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Jamaica

$475+ 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 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Jun 18 — Jun 251
Thu 6/18
Thu 6/25
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 May 19, 2026.

This Southwest deal was found by Cheapflights users on 5/14. 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.
Wed 8/197:15 pm
OAK
-
MBJ
2 stops14h 00m
Southwest
Tue 8/2512:55 pm
MBJ
-
OAK
2 stops11h 35m
Southwest
Deal found 5/14$627
This Southwest deal was found by Cheapflights users on 5/16. 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 8/208:25 pm
OAK
-
MBJ
2 stops13h 20m
Southwest
Wed 8/261:55 pm
MBJ
-
OAK
2 stops19h 30m
Southwest
Deal found 5/16$646
This Delta deal was found by Cheapflights users on 5/17. 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 7/65:03 pm
OAK
-
MBJ
2 stops20h 31m
Delta
Fri 7/101:17 pm
MBJ
-
OAK
2 stops24h 29m
Delta
Deal found 5/17$727
This Delta deal was found by Cheapflights users on 5/18. 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 7/135:05 pm
OAK
-
MBJ
2 stops16h 29m
Delta
Thu 7/231:17 pm
MBJ
-
OAK
2 stops12h 33m
Delta
Deal found 5/18$762
This Southwest deal was found by Cheapflights users on 5/18. 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 12/37:35 pm
OAK
-
MBJ
2 stops14h 15m
Southwest
Thu 12/101:50 pm
MBJ
-
OAK
2 stops19h 50m
Southwest
Deal found 5/18$782
This Delta deal was found by Cheapflights users on 5/18. 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 7/176:00 am
OAK
-
MBJ
2 stops27h 52m
Delta
Thu 7/231:17 pm
MBJ
-
OAK
2 stops12h 33m
Delta
Deal found 5/18$808
This Delta deal was found by Cheapflights users on 5/17. 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 7/35:03 pm
OAK
-
MBJ
2 stops16h 31m
Delta
Fri 7/101:17 pm
MBJ
-
OAK
2 stops24h 29m
Delta
Deal found 5/17$827
This Delta deal was found by Cheapflights users on 5/18. 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 7/1612:30 pm
OAK
-
MBJ
2 stops21h 22m
Delta
Fri 7/2412:59 pm
MBJ
-
OAK
2 stops29h 22m
Delta
Deal found 5/18$862
This Delta deal was found by Cheapflights users on 5/18. 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 7/135:05 pm
OAK
-
MBJ
2 stops16h 29m
Delta
Wed 7/2212:59 pm
MBJ
-
OAK
2 stops29h 22m
Delta
Deal found 5/18$866
This Delta deal was found by Cheapflights users on 5/17. 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 7/26:00 am
OAK
-
MBJ
2 stops29h 12m
Delta
Fri 7/101:17 pm
MBJ
-
OAK
2 stops24h 29m
Delta
Deal found 5/17$873
This Delta deal was found by Cheapflights users on 5/18. 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 7/135:05 pm
OAK
-
MBJ
2 stops16h 29m
Delta
Tue 7/211:17 pm
MBJ
-
OAK
2 stops12h 33m
Delta
Deal found 5/18$899
This Southwest deal was found by Cheapflights users on 5/15. 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 5/288:55 pm
OAK
-
MBJ
2 stops12h 40m
Southwest
Mon 6/112:35 pm
MBJ
-
OAK
2 stops13h 30m
Southwest
Deal found 5/15$901

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 May 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$627
(Southwest)

One-way from

$475
(Southwest)

Popular in

December

Cheapest in

January

Average price

$660
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. 9% potential increase in price ($69 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 May 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 May 19, 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

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 8/20

8:25 pm-11:45 am

2 stops13h 20m

Montego Bay Sangster Intl

Wed 8/26

1:55 pm-7:25 am

2 stops19h 30m

$627
Quickest round-trip

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 8/19

7:15 pm-11:15 am

2 stops14h 00m

Montego Bay Sangster Intl

Tue 8/25

12:55 pm-10:30 pm

2 stops11h 35m

$627

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 7/6

5:03 pm-3:34 pm

2 stops20h 31m

Montego Bay Sangster Intl

Fri 7/10

1:17 pm-11:46 am

2 stops24h 29m

$727

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Tue 7/14

6:00 am-1:06 pm

2 stops29h 06m

Montego Bay Sangster Intl

Fri 7/24

12:59 pm-9:38 pm

2 stops34h 39m

$762

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 7/17

6:00 am-11:52 am

2 stops27h 52m

Montego Bay Sangster Intl

Thu 7/23

1:17 pm-11:50 pm

2 stops12h 33m

$808

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 7/4

6:00 am-11:34 am

2 stops27h 34m

Montego Bay Sangster Intl

Fri 7/10

1:17 pm-11:46 am

2 stops24h 29m

$827

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 7/16

12:30 pm-11:52 am

2 stops21h 22m

Montego Bay Sangster Intl

Thu 7/23

1:17 pm-11:50 pm

2 stops12h 33m

$862

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 7/3

5:03 pm-11:34 am

2 stops16h 31m

Montego Bay Sangster Intl

Wed 7/8

1:17 pm-11:50 pm

2 stops12h 33m

$862

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Tue 7/7

6:00 am-1:06 pm

2 stops29h 06m

Montego Bay Sangster Intl

Thu 7/9

4:59 pm-11:46 am

2 stops20h 47m

$866

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 7/6

5:03 pm-1:06 pm

2 stops18h 03m

Montego Bay Sangster Intl

Wed 7/8

1:17 pm-11:50 pm

2 stops12h 33m

$950

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/15

Showing 1-10 of 15 resultsSorted by cheapest first
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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
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 20m. Your travel time can differ by up to 3h 09m. 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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