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Jamaica

$226+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
oct. 16 — oct. 231
jue. 10/16
jue. 10/23
1 adult, Economy
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Cheap flight deals from Oakland to Jamaica

Keep the following information in mind while searching for Oakland to Jamaica flight deals. Data was last updated septiembre 16, 2025.

Round-trip from

$503
(Delta)

One-way from

$226
(Delta)

Popular in

December

Cheapest in

March

Average price

$665
From Oakland to Jamaica
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One-way flight from Oakland to Jamaica
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Highest demand for flights based on searches. 10% potential increase in price ($82 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($32 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 septiembre 16, 2025.

This Delta deal was found by Cheapflights users on 9/14. 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.
sáb. 11/15:00 pmOAK - MBJ
2 stops18h 07mDelta
sáb. 11/224:05 pmMBJ - OAK
2 stops27h 06mDelta
Deal found 9/14$503
This Delta deal was found by Cheapflights users on 9/14. 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.
jue. 10/305:55 amOAK - MBJ
2 stops28h 12mDelta
mié. 11/265:59 pmMBJ - OAK
2 stops27h 14mDelta
Deal found 9/14$582
This Southwest deal was found by Cheapflights users on 9/14. 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.
mar. 10/147:25 pmOAK - MBJ
2 stops14h 35mSouthwest
mar. 10/211:00 pmMBJ - OAK
2 stops11h 45mSouthwest
Deal found 9/14$629
This Delta deal was found by Cheapflights users on 9/14. 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.
jue. 10/305:55 amOAK - MBJ
2 stops28h 12mDelta
jue. 11/203:36 pmMBJ - OAK
2 stops23h 12mDelta
Deal found 9/14$661
This Delta deal was found by Cheapflights users on 9/14. 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.
sáb. 11/15:00 pmOAK - MBJ
2 stops18h 07mDelta
vie. 11/212:17 pmMBJ - OAK
2 stops12h 46mDelta
Deal found 9/14$662
This Delta deal was found by Cheapflights users on 9/13. 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.
jue. 12/412:30 pmOAK - MBJ
2 stops25h 04mDelta
mar. 12/95:59 pmMBJ - OAK
2 stops25h 15mDelta
Deal found 9/13$709
This Delta deal was found by Cheapflights users on 9/14. 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.
vie. 10/314:51 pmOAK - MBJ
2 stops42h 16mDelta
mié. 11/265:59 pmMBJ - OAK
2 stops27h 14mDelta
Deal found 9/14$731
This Delta deal was found by Cheapflights users on 9/14. 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.
jue. 10/305:55 amOAK - MBJ
2 stops28h 12mDelta
vie. 11/212:17 pmMBJ - OAK
2 stops12h 46mDelta
Deal found 9/14$741
This Southwest deal was found by Cheapflights users on 9/14. 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.
vie. 12/127:45 pmOAK - MBJ
2 stops14h 10mSouthwest
lun. 12/151:00 pmMBJ - OAK
2 stops12h 20mSouthwest
Deal found 9/14$757
This Southwest deal was found by Cheapflights users on 9/15. 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.
mar. 10/148:35 pmOAK - MBJ
2 stops13h 25mSouthwest
lun. 10/2012:50 pmMBJ - OAK
2 stops12h 55mSouthwest
Deal found 9/15$777
This Delta deal was found by Cheapflights users on 9/13. 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.
jue. 12/412:30 pmOAK - MBJ
2 stops25h 04mDelta
lun. 12/85:59 pmMBJ - OAK
2 stops25h 15mDelta
Deal found 9/13$788
This Delta deal was found by Cheapflights users on 9/14. 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.
vie. 10/314:51 pmOAK - MBJ
2 stops42h 16mDelta
jue. 11/203:36 pmMBJ - OAK
2 stops23h 12mDelta
Deal found 9/14$810

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 septiembre 16, 2025.
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

sáb. 12/6

12:30 pm-1:04 pm

2 stops21h 34m

Montego Bay Sangster Intl

mar. 12/9

5:59 pm-4:14 pm

2 stops25h 15m

$503

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

dom. 11/2

12:30 pm-4:34 pm

2 stops25h 04m

Montego Bay Sangster Intl

mié. 11/26

5:59 pm-6:13 pm

2 stops27h 14m

$503

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

sáb. 11/1

5:00 pm-4:34 pm

2 stops21h 34m

Montego Bay Sangster Intl

sáb. 11/22

4:05 pm-4:11 pm

2 stops27h 06m

$503

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

sáb. 11/1

5:55 am-1:07 pm

2 stops29h 12m

Montego Bay Sangster Intl

mié. 11/26

5:59 pm-6:13 pm

2 stops27h 14m

$503

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

sáb. 12/6

12:30 pm-1:04 pm

2 stops21h 34m

Montego Bay Sangster Intl

mié. 12/10

5:59 pm-4:14 pm

2 stops25h 15m

$503

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

sáb. 11/1

5:55 am-1:07 pm

2 stops29h 12m

Montego Bay Sangster Intl

jue. 11/20

3:36 pm-11:48 am

2 stops23h 12m

$582

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

dom. 12/7

5:45 am-2:13 pm

2 stops29h 28m

Montego Bay Sangster Intl

mar. 12/9

5:59 pm-4:14 pm

2 stops25h 15m

$582

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

jue. 10/30

5:55 am-12:07 pm

2 stops28h 12m

Montego Bay Sangster Intl

mié. 11/26

5:59 pm-6:13 pm

2 stops27h 14m

$582

OaklandKingston

OAK - KIN

OAKKIN

Oakland

mar. 3/3

5:55 am-8:00 pm

2 stops11h 05m

Kingston Norman Manley

jue. 3/5

9:00 am-11:53 pm

2 stops17h 53m

$1,024

OaklandKingston

OAK - KIN

OAKKIN

Oakland

mié. 12/24

12:34 pm-7:56 pm

2 stops28h 22m

Kingston Norman Manley

mié. 12/31

9:00 am-11:54 am

2 stops29h 54m

$1,402

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 30 results
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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, January is the cheapest month in which you can book a flight from Oakland, California to Jamaica (average of $403). Flying from Oakland, California to Jamaica in July is currently the most expensive (average of $560). 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.

What is the cheapest time of day to fly from OAK to JM?

Find hourly flight availability from Oakland to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 16, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oakland, California to Jamaica as you normally would.

Reviews of airlines servicing Jamaica

Get insights into the airlines that provide service to Jamaica. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Jamaica. Reviews last updated septiembre 16, 2025.
Read reviews from past customers who have flown Southwest from Oakland to Jamaica. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 can get you from Oakland, California to Jamaica in just under 21h 34m. Your travel time can differ by up to . Airlines will cover a distance of 2971 mi.

  • 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, January is the cheapest month in which you can book a flight from Oakland, California to Jamaica (average of $403). Flying from Oakland, California to Jamaica in July is currently the most expensive (average of $560). 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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Alternative routes for Oakland to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Oakland to Jamaica

Discover the top airline that operate flights from Oakland to Jamaica. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$533Average$730FlexibilityNo cancel feeOn-time63%

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