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Jamaica

$199+ 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Aug 18 — Aug 251
Mon 8/18
Mon 8/25
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 August 13, 2025.

Round-trip from

$403
(CheapOair)

One-way from

$199
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$627
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 ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 13, 2025.

This CheapOair deal was found by Cheapflights users on 8/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/62:39 pmOAK - MBJ
2 stops18h 26mSpirit Airlines
Sat 9/1312:10 pmMBJ - OAK
2 stops13h 22mSpirit Airlines
Deal found 8/12$390
This CheapOair deal was found by Cheapflights users on 8/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/132:39 pmOAK - MBJ
2 stops18h 26mSpirit Airlines
Fri 9/1910:52 amMBJ - OAK
2 stops14h 40mSpirit Airlines
Deal found 8/11$403
This CheapOair deal was found by Cheapflights users on 8/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/152:39 pmOAK - MBJ
2 stops18h 26mSpirit Airlines
Fri 9/1910:52 amMBJ - OAK
2 stops14h 40mSpirit Airlines
Deal found 8/12$406
This CheapOair deal was found by Cheapflights users on 8/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/152:39 pmOAK - MBJ
2 stops18h 26mSpirit Airlines
Mon 9/2210:52 amMBJ - OAK
2 stops14h 40mSpirit Airlines
Deal found 8/12$479
This Mytrip deal was found by Cheapflights users on 8/12. 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.
Fri 9/266:30 amOAK - MBJ
3 stops25h 47mSpirit Airlines
Fri 10/312:10 pmMBJ - OAK
3 stops27h 24mSpirit Airlines
Deal found 8/12$493
This FlightHub deal was found by Cheapflights users on 8/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/162:39 pmOAK - KIN
2 stops18h 23mSpirit Airlines
Fri 9/2612:08 pmKIN - OAK
2 stops13h 24mSpirit Airlines
Deal found 8/12$495
This CheapOair deal was found by Cheapflights users on 8/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/162:39 pmOAK - MBJ
2 stops18h 26mSpirit Airlines
Fri 9/2610:52 amMBJ - OAK
2 stops14h 40mSpirit Airlines
Deal found 8/12$504
This CheapOair deal was found by Cheapflights users on 8/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/192:39 pmOAK - MBJ
2 stops17h 38mSpirit Airlines
Mon 9/2910:52 amMBJ - OAK
2 stops14h 40mSpirit Airlines
Deal found 8/12$535
This Delta deal was found by Cheapflights users on 8/12. 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.
Sun 9/146:00 amOAK - KIN
2 stops12h 00mDelta
Thu 9/259:00 amKIN - OAK
2 stops28h 56mDelta
Deal found 8/12$1,013
This Delta deal was found by Cheapflights users on 8/12. 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.
Sat 9/136:00 amOAK - KIN
2 stops12h 00mDelta
Wed 9/249:00 amKIN - OAK
2 stops16h 50mDelta
Deal found 8/12$1,038
This Delta deal was found by Cheapflights users on 8/12. 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.
Sat 9/136:00 amOAK - KIN
2 stops12h 00mDelta
Sat 9/279:00 amKIN - OAK
2 stops15h 48mDelta
Deal found 8/12$1,063
This Delta deal was found by Cheapflights users on 8/12. 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.
Thu 9/186:00 amOAK - KIN
2 stops12h 00mDelta
Fri 9/269:00 amKIN - OAK
2 stops16h 50mDelta
Deal found 8/12$1,103

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 August 13, 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

Sat 9/6

2:39 pm-11:05 am

2 stops18h 26m

Montego Bay Sangster Intl

Sat 9/13

12:10 pm-11:32 pm

2 stops13h 22m

$390

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 9/13

2:39 pm-11:05 am

2 stops18h 26m

Montego Bay Sangster Intl

Fri 9/19

10:52 am-11:32 pm

2 stops14h 40m

$403

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 9/15

2:39 pm-11:05 am

2 stops18h 26m

Montego Bay Sangster Intl

Fri 9/19

10:52 am-11:32 pm

2 stops14h 40m

$406

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 9/20

2:39 pm-11:05 am

2 stops18h 26m

Montego Bay Sangster Intl

Fri 9/26

10:52 am-11:32 pm

2 stops14h 40m

$406

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 10/2

2:39 pm-11:05 am

2 stops18h 26m

Montego Bay Sangster Intl

Tue 10/7

12:09 pm-7:49 am

2 stops21h 40m

$450

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 9/15

2:39 pm-11:05 am

2 stops18h 26m

Montego Bay Sangster Intl

Mon 9/22

10:52 am-11:32 pm

2 stops14h 40m

$479

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 9/26

6:30 am-10:17 am

3 stops25h 47m

Montego Bay Sangster Intl

Fri 10/3

12:10 pm-1:34 pm

3 stops27h 24m

$493

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Wed 9/17

2:39 pm-11:02 am

2 stops18h 23m

Kingston Norman Manley

Fri 9/26

12:08 pm-11:32 pm

2 stops13h 24m

$495

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Tue 9/16

2:39 pm-11:02 am

2 stops18h 23m

Kingston Norman Manley

Fri 9/26

12:08 pm-11:32 pm

2 stops13h 24m

$495

OaklandKingston

OAK - KIN

OAKKIN

Oakland

Tue 9/16

2:39 pm-11:02 am

2 stops18h 23m

Kingston Norman Manley

Sat 9/27

12:08 pm-11:32 pm

2 stops13h 24m

$495

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/10

Showing 1-10 of 27 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 $561). 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 August 13, 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 August 13, 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
4,246 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

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
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

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.

  • 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 $561). 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 August 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$533Average$793FlexibilityNo cancel feeOn-time63%

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