Jamaica

$388+ 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 5/23. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Jun 11 — Jun 181
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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 12, 2026.

This Southwest deal was found by Cheapflights users on 5/9. 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 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 stops12h 40m
Southwest
Deal found 5/9$687
This Delta deal was found by Cheapflights users on 5/10. 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 7/35:03 pm
OAK
-
MBJ
2 stops20h 31m
Delta
Fri 7/1012:59 pm
MBJ
-
OAK
2 stops24h 47m
Delta
Deal found 5/10$757
This Delta deal was found by Cheapflights users on 5/10. 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 7/35:03 pm
OAK
-
MBJ
2 stops20h 31m
Delta
Thu 7/94:59 pm
MBJ
-
OAK
2 stops25h 22m
Delta
Deal found 5/10$810
This Southwest deal was found by Cheapflights users on 5/11. 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.
Thu 6/1110:00 pm
OAK
-
MBJ
2 stops13h 55m
Southwest
Mon 6/1512:35 pm
MBJ
-
OAK
2 stops13h 35m
Southwest
Deal found 5/11$815
This Southwest deal was found by Cheapflights users on 5/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:40 pm
OAK
-
MBJ
2 stops13h 05m
Southwest
Tue 6/1611:45 am
MBJ
-
OAK
2 stops12h 30m
Southwest
Deal found 5/12$874
This Delta deal was found by Cheapflights users on 5/10. 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.
Sat 7/46:00 am
OAK
-
MBJ
2 stops27h 34m
Delta
Fri 7/1012:59 pm
MBJ
-
OAK
2 stops24h 47m
Delta
Deal found 5/10$912
This Mytrip deal was found by Cheapflights users on 5/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/228:22 pm
OAK
-
KIN
3 stops34h 05m
Multiple Airlines
Mon 6/292:00 pm
KIN
-
OAK
3 stops23h 52m
Multiple Airlines
Deal found 5/8$923
This Delta deal was found by Cheapflights users on 5/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/286:00 am
OAK
-
MBJ
2 stops29h 12m
Delta
Fri 7/312:59 pm
MBJ
-
OAK
2 stops24h 54m
Delta
Deal found 5/7$954
This Delta deal was found by Cheapflights users on 5/10. 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.
Sat 7/46:00 am
OAK
-
MBJ
2 stops27h 34m
Delta
Thu 7/94:59 pm
MBJ
-
OAK
2 stops20h 47m
Delta
Deal found 5/10$965
This Southwest deal was found by Cheapflights users on 5/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/237:40 pm
OAK
-
MBJ
2 stops13h 05m
Southwest
Tue 6/3011:45 am
MBJ
-
OAK
2 stops12h 50m
Southwest
Deal found 5/9$973
This Southwest deal was found by Cheapflights users on 5/8. 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.
Tue 6/167:40 pm
OAK
-
MBJ
2 stops13h 05m
Southwest
Tue 6/2311:45 am
MBJ
-
OAK
2 stops12h 50m
Southwest
Deal found 5/8$975
This Southwest deal was found by Cheapflights users on 5/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/157:30 pm
OAK
-
MBJ
2 stops13h 40m
Southwest
Wed 5/2012:15 pm
MBJ
-
OAK
2 stops11h 50m
Southwest
Deal found 5/12$1,006

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 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$687
(Southwest)

One-way from

$388
(Delta)

Popular in

December

Cheapest in

January

Average price

$662
Provider with most accurate pricing for San Francisco-Montego Bay Sangster Intl flight deals.
Provider most trusted by Cheapflights users for San Francisco-Montego Bay Sangster Intl flights.
From Oakland to Jamaica
One-way flight from Oakland to Jamaica
Highest demand for flights based on searches. 9% potential increase in price ($70 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 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

Mon 7/20

7:40 pm-11:35 am

2 stops13h 55m

Montego Bay Sangster Intl

Sat 7/25

11:55 am-10:35 pm

2 stops12h 40m

$687

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 7/3

5:03 pm-3:34 pm

2 stops20h 31m

Montego Bay Sangster Intl

Fri 7/10

12:59 pm-11:46 am

2 stops24h 47m

$757

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 7/3

5:03 pm-3:34 pm

2 stops20h 31m

Montego Bay Sangster Intl

Thu 7/9

4:59 pm-4:21 pm

2 stops25h 22m

$810

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

12:35 pm-12:10 am

2 stops13h 35m

$815
Quickest round-trip

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Tue 6/9

7:40 pm-10:45 am

2 stops13h 05m

Montego Bay Sangster Intl

Tue 6/16

11:45 am-10:15 pm

2 stops12h 30m

$874

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Mon 6/22

8:22 pm-8:27 am

3 stops34h 05m

Kingston Norman Manley

Mon 6/29

2:00 pm-11:52 am

3 stops23h 52m

$923

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 7/4

6:00 am-11:34 am

2 stops27h 34m

Montego Bay Sangster Intl

Thu 7/9

4:59 pm-11:46 am

2 stops20h 47m

$965

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Tue 6/23

7:40 pm-10:45 am

2 stops13h 05m

Montego Bay Sangster Intl

Tue 6/30

11:45 am-10:35 pm

2 stops12h 50m

$973

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Tue 6/16

7:40 pm-10:45 am

2 stops13h 05m

Montego Bay Sangster Intl

Tue 6/23

11:45 am-10:35 pm

2 stops12h 50m

$975

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 6/27

5:38 pm-11:34 am

2 stops15h 56m

Montego Bay Sangster Intl

Fri 7/3

12:59 pm-9:41 pm

2 stops34h 42m

$1,017

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 30 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 55m. Your travel time can differ by up to 6h 36m. 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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