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Montego Bay

$593+ 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 6/22. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Apr 25 — May 21
Sat 4/25
Sat 5/2
1 adult, Economy
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Find cheap flights from Oakland to Montego Bay with Cheapflights

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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 March 26, 2026.

This Southwest deal was found by Cheapflights users on 3/26. 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 6/229:05 pm
OAK
-
MBJ
2 stops14h 15m
Southwest
Fri 6/261:50 pm
MBJ
-
OAK
1 stop12h 20m
Southwest
Deal found 3/26$593
This Southwest deal was found by Cheapflights users on 3/23. 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 5/89:30 pm
OAK
-
MBJ
2 stops11h 40m
Southwest
Fri 5/1512:35 pm
MBJ
-
OAK
2 stops13h 30m
Southwest
Deal found 3/23$617
This Southwest deal was found by Cheapflights users on 3/26. 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 4/297:35 pm
OAK
-
MBJ
2 stops13h 40m
Southwest
Tue 5/512:15 pm
MBJ
-
OAK
2 stops12h 20m
Southwest
Deal found 3/26$641
This Southwest deal was found by Cheapflights users on 3/22. 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 5/711:55 pm
OAK
-
MBJ
2 stops12h 00m
Southwest
Sun 5/102:40 pm
MBJ
-
OAK
2 stops18h 25m
Southwest
Deal found 3/22$645
This Southwest deal was found by Cheapflights users on 3/26. 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 4/309:30 pm
OAK
-
MBJ
2 stops12h 05m
Southwest
Tue 5/512:15 pm
MBJ
-
OAK
2 stops12h 20m
Southwest
Deal found 3/26$665
This Southwest deal was found by Cheapflights users on 3/25. 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
Sun 6/142:30 pm
MBJ
-
OAK
1 stop11h 25m
Southwest
Deal found 3/25$698
This Southwest deal was found by Cheapflights users on 3/22. 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 4/248:55 pm
OAK
-
MBJ
2 stops12h 15m
Southwest
Sun 5/32:40 pm
MBJ
-
OAK
2 stops18h 25m
Southwest
Deal found 3/22$701
This Southwest deal was found by Cheapflights users on 3/25. 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 6/267:40 pm
OAK
-
MBJ
2 stops12h 50m
Southwest
Fri 7/31:50 pm
MBJ
-
OAK
1 stop12h 20m
Southwest
Deal found 3/25$703
This Southwest deal was found by Cheapflights users on 3/26. 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 4/297:35 pm
OAK
-
MBJ
2 stops13h 40m
Southwest
Mon 5/412:35 pm
MBJ
-
OAK
2 stops13h 30m
Southwest
Deal found 3/26$713

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 March 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$593
(Southwest)

Popular in

December

Cheapest in

January

Average price

$639
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 ($78 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 March 26, 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

Price

Cheapest round-trip

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 6/22

9:05 pm-1:20 pm

2 stops14h 15m

Montego Bay Sangster Intl

Fri 6/26

1:50 pm-12:10 am

1 stop12h 20m

$593

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 5/8

9:30 pm-11:10 am

2 stops11h 40m

Montego Bay Sangster Intl

Fri 5/15

12:35 pm-12:05 am

2 stops13h 30m

$617

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 6/10

9:00 pm-12:50 pm

2 stops13h 50m

Montego Bay Sangster Intl

Sun 6/14

2:30 pm-12:25 am

2 stops11h 55m

$641

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 5/7

11:55 pm-1:55 pm

2 stops12h 00m

Montego Bay Sangster Intl

Sun 5/10

2:40 pm-7:05 am

2 stops18h 25m

$641
Quickest round-trip

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 4/30

9:30 pm-11:35 am

2 stops12h 05m

Montego Bay Sangster Intl

Tue 5/5

12:15 pm-10:35 pm

2 stops12h 20m

$665

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 4/24

8:55 pm-11:10 am

2 stops12h 15m

Montego Bay Sangster Intl

Sun 5/3

2:40 pm-7:05 am

2 stops18h 25m

$701

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 6/26

7:40 pm-10:30 am

2 stops12h 50m

Montego Bay Sangster Intl

Fri 7/3

1:50 pm-12:10 am

1 stop12h 20m

$703
Cheapest one-way

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Mon 4/13

5:04 pm-3:17 pm

2 stops20h 13m

$825

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Tue 4/14

5:04 pm-11:27 am

2 stops16h 23m

$954

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sun 4/19

12:34 pm-11:29 am

2 stops20h 55m

$2,533

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/22

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 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.
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 $253). Flying from Oakland, California to Montego Bay in December is currently the most expensive (average of $528). 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 can get you from Oakland, California to Montego Bay in just under 14h 15m. Your travel time can differ by up to . The distance between Oakland, California and Montego Bay is about 2971 mi.

  • 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 $253). Flying from Oakland, California to Montego Bay in December is currently the most expensive (average of $528). 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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