$569+ Cheap flights from Oakland, CA (OAK) to Montego Bay (MBJ)
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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Oct 1 — Oct 81
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Montego Bay with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Oakland to Montego Bay
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Cheapest flights from Oakland to Montego BayExplore the most affordable flight options available from Oakland to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 1, 2026.
Explore the most affordable flight options available from Oakland to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 1, 2026.
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:35 pm -
2 stops15h 25m
Fri 11/61:50 pm -
2 stops11h 30m
Deal found 8/29![Southwest logo]()
$569
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:30 pm -
2 stops14h 30m
Fri 11/61:50 pm -
2 stops11h 30m
Deal found 8/29![Southwest logo]()
$610
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:35 pm -
2 stops15h 20m
Fri 11/61:50 pm -
2 stops11h 30m
Deal found 8/29![Southwest logo]()
$637
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:55 pm -
2 stops13h 50m
Fri 11/61:50 pm -
2 stops11h 30m
Deal found 8/29![Southwest logo]()
$876
This Priceline deal was found by Cheapflights users on 8/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:13 pm -
2 stops22h 04m
Sat 9/121:17 pm -
2 stops22h 05m
Deal found 8/30![Frontier logo]()
$1,036
This Southwest deal was found by Cheapflights users on 8/30. 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 10/47:55 pm -
2 stops13h 55m
Sun 10/1111:50 am -
2 stops14h 25m
Deal found 8/30![Southwest logo]()
$1,083
This Southwest deal was found by Cheapflights users on 8/31. 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 12/247:45 pm -
2 stops14h 05m
Tue 12/291:50 pm -
2 stops12h 35m
Deal found 8/31![Southwest logo]()
$1,143
This Southwest deal was found by Cheapflights users on 8/30. 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 9/87:45 pm -
2 stops14h 10m
Tue 9/1512:55 pm -
2 stops11h 35m
Deal found 8/30![Southwest logo]()
$1,400
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/247:45 pm -
2 stops14h 05m
Thu 12/313:45 pm -
2 stops19h 05m
Deal found 8/29![Southwest logo]()
$1,460
This Southwest deal was found by Cheapflights users on 8/30. 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 9/16:45 pm -
2 stops15h 10m
Tue 9/812:55 pm -
2 stops11h 35m
Deal found 8/30![Southwest logo]()
$1,507
Best flights from Oakland to Montego BayDiscover carefully curated flight deals from Oakland to Montego Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 1, 2026.
Discover carefully curated flight deals from Oakland to Montego Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 1, 2026.
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:35 pm -
2 stops15h 25m
Fri 11/61:50 pm -
2 stops11h 30m
Deal found 8/29![Southwest logo]()
$569
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:30 pm -
2 stops14h 30m
Fri 11/61:50 pm -
2 stops11h 30m
Deal found 8/29![Southwest logo]()
$610
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:35 pm -
2 stops15h 20m
Fri 11/61:50 pm -
2 stops11h 30m
Deal found 8/29![Southwest logo]()
$637
This Southwest deal was found by Cheapflights users on 8/28. 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 2/187:25 pm -
2 stops13h 45m
Sun 2/212:00 pm -
2 stops13h 25m
Deal found 8/28![Southwest logo]()
$659
This Delta deal was found by Cheapflights users on 8/30. 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 2/55:05 pm -
2 stops17h 50m
Sat 2/1312:35 pm -
2 stops12h 51m
Deal found 8/30![Delta logo]()
$2,526
This Southwest deal was found by Cheapflights users on 8/31. 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 12/247:45 pm -
2 stops14h 05m
Tue 12/291:50 pm -
2 stops12h 35m
Deal found 8/31![Southwest logo]()
$1,143
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/247:45 pm -
2 stops14h 05m
Thu 12/313:45 pm -
2 stops19h 05m
Deal found 8/29![Southwest logo]()
$1,460
Last-minute flights from Oakland to Montego BayDiscover last-minute flight deals from Oakland to Montego Bay. Data last updated September 1, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Montego Bay. Data last updated September 1, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/30. 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 9/16:45 pm -
2 stops15h 10m
Tue 9/812:55 pm -
2 stops11h 35m
Deal found 8/30![Southwest logo]()
$1,507
This Priceline deal was found by Cheapflights users on 8/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:13 pm -
2 stops22h 04m
Sat 9/121:17 pm -
2 stops22h 05m
Deal found 8/30![Frontier logo]()
$1,036
This Southwest deal was found by Cheapflights users on 8/30. 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 9/87:45 pm -
2 stops14h 10m
Tue 9/1512:55 pm -
2 stops11h 35m
Deal found 8/30![Southwest logo]()
$1,400
This Southwest deal was found by Cheapflights users on 8/30. 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 10/47:55 pm -
2 stops13h 55m
Sun 10/1111:50 am -
2 stops14h 25m
Deal found 8/30![Southwest logo]()
$1,083
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:35 pm -
2 stops15h 25m
Fri 11/61:50 pm -
2 stops11h 30m
Deal found 8/29![Southwest logo]()
$569
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:35 pm -
2 stops15h 20m
Fri 11/61:50 pm -
2 stops11h 30m
Deal found 8/29![Southwest logo]()
$637
This Southwest deal was found by Cheapflights users on 8/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:55 pm -
2 stops13h 50m
Fri 11/61:50 pm -
2 stops11h 30m
Deal found 8/29![Southwest logo]()
$876
Find flight deals from Oakland to Montego Bay
Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Montego Bay (MBJ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $569 (Southwest) |
Popular in | September |
Cheapest in | April |
Average price | $855 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Montego Bay 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 September 1, 2026.
Use the filters below to find and compare flights from Oakland to Montego Bay that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Thu 10/29
5:35 pm-11:00 am
2 stops15h 25m
Montego Bay Sangster Intl
Fri 11/6
1:50 pm-10:20 pm
2 stops11h 30m
$569
Quickest round-trip
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Sun 11/1
6:30 pm-12:00 pm
2 stops14h 30m
Montego Bay Sangster Intl
Fri 11/6
1:50 pm-10:20 pm
2 stops11h 30m
$610
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Fri 10/30
5:35 pm-10:55 am
2 stops15h 20m
Montego Bay Sangster Intl
Fri 11/6
1:50 pm-10:20 pm
2 stops11h 30m
$637
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Thu 2/18
7:25 pm-12:10 pm
2 stops13h 45m
Montego Bay Sangster Intl
Sun 2/21
2:00 pm-12:25 am
2 stops13h 25m
$659
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Thu 12/24
7:45 pm-12:50 pm
2 stops14h 05m
Montego Bay Sangster Intl
Tue 12/29
1:50 pm-11:25 pm
2 stops12h 35m
$1,143
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Thu 12/24
7:45 pm-12:50 pm
2 stops14h 05m
Montego Bay Sangster Intl
Thu 12/31
3:45 pm-7:50 am
2 stops19h 05m
$1,460
OaklandMontego Bay
OAK Oakland - MBJ Montego Bay Sangster Intl
OAKMBJ
Oakland
Fri 2/5
5:05 pm-1:55 pm
2 stops17h 50m
Montego Bay Sangster Intl
Sat 2/13
12:35 pm-10:26 pm
2 stops12h 51m
$2,526
Sorted by cheapest first
Compare providers for flights from Oakland to Montego Bay
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Oakland to Montego Bay in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Oakland, California-Montego Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Montego Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, California-Montego Bay flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Oakland, California-Montego Bay flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Oakland, California-Montego Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Oakland to Montego Bay
Have a flexible travel schedule? Discover the best time to fly to Montego Bay 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.
Related info for your journey
Find useful and relevant information for your journey from Oakland to Montego Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Book flights to Montego Bay if you plan to visit one of these locationsLucea
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