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Jamaica

$455+ 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 4/3. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Mar 26 — Apr 21
Thu 3/26
Thu 4/2
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 February 24, 2026.

This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3112:35 pm
OAK
-
MBJ
2 stops19h 25m
Delta
Thu 4/92:25 pm
MBJ
-
OAK
2 stops27h 35m
Delta
Deal found 2/22$565
This Southwest deal was found by Cheapflights users on 2/22. 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 5/1111:55 pm
OAK
-
MBJ
2 stops12h 00m
Southwest
Sat 5/1611:35 am
MBJ
-
OAK
1 stop10h 55m
Southwest
Deal found 2/22$575
This Southwest deal was found by Cheapflights users on 2/23. 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.
Mon 7/1311:55 pm
OAK
-
MBJ
1 stop12h 00m
Southwest
Fri 7/171:50 pm
MBJ
-
OAK
2 stops12h 25m
Southwest
Deal found 2/23$604
This Southwest deal was found by Cheapflights users on 2/23. 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.
Sun 7/197:15 pm
OAK
-
MBJ
2 stops13h 30m
Southwest
Fri 7/241:50 pm
MBJ
-
OAK
2 stops12h 25m
Southwest
Deal found 2/23$675
This Southwest deal was found by Cheapflights users on 2/21. 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 5/158:55 pm
OAK
-
MBJ
2 stops12h 15m
Southwest
Sun 5/1712:00 pm
MBJ
-
OAK
2 stops13h 35m
Southwest
Deal found 2/21$684
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3112:35 pm
OAK
-
MBJ
2 stops19h 25m
Delta
Sat 4/42:25 pm
MBJ
-
OAK
2 stops27h 35m
Delta
Deal found 2/22$685
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/304:49 pm
OAK
-
MBJ
2 stops15h 11m
Delta
Sun 4/52:25 pm
MBJ
-
OAK
2 stops27h 35m
Delta
Deal found 2/22$734
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2812:35 pm
OAK
-
MBJ
2 stops21h 37m
Delta
Sun 4/52:25 pm
MBJ
-
OAK
2 stops23h 26m
Delta
Deal found 2/22$764
This Southwest deal was found by Cheapflights users on 2/23. 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.
Mon 3/237:35 pm
OAK
-
MBJ
2 stops14h 20m
Southwest
Fri 3/2712:55 pm
MBJ
-
OAK
2 stops19h 55m
Southwest
Deal found 2/23$780
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/155:55 am
OAK
-
MBJ
2 stops27h 34m
Delta
Tue 4/212:30 pm
MBJ
-
OAK
2 stops23h 23m
Delta
Deal found 2/22$800
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/295:55 am
OAK
-
MBJ
2 stops26h 05m
Delta
Thu 4/92:25 pm
MBJ
-
OAK
2 stops27h 35m
Delta
Deal found 2/22$838
This Mytrip deal was found by Cheapflights users on 2/21. 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 6/18:22 pm
OAK
-
KIN
3 stops34h 58m
Multiple Airlines
Sat 6/67:37 pm
KIN
-
OAK
3 stops28h 07m
Multiple Airlines
Deal found 2/21$1,257

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 February 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$565
(Delta)

One-way from

$455
(Southwest)

Popular in

December

Cheapest in

January

Average price

$609
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. 13% potential increase in price ($104 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 February 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 February 24, 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

Mon 7/13

11:55 pm-1:55 pm

1 stop12h 00m

Montego Bay Sangster Intl

Fri 7/17

1:50 pm-12:15 am

2 stops12h 25m

$604

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Tue 3/31

12:35 pm-10:00 am

2 stops19h 25m

Montego Bay Sangster Intl

Sat 4/4

2:25 pm-4:00 pm

2 stops27h 35m

$685

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 4/1

5:55 am-10:00 am

2 stops26h 05m

Montego Bay Sangster Intl

Thu 4/9

2:25 pm-4:00 pm

2 stops27h 35m

$764

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 4/22

5:04 pm-1:03 pm

2 stops17h 59m

Montego Bay Sangster Intl

Tue 4/28

4:32 pm-4:24 pm

2 stops25h 52m

$764

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 4/15

5:55 am-11:29 am

2 stops27h 34m

Montego Bay Sangster Intl

Tue 4/21

2:30 pm-11:53 am

2 stops23h 23m

$800

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 5/18

6:00 am-1:16 pm

2 stops29h 16m

Montego Bay Sangster Intl

Tue 5/26

1:05 pm-4:26 pm

2 stops29h 21m

$838

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 3/30

4:49 pm-10:00 am

2 stops15h 11m

Montego Bay Sangster Intl

Sat 4/4

2:25 pm-11:51 am

2 stops23h 26m

$854

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 4/3

12:35 pm-12:42 pm

2 stops22h 07m

Montego Bay Sangster Intl

Sun 4/5

2:25 pm-4:00 pm

2 stops27h 35m

$901

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 4/4

11:55 pm-2:55 pm

1 stop13h 00m

Montego Bay Sangster Intl

Sat 4/11

2:30 pm-7:35 am

2 stops19h 05m

$963

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 5/4

12:34 pm-11:29 am

2 stops20h 55m

Montego Bay Sangster Intl

Sun 5/10

4:59 pm-11:48 am

2 stops20h 49m

$1,021

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/24

Showing 1-10 of 16 results
1
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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 $265). Flying from Oakland, California to Jamaica in December is currently the most expensive (average of $515). 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 12h. Your travel time can differ by up to 7h 25m. 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 $265). Flying from Oakland, California to Jamaica in December is currently the most expensive (average of $515). 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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