheapflights users on 4/17. 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.
Fri 4/2412:34 pm
OAK
-
MBJ
2 stops20h 59m
Delta
Fri 5/14:32 pm
MBJ
-
OAK
2 stops25h 54m
Delta
Deal found 4/17$759
This Delta deal was found by Cheapflights users on 4/17. 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.
Fri 4/2412:34 pm
OAK
-
MBJ
2 stops20h 59m
Delta
Tue 4/282:10 pm
MBJ
-
OAK
2 stops11h 44m
Delta
Deal found 4/17$809
This Delta deal was found by Cheapflights users on 4/17. 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.
Tue 4/2112:34 pm
OAK
-
MBJ
2 stops20h 55m
Delta
Fri 5/14:32 pm
MBJ
-
OAK
2 stops31h 09m
Delta
Deal found 4/17$817
This Delta deal was found by Cheapflights users on 4/17. 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.
Tue 4/2112:34 pm
OAK
-
MBJ
2 stops20h 55m
Delta
Thu 4/304:32 pm
MBJ
-
OAK
2 stops25h 52m
Delta
Deal found 4/17$867
This Southwest deal was found by Cheapflights users on 4/14. 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 5/18:30 pm
OAK
-
MBJ
2 stops12h 40m
Southwest
Sat 5/1612:10 pm
MBJ
-
OAK
2 stops21h 25m
Southwest
Deal found 4/14$886
This Delta deal was found by Cheapflights users on 4/17. 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.
Fri 4/245:04 pm
OAK
-
MBJ
2 stops20h 13m
Delta
Mon 5/44:32 pm
MBJ
-
OAK
2 stops25h 52m
Delta
Deal found 4/17$919
This Delta deal was found by Cheapflights users on 4/17. 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.
Fri 10/235:05 pm
OAK
-
MBJ
2 stops17h 02m
Delta
Sat 10/311:32 pm
MBJ
-
OAK
2 stops12h 24m
Delta
Deal found 4/17$984
This Delta deal was found by Cheapflights users on 4/17. 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.
Fri 10/95:05 pm
OAK
-
MBJ
2 stops17h 02m
Delta
Sat 10/171:32 pm
MBJ
-
OAK
2 stops12h 24m
Delta
Deal found 4/17$1,214
This Delta deal was found by Cheapflights users on 4/17. 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.
Wed 9/165:05 pm
OAK
-
MBJ
2 stops16h 55m
Delta
Wed 9/231:25 pm
MBJ
-
OAK
2 stops12h 24m
Delta
Deal found 4/17$1,269
This Delta deal was found by Cheapflights users on 4/17. 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.
Fri 4/245:55 am
OAK
-
KIN
2 stops12h 05m
Delta
Fri 5/19:00 am
KIN
-
OAK
2 stops16h 54m
Delta
Deal found 4/17$1,323
This Delta deal was found by Cheapflights users on 4/17. 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.
Fri 4/245:04 pm
OAK
-
KIN
2 stops24h 56m
Delta
Sat 5/29:00 am
KIN
-
OAK
2 stops14h 41m
Delta
Deal found 4/17$1,348

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 April 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$721
(Southwest)

One-way from

$328
(Southwest)

Popular in

December

Cheapest in

January

Average price

$626
Provider with most accurate pricing for San Francisco-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Francisco-Montego Bay Sangster Intl flights.
Search Deals
From Oakland to Jamaica
Search Deals
One-way flight from Oakland to Jamaica
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 18, 2026.
Use the filters below to find and compare flights from Oakland to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 7/23

9:05 pm-12:50 pm

2 stops13h 45m

Montego Bay Sangster Intl

Fri 7/31

1:50 pm-12:10 am

1 stop12h 20m

$721

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 5/1

8:30 pm-11:10 am

2 stops12h 40m

Montego Bay Sangster Intl

Sat 5/16

12:10 pm-7:35 am

2 stops21h 25m

$886

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 10/9

5:05 pm-12:07 pm

2 stops17h 02m

Montego Bay Sangster Intl

Sat 10/17

1:32 pm-11:56 pm

2 stops12h 24m

$1,214

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 9/16

5:05 pm-12:00 pm

2 stops16h 55m

Montego Bay Sangster Intl

Wed 9/23

1:25 pm-11:49 pm

2 stops12h 24m

$1,269

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 6/26

12:33 pm-1:12 pm

2 stops22h 39m

Montego Bay Sangster Intl

Fri 7/3

1:21 pm-11:54 pm

2 stops12h 33m

$2,788
Cheapest one-way

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 6/26

8:15 pm-10:30 am

2 stops12h 15m

$378
Quickest one-way

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 6/27

11:55 pm-11:45 am

1 stop9h 50m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

Sorted by cheapest first

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

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 and Delta can get you from Oakland, California to Jamaica in just under 13h 45m. Your travel time can differ by up to 3h 17m. 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.

See more FAQs

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