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Jamaica

$266+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Apr 11 — Apr 181
Sat 4/11
Sat 4/18
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 March 12, 2026.

This Southwest deal was found by Cheapflights users on 3/11. 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.
Tue 7/2111:55 pm
OAK
-
MBJ
2 stops13h 00m
Southwest
Mon 8/32:20 pm
MBJ
-
OAK
2 stops12h 30m
Southwest
Deal found 3/11$609
This Southwest deal was found by Cheapflights users on 3/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/78:30 pm
OAK
-
MBJ
2 stops13h 05m
Southwest
Thu 5/1412:15 pm
MBJ
-
OAK
2 stops12h 15m
Southwest
Deal found 3/8$621
This Southwest deal was found by Cheapflights users on 3/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1811:55 pm
OAK
-
MBJ
1 stop12h 00m
Southwest
Mon 6/221:50 pm
MBJ
-
OAK
2 stops12h 25m
Southwest
Deal found 3/6$678
This Southwest deal was found by Cheapflights users on 3/10. 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 4/2411:55 pm
OAK
-
MBJ
2 stops11h 50m
Southwest
Fri 5/112:15 pm
MBJ
-
OAK
2 stops12h 15m
Southwest
Deal found 3/10$699
This Southwest deal was found by Cheapflights users on 3/7. 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 4/19:25 pm
OAK
-
MBJ
2 stops12h 30m
Southwest
Wed 4/1512:35 pm
MBJ
-
OAK
2 stops20h 30m
Southwest
Deal found 3/7$708
This Southwest deal was found by Cheapflights users on 3/10. 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.
Sat 7/117:50 pm
OAK
-
MBJ
2 stops13h 05m
Southwest
Sun 7/1911:55 am
MBJ
-
OAK
2 stops12h 15m
Southwest
Deal found 3/10$744
This Mytrip deal was found by Cheapflights users on 3/12. 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.
Tue 6/168:22 pm
OAK
-
KIN
3 stops34h 54m
Multiple Airlines
Sat 6/208:06 pm
KIN
-
OAK
3 stops27h 38m
Multiple Airlines
Deal found 3/12$1,123
This Delta deal was found by Cheapflights users on 3/9. 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 7/315:55 am
OAK
-
KIN
2 stops12h 05m
Delta
Fri 8/79:00 am
KIN
-
OAK
2 stops16h 49m
Delta
Deal found 3/9$1,711
This Delta deal was found by Cheapflights users on 3/11. 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 4/255:55 am
OAK
-
KIN
2 stops12h 05m
Delta
Sat 5/29:00 am
KIN
-
OAK
2 stops14h 41m
Delta
Deal found 3/11$1,724
This Delta deal was found by Cheapflights users on 3/10. 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 4/35:55 am
OAK
-
KIN
2 stops12h 05m
Delta
Sun 4/59:00 am
KIN
-
OAK
2 stops16h 46m
Delta
Deal found 3/10$2,179
This Delta deal was found by Cheapflights users on 3/12. 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 6/165:55 am
OAK
-
KIN
2 stops12h 05m
Delta
Sat 6/209:00 am
KIN
-
OAK
2 stops14h 34m
Delta
Deal found 3/12$3,084

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 March 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$609
(Southwest)

One-way from

$266
(Delta)

Popular in

December

Cheapest in

January

Average price

$639
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.
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From Oakland to Jamaica
Search Deals
One-way flight from Oakland to Jamaica
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($80 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 12, 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

Tue 7/21

11:55 pm-2:55 pm

2 stops13h 00m

Montego Bay Sangster Intl

Mon 8/3

2:20 pm-12:50 am

2 stops12h 30m

$609

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 5/7

8:30 pm-11:35 am

2 stops13h 05m

Montego Bay Sangster Intl

Thu 5/14

12:15 pm-10:30 pm

2 stops12h 15m

$621

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 6/18

11:55 pm-1:55 pm

1 stop12h 00m

Montego Bay Sangster Intl

Mon 6/22

1:50 pm-12:15 am

2 stops12h 25m

$678
Quickest round-trip

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 4/24

11:55 pm-1:45 pm

2 stops11h 50m

Montego Bay Sangster Intl

Fri 5/1

12:15 pm-10:30 pm

2 stops12h 15m

$699

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 4/1

9:25 pm-11:55 am

2 stops12h 30m

Montego Bay Sangster Intl

Wed 4/15

12:35 pm-7:05 am

2 stops20h 30m

$729

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 7/11

7:50 pm-10:55 am

2 stops13h 05m

Montego Bay Sangster Intl

Sun 7/19

11:55 am-10:10 pm

2 stops12h 15m

$744

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 4/4

8:10 pm-11:45 am

2 stops13h 35m

Montego Bay Sangster Intl

Sat 4/11

2:30 pm-6:35 am

2 stops18h 05m

$906

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 5/22

11:55 pm-1:45 pm

1 stop11h 50m

Montego Bay Sangster Intl

Tue 5/26

12:15 pm-10:35 pm

2 stops12h 20m

$942

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Tue 6/16

8:22 pm-9:16 am

3 stops34h 54m

Kingston Norman Manley

Sat 6/20

8:06 pm-9:44 pm

3 stops27h 38m

$1,123

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Fri 7/31

5:55 am-8:00 pm

2 stops12h 05m

Kingston Norman Manley

Fri 8/7

9:00 am-11:49 pm

2 stops16h 49m

$1,711

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/7

Showing 1-10 of 16 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

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 $251). Flying from Oakland, California to Jamaica in December is currently the most expensive (average of $528). 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?

    Southwest and Delta can get you from Oakland, California to Jamaica in just under 12h 05m. Your travel time can differ by up to 55m. 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.

  • 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 $251). Flying from Oakland, California to Jamaica in December is currently the most expensive (average of $528). 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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