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Jamaica

$287+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Jun 23 — Jun 301
Tue 6/23
Tue 6/30
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 24, 2026.

This Southwest deal was found by Cheapflights users on 5/21. 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.
Mon 7/68:15 pm
OAK
-
MBJ
2 stops12h 30m
Southwest
Mon 7/1311:45 am
MBJ
-
OAK
2 stops13h 35m
Southwest
Deal found 5/21$780
This Southwest deal was found by Cheapflights users on 5/21. 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 6/266:25 pm
OAK
-
MBJ
2 stops14h 05m
Southwest
Fri 7/312:35 pm
MBJ
-
OAK
2 stops13h 35m
Southwest
Deal found 5/21$855
This Southwest deal was found by Cheapflights users on 5/22. 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.
Mon 7/207:40 pm
OAK
-
MBJ
2 stops13h 55m
Southwest
Sat 7/2511:55 am
MBJ
-
OAK
2 stops11h 35m
Southwest
Deal found 5/22$900
This Southwest deal was found by Cheapflights users on 5/23. 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 6/1110:00 pm
OAK
-
MBJ
2 stops13h 55m
Southwest
Mon 6/152:20 pm
MBJ
-
OAK
2 stops12h 30m
Southwest
Deal found 5/23$901
This Southwest deal was found by Cheapflights users on 5/21. 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.
Mon 5/2511:55 pm
OAK
-
MBJ
2 stops12h 00m
Southwest
Fri 5/2912:15 pm
MBJ
-
OAK
2 stops12h 15m
Southwest
Deal found 5/21$937
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 8/116:00 am
OAK
-
KIN
2 stops12h 13m
Delta
Mon 8/179:13 am
KIN
-
OAK
2 stops16h 38m
Delta
Deal found 5/19$1,128
This Delta deal was found by Cheapflights users on 5/20. 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.
Tue 6/1612:33 pm
OAK
-
MBJ
2 stops21h 26m
Delta
Tue 6/231:24 pm
MBJ
-
OAK
2 stops12h 30m
Delta
Deal found 5/20$1,536
This Delta deal was found by Cheapflights users on 5/21. 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 5/256:00 am
OAK
-
KIN
2 stops12h 00m
Delta
Fri 5/299:00 am
KIN
-
OAK
2 stops16h 57m
Delta
Deal found 5/21$1,602
This Mytrip deal was found by Cheapflights users on 5/22. 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.
Mon 7/2011:15 pm
OAK
-
MBJ
3 stops34h 05m
Multiple Airlines
Sat 7/2512:30 pm
MBJ
-
OAK
2 stops35h 14m
Multiple Airlines
Deal found 5/22$1,605
This Mytrip deal was found by Cheapflights users on 5/23. 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 6/1111:15 pm
OAK
-
MBJ
3 stops34h 05m
Multiple Airlines
Mon 6/1512:30 pm
MBJ
-
OAK
3 stops32h 04m
Multiple Airlines
Deal found 5/23$1,620
This Mytrip deal was found by Cheapflights users on 5/21. 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.
Mon 5/2511:15 pm
OAK
-
MBJ
3 stops34h 05m
Multiple Airlines
Fri 5/2912:30 pm
MBJ
-
OAK
2 stops35h 14m
Multiple Airlines
Deal found 5/21$1,666

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 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$780
(Southwest)

One-way from

$287
(Delta)

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 ($68 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 24, 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

Mon 7/6

8:15 pm-10:45 am

2 stops12h 30m

Montego Bay Sangster Intl

Mon 7/13

11:45 am-11:20 pm

2 stops13h 35m

$780
Quickest round-trip

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 7/20

7:40 pm-11:35 am

2 stops13h 55m

Montego Bay Sangster Intl

Sat 7/25

11:55 am-9:30 pm

2 stops11h 35m

$900

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 6/11

10:00 pm-1:55 pm

2 stops13h 55m

Montego Bay Sangster Intl

Mon 6/15

2:20 pm-12:50 am

2 stops12h 30m

$901

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 6/26

11:55 pm-2:00 pm

1 stop12h 05m

Montego Bay Sangster Intl

Fri 7/3

12:35 pm-12:10 am

2 stops13h 35m

$905

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Tue 8/11

6:00 am-8:13 pm

2 stops12h 13m

Kingston Norman Manley

Mon 8/17

9:13 am-11:51 pm

2 stops16h 38m

$1,128

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Tue 6/16

12:33 pm-11:59 am

2 stops21h 26m

Montego Bay Sangster Intl

Tue 6/23

1:24 pm-11:54 pm

2 stops12h 30m

$1,536

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 7/20

11:15 pm-11:20 am

3 stops34h 05m

Montego Bay Sangster Intl

Sat 7/25

12:30 pm-9:44 pm

2 stops35h 14m

$1,605

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 6/11

11:15 pm-11:20 am

3 stops34h 05m

Montego Bay Sangster Intl

Mon 6/15

12:30 pm-6:34 pm

3 stops32h 04m

$1,620
Cheapest one-way

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 9/5

5:05 pm-1:04 pm

2 stops17h 59m

$287

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Mon 10/19

11:15 pm-1:58 pm

3 stops36h 43m

$376

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/20

Showing 1-10 of 13 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 12h 13m. Your travel time can differ by up to 17m. Airlines will cover a distance of 3054 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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