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Montego Bay

$587+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
1 adult, Economy
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Cheap flight deals from Oakland to Montego Bay

Cheapest flights from Oakland to Montego Bay
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 January 20, 2026.

This Southwest deal was found by Cheapflights users on 1/20. 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 5/119:30 pm
OAK
-
MBJ
2 stops12h 05m
Southwest
Sat 5/162:30 pm
MBJ
-
OAK
2 stops19h 05m
Southwest
Deal found 1/20$587
This Southwest deal was found by Cheapflights users on 1/20. 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 5/129:20 pm
OAK
-
MBJ
2 stops12h 15m
Southwest
Sat 5/162:30 pm
MBJ
-
OAK
2 stops19h 05m
Southwest
Deal found 1/20$606
This Southwest deal was found by Cheapflights users on 1/20. 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 6/109:00 pm
OAK
-
MBJ
2 stops13h 50m
Southwest
Tue 6/1611:45 am
MBJ
-
OAK
2 stops12h 30m
Southwest
Deal found 1/20$657
This Southwest deal was found by Cheapflights users on 1/20. 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 2/86:00 pm
OAK
-
MBJ
2 stops16h 00m
Southwest
Sun 2/151:30 pm
MBJ
-
OAK
2 stops20h 40m
Southwest
Deal found 1/20$710
This Southwest deal was found by Cheapflights users on 1/18. 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 7/127:15 pm
OAK
-
MBJ
2 stops13h 30m
Southwest
Fri 7/1711:45 am
MBJ
-
OAK
2 stops14h 00m
Southwest
Deal found 1/18$800
This Southwest deal was found by Cheapflights users on 1/20. 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 6/1611:55 pm
OAK
-
MBJ
1 stop12h 00m
Southwest
Sun 6/2111:55 am
MBJ
-
OAK
2 stops12h 15m
Southwest
Deal found 1/20$849
This Southwest deal was found by Cheapflights users on 1/20. 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 5/209:20 pm
OAK
-
MBJ
2 stops12h 15m
Southwest
Mon 5/2512:15 pm
MBJ
-
OAK
2 stops12h 15m
Southwest
Deal found 1/20$913

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 January 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$587
(Southwest)

Popular in

December

Cheapest in

March

Average price

$615
Provider with most accurate pricing for Oakland-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Oakland-Montego Bay Sangster Intl flights.
Search Deals
From Oakland to Montego Bay Sangster Intl
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($74 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 2,558,603 searches. Data last updated January 20, 2026.
Use the filters below to find and compare flights from Oakland to Montego Bay that are best for you.

Fly from

Oakland

Fly to

Montego Bay

Route

Depart

Return

Price

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sun 2/8

6:00 pm-1:00 pm

2 stops16h 00m

Montego Bay Sangster Intl

Sun 2/15

1:30 pm-7:10 am

2 stops20h 40m

$710

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 1/29

4:54 pm-11:13 am

2 stops15h 19m

Montego Bay Sangster Intl

Wed 2/4

12:38 pm-11:53 pm

2 stops14h 15m

$1,097

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 4/16

5:04 pm-11:37 am

2 stops16h 33m

Montego Bay Sangster Intl

Sun 4/19

12:55 pm-11:49 pm

2 stops12h 54m

$5,169

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 3/6

4:59 pm-11:10 am

2 stops15h 11m

Montego Bay Sangster Intl

Fri 3/13

11:15 am-11:46 pm

2 stops14h 31m

$6,078

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 1/23

12:33 pm-1:56 pm

2 stops22h 23m

Montego Bay Sangster Intl

Sat 2/21

12:25 pm-9:46 pm

2 stops12h 21m

$6,178

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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 Expedia the most. Expedia 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.
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 Montego Bay

What is the cheapest month to book a flight from Oakland, California to Montego Bay?

Currently, April is the cheapest month in which you can book a flight from Oakland, California to Montego Bay (average of $309). Flying from Oakland, California to Montego Bay in December is currently the most expensive (average of $517). 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 Montego Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Oakland, California to Montego Bay?

    Southwest and Delta can get you from Oakland, California to Montego Bay in just under 15h 19m. Your travel time can differ by up to 41m. The distance between Oakland, California and Montego Bay is about 2971 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Oakland to Montego Bay that include hotel bookings?

    Yes. In addition to deals on Oakland to Montego Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oakland to Montego Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to Montego Bay.

  • Can I find deals for business class flights from Oakland to Montego Bay?

    Yes. Cheapflights offers flight deals from Oakland to Montego Bay 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 Montego Bay?

    Currently, April is the cheapest month in which you can book a flight from Oakland, California to Montego Bay (average of $309). Flying from Oakland, California to Montego Bay in December is currently the most expensive (average of $517). 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

Traveling to a place near Montego Bay?

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