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Jamaica

$551+ 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 6/20. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
May 3 — May 101
Sun 5/3
Sun 5/10
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 April 3, 2026.

This Southwest deal was found by Cheapflights users on 4/2. 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 5/111:55 pm
OAK
-
MBJ
2 stops11h 50m
Southwest
Sun 5/102:40 pm
MBJ
-
OAK
2 stops18h 25m
Southwest
Deal found 4/2$641
This Southwest deal was found by Cheapflights users on 3/31. 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 6/119:05 pm
OAK
-
MBJ
2 stops13h 45m
Southwest
Mon 6/151:50 pm
MBJ
-
OAK
1 stop12h 20m
Southwest
Deal found 3/31$665
This Southwest deal was found by Cheapflights users on 4/1. 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 4/2211:55 pm
OAK
-
MBJ
2 stops12h 00m
Southwest
Sat 4/2512:10 pm
MBJ
-
OAK
2 stops11h 35m
Southwest
Deal found 4/1$680
This Southwest deal was found by Cheapflights users on 4/1. 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 5/167:35 pm
OAK
-
MBJ
2 stops13h 25m
Southwest
Sat 5/2311:35 am
MBJ
-
OAK
1 stop10h 55m
Southwest
Deal found 4/1$746
This Southwest deal was found by Cheapflights users on 4/3. 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 4/611:55 pm
OAK
-
MBJ
2 stops12h 00m
Southwest
Wed 4/812:35 pm
MBJ
-
OAK
2 stops20h 30m
Southwest
Deal found 4/3$944
This Southwest deal was found by Cheapflights users on 4/1. 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 4/307:30 pm
OAK
-
MBJ
2 stops14h 05m
Southwest
Mon 5/412:15 pm
MBJ
-
OAK
2 stops13h 40m
Southwest
Deal found 4/1$983
This Mytrip deal was found by Cheapflights users on 3/29. 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.
Fri 6/128:22 pm
OAK
-
KIN
3 stops20h 59m
Multiple Airlines
Fri 6/196:25 pm
KIN
-
OAK
3 stops29h 19m
Multiple Airlines
Deal found 3/29$1,142
This Mytrip deal was found by Cheapflights users on 3/31. 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
2 stops35h 14m
Multiple Airlines
Deal found 3/31$1,177
This Mytrip deal was found by Cheapflights users on 3/29. 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 6/111:15 pm
OAK
-
KIN
3 stops31h 12m
Multiple Airlines
Sat 6/63:30 pm
KIN
-
OAK
2 stops32h 14m
Multiple Airlines
Deal found 3/29$1,178
This Delta deal was found by Cheapflights users on 4/1. 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 4/115:55 pm
OAK
-
MBJ
2 stops14h 05m
Delta
Fri 4/172:10 pm
MBJ
-
OAK
2 stops11h 44m
Delta
Deal found 4/1$1,196
This Delta deal was found by Cheapflights users on 4/1. 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 4/225:55 am
OAK
-
KIN
2 stops12h 05m
Delta
Wed 5/69:00 am
KIN
-
OAK
2 stops16h 54m
Delta
Deal found 4/1$1,261
This Delta deal was found by Cheapflights users on 4/2. 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 12/45:05 pm
OAK
-
KIN
2 stops22h 55m
Delta
Mon 12/79:00 am
KIN
-
OAK
2 stops17h 56m
Delta
Deal found 4/2$1,311

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 April 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$641
(Southwest)

One-way from

$551
(Delta)

Popular in

December

Cheapest in

January

Average price

$600
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. 12% potential increase in price ($93 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 April 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 April 3, 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

Fri 5/1

11:55 pm-1:45 pm

2 stops11h 50m

Montego Bay Sangster Intl

Sun 5/10

2:40 pm-7:05 am

2 stops18h 25m

$641

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 6/11

9:05 pm-12:50 pm

2 stops13h 45m

Montego Bay Sangster Intl

Mon 6/15

12:35 pm-12:15 am

2 stops13h 40m

$641

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 9/23

7:15 pm-11:15 am

2 stops14h 00m

Montego Bay Sangster Intl

Sun 9/27

1:30 pm-11:05 pm

2 stops11h 35m

$665
Quickest round-trip

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 4/22

11:55 pm-1:55 pm

2 stops12h 00m

Montego Bay Sangster Intl

Sat 4/25

12:10 pm-9:45 pm

2 stops11h 35m

$680

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 5/16

7:35 pm-11:00 am

2 stops13h 25m

Montego Bay Sangster Intl

Sat 5/23

11:35 am-8:30 pm

1 stop10h 55m

$746

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 4/30

7:30 pm-11:35 am

2 stops14h 05m

Montego Bay Sangster Intl

Mon 5/4

12:15 pm-11:55 pm

2 stops13h 40m

$983

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Fri 6/12

11:15 pm-7:21 pm

3 stops18h 06m

Kingston Norman Manley

Fri 6/19

6:25 pm-9:44 pm

2 stops29h 19m

$1,157

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-9:44 pm

2 stops35h 14m

$1,177

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Wed 4/22

5:55 am-8:00 pm

2 stops12h 05m

Kingston Norman Manley

Wed 5/6

9:00 am-11:54 pm

2 stops16h 54m

$1,261

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Mon 6/1

11:30 pm-8:27 am

3 stops30h 57m

Kingston Norman Manley

Sat 6/6

9:10 am-9:25 pm

3 stops38h 15m

$1,425

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 15 resultsSorted by cheapest first
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 $253). 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 11h 50m. Your travel time can differ by up to 15m. 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 $253). 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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