$349+ Cheap flights from Oakland, CA (OAK) to Jamaica
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Nov 8 — Nov 151
Round-trip
1 adult, Economy
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Cheapest flights from Oakland to JamaicaExplore 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 October 9, 2026.
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 October 9, 2026.
This Southwest deal was found by Cheapflights users on 10/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:40 pm -
2 stops13h 10m
Mon 11/93:25 pm -
2 stops20h 15m
Deal found 10/7![Southwest logo]()
$797
This Southwest deal was found by Cheapflights users on 10/5. 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 10/158:40 pm -
2 stops13h 10m
Tue 10/2012:00 pm -
2 stops12h 10m
Deal found 10/5![Southwest logo]()
$948
This Southwest deal was found by Cheapflights users on 10/6. 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 12/247:40 pm -
2 stops14h 10m
Fri 1/11:50 pm -
2 stops20h 40m
Deal found 10/6![Southwest logo]()
$1,460
This Southwest deal was found by Cheapflights users on 10/6. 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 12/258:30 pm -
2 stops14h 20m
Fri 1/11:00 pm -
2 stops21h 30m
Deal found 10/6![Southwest logo]()
$1,558
This Mytrip deal was found by Cheapflights users on 10/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:17 am -
3 stops32h 48m
Mon 11/91:50 pm -
2 stops24h 10m
Deal found 10/7![Multiple Airlines logo]()
$1,701
This Delta deal was found by Cheapflights users on 10/5. 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 12/225:56 am -
2 stops12h 14m
Tue 12/2912:27 pm -
2 stops14h 31m
Deal found 10/5![Delta logo]()
$1,799
This Mytrip deal was found by Cheapflights users on 10/5. 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 10/158:22 pm -
3 stops42h 28m
Tue 10/2012:30 pm -
2 stops35h 14m
Deal found 10/5![Multiple Airlines logo]()
$2,933
This Booking.com deal was found by Cheapflights users on 10/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2412:32 pm -
3 stops21h 18m
Fri 1/11:50 pm -
3 stops27h 25m
Deal found 10/6![Multiple Airlines logo]()
$3,653
Best flights from Oakland to JamaicaDiscover carefully curated flight deals from Oakland to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 9, 2026.
Discover carefully curated flight deals from Oakland to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 9, 2026.
This Southwest deal was found by Cheapflights users on 10/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:40 pm -
2 stops13h 10m
Mon 11/93:25 pm -
2 stops20h 15m
Deal found 10/7![Southwest logo]()
$797
This Mytrip deal was found by Cheapflights users on 10/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:17 am -
3 stops32h 48m
Mon 11/91:50 pm -
2 stops24h 10m
Deal found 10/7![Multiple Airlines logo]()
$1,701
This Delta deal was found by Cheapflights users on 10/5. 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 12/225:56 am -
2 stops12h 14m
Tue 12/2912:27 pm -
2 stops14h 31m
Deal found 10/5![Delta logo]()
$1,799
This Southwest deal was found by Cheapflights users on 10/5. 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 10/158:40 pm -
2 stops13h 10m
Tue 10/2012:00 pm -
2 stops12h 10m
Deal found 10/5![Southwest logo]()
$948
This Southwest deal was found by Cheapflights users on 10/6. 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 12/247:40 pm -
2 stops14h 10m
Fri 1/11:50 pm -
2 stops20h 40m
Deal found 10/6![Southwest logo]()
$1,460
This Southwest deal was found by Cheapflights users on 10/6. 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 12/258:30 pm -
2 stops14h 20m
Fri 1/11:00 pm -
2 stops21h 30m
Deal found 10/6![Southwest logo]()
$1,558
This Southwest deal was found by Cheapflights users on 10/6. 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 12/268:10 pm -
2 stops13h 40m
Fri 1/13:45 pm -
2 stops18h 00m
Deal found 10/6![Southwest logo]()
$2,108
This Mytrip deal was found by Cheapflights users on 10/5. 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 10/158:22 pm -
3 stops42h 28m
Tue 10/2012:30 pm -
2 stops35h 14m
Deal found 10/5![Multiple Airlines logo]()
$2,933
Last-minute flights from Oakland to JamaicaDiscover last-minute flight deals from Oakland to Jamaica. Data last updated October 9, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Jamaica. Data last updated October 9, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/5. 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 10/158:40 pm -
2 stops13h 10m
Tue 10/2012:00 pm -
2 stops12h 10m
Deal found 10/5![Southwest logo]()
$948
This Mytrip deal was found by Cheapflights users on 10/5. 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 10/158:22 pm -
3 stops42h 28m
Tue 10/2012:30 pm -
2 stops35h 14m
Deal found 10/5![Multiple Airlines logo]()
$2,933
This Mytrip deal was found by Cheapflights users on 10/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:17 am -
3 stops32h 48m
Mon 11/91:50 pm -
2 stops24h 10m
Deal found 10/7![Multiple Airlines logo]()
$1,701
This Southwest deal was found by Cheapflights users on 10/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:40 pm -
2 stops13h 10m
Mon 11/93:25 pm -
2 stops20h 15m
Deal found 10/7![Southwest logo]()
$797
One-way flights from Oakland to JamaicaSearch for one-way flight options from Oakland to Jamaica. Find affordable one-way fares based on user searches. Data last updated October 9, 2026.
Search for one-way flight options from Oakland to Jamaica. Find affordable one-way fares based on user searches. Data last updated October 9, 2026.
This Southwest deal was found by Cheapflights users on 10/8. 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.
Thu 12/247:40 pm -
2 stops14h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$349
This Delta deal was found by Cheapflights users on 10/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/275:00 pm -
2 stops16h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Delta logo]()
$456
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2110:33 pm -
3 stops38h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$480
This Southwest deal was found by Cheapflights users on 10/8. 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.
Fri 12/258:30 pm -
2 stops14h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$485
This Southwest deal was found by Cheapflights users on 10/8. 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.
Wed 12/236:35 pm -
2 stops15h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$595
This Southwest deal was found by Cheapflights users on 10/8. 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 12/229:35 pm -
2 stops14h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$631
This Southwest deal was found by Cheapflights users on 10/8. 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.
Mon 12/218:45 pm -
2 stops15h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$693
This Southwest deal was found by Cheapflights users on 10/8. 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.
Sun 12/207:25 pm -
2 stops14h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$902
This Southwest deal was found by Cheapflights users on 10/8. 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.
Sat 12/198:30 pm -
2 stops13h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$1,027
This Booking.com deal was found by Cheapflights users on 10/8. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2511:17 pm -
3 stops33h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$1,410
This Booking.com deal was found by Cheapflights users on 10/8. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2311:03 pm -
3 stops34h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$1,595
This Booking.com deal was found by Cheapflights users on 10/8. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2011:03 pm -
3 stops33h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$1,800
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 October 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $797 (Southwest) |
One-way from | $349 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $686 |
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 7,457,451 searches. Data last updated October 9, 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
Cheapest round-trip
Quickest round-trip
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Thu 12/24
7:40 pm-12:50 pm
2 stops14h 10m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$349
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Wed 12/23
6:35 pm-12:50 pm
2 stops15h 15m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$595
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Tue 12/22
9:35 pm-2:45 pm
2 stops14h 10m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$631
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Mon 12/21
8:45 pm-2:45 pm
2 stops15h 00m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$693
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Thu 10/29
8:40 pm-11:50 am
2 stops13h 10m
Montego Bay Sangster Intl
Mon 11/9
3:25 pm-8:40 am
2 stops20h 15m
$797
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Sun 12/20
7:25 pm-12:50 pm
2 stops14h 25m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$902
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Thu 10/15
8:40 pm-11:50 am
2 stops13h 10m
Montego Bay Sangster Intl
Tue 10/20
12:00 pm-10:10 pm
2 stops12h 10m
$948
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Sat 12/26
7:35 pm-12:50 pm
2 stops14h 15m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$1,027
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Thu 12/24
7:40 pm-12:50 pm
2 stops14h 10m
Montego Bay Sangster Intl
Fri 1/1
1:50 pm-7:30 am
2 stops20h 40m
$1,460
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Fri 12/25
8:30 pm-1:50 pm
2 stops14h 20m
Montego Bay Sangster Intl
Fri 1/1
1:00 pm-7:30 am
2 stops21h 30m
$1,558
Showing 1-10 of 14 resultsSorted by cheapest first
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.
OAK-MBJ
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
OAK-JM0
OAK-MBJ
No data available for this route at this time. Please check back soon.
Related info for your journey
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