HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Montego Bay

$517+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Mar 8 — Mar 151
Sun 3/8
Sun 3/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

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 February 6, 2026.

This Southwest deal was found by Cheapflights users on 2/5. 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.
Sun 5/179:05 pm
OAK
-
MBJ
2 stops12h 30m
Southwest
Thu 5/2112:15 pm
MBJ
-
OAK
2 stops14h 10m
Southwest
Deal found 2/5$517
This Southwest deal was found by Cheapflights users on 2/4. 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 4/1711:55 pm
OAK
-
MBJ
1 stop11h 50m
Southwest
Sun 4/1912:30 pm
MBJ
-
OAK
2 stops13h 35m
Southwest
Deal found 2/4$706
This Southwest deal was found by Cheapflights users on 2/4. 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 4/1611:55 pm
OAK
-
MBJ
2 stops12h 00m
Southwest
Sun 4/1912:30 pm
MBJ
-
OAK
2 stops13h 35m
Southwest
Deal found 2/4$770
This Southwest deal was found by Cheapflights users on 2/6. 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.
Wed 6/1711:55 pm
OAK
-
MBJ
1 stop12h 00m
Southwest
Mon 6/221:50 pm
MBJ
-
OAK
2 stops12h 25m
Southwest
Deal found 2/6$808
This Southwest deal was found by Cheapflights users on 2/3. 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 4/89:05 pm
OAK
-
MBJ
2 stops12h 30m
Southwest
Sun 4/1212:30 pm
MBJ
-
OAK
2 stops12h 50m
Southwest
Deal found 2/3$840
This Southwest deal was found by Cheapflights users on 2/4. 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 2/116:00 pm
OAK
-
MBJ
2 stops16h 00m
Southwest
Mon 2/162:00 pm
MBJ
-
OAK
2 stops20h 50m
Southwest
Deal found 2/4$845
This Southwest deal was found by Cheapflights users on 2/5. 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.
Sun 3/227:35 pm
OAK
-
MBJ
2 stops14h 25m
Southwest
Sun 3/293:00 pm
MBJ
-
OAK
2 stops18h 20m
Southwest
Deal found 2/5$963
This Delta deal was found by Cheapflights users on 2/3. 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 10/161:15 pm
OAK
-
MBJ
2 stops22h 05m
Delta
Thu 10/221:32 pm
MBJ
-
OAK
2 stops12h 24m
Delta
Deal found 2/3$1,042
This Mytrip deal was found by Cheapflights users on 2/3. 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 4/88:22 pm
OAK
-
MBJ
3 stops35h 53m
Multiple Airlines
Sun 4/125:40 pm
MBJ
-
OAK
2 stops30h 04m
Multiple Airlines
Deal found 2/3$1,131
This Mytrip deal was found by Cheapflights users on 2/4. 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 4/1611:16 pm
OAK
-
MBJ
3 stops33h 46m
Multiple Airlines
Sun 4/196:05 pm
MBJ
-
OAK
3 stops29h 39m
Multiple Airlines
Deal found 2/4$1,479

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 February 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$517
(Southwest)

Popular in

December

Cheapest in

March

Average price

$638
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 February 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 February 6, 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

Fri 4/17

9:30 pm-11:10 am

2 stops11h 40m

Montego Bay Sangster Intl

Sun 4/19

12:30 pm-12:05 am

2 stops13h 35m

$706

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 4/16

11:55 pm-1:55 pm

2 stops12h 00m

Montego Bay Sangster Intl

Sun 4/19

12:30 pm-12:05 am

2 stops13h 35m

$770

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 4/8

9:05 pm-11:35 am

2 stops12h 30m

Montego Bay Sangster Intl

Sun 4/12

12:30 pm-11:20 pm

2 stops12h 50m

$840

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 2/11

6:00 pm-1:00 pm

2 stops16h 00m

Montego Bay Sangster Intl

Mon 2/16

2:00 pm-7:50 am

2 stops20h 50m

$845

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sun 3/22

7:35 pm-12:00 pm

2 stops14h 25m

Montego Bay Sangster Intl

Sun 3/29

3:00 pm-7:20 am

2 stops18h 20m

$963

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 4/8

8:22 pm-10:15 am

3 stops35h 53m

Montego Bay Sangster Intl

Sun 4/12

5:40 pm-9:44 pm

2 stops30h 04m

$1,131

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 4/16

11:16 pm-11:02 am

3 stops33h 46m

Montego Bay Sangster Intl

Sun 4/19

6:05 pm-9:44 pm

3 stops29h 39m

$1,479

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 4/17

11:16 pm-8:45 am

3 stops31h 29m

Montego Bay Sangster Intl

Sun 4/19

6:05 pm-9:44 pm

3 stops29h 39m

$2,198

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sun 3/22

11:07 pm-11:30 am

3 stops34h 23m

Montego Bay Sangster Intl

Sun 3/29

6:05 pm-9:40 pm

3 stops29h 35m

$2,228

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 2/12

12:40 pm-11:10 am

2 stops19h 30m

Montego Bay Sangster Intl

Mon 2/16

12:20 pm-4:12 pm

2 stops30h 52m

$3,117

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars
OvagoPrice 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 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 $323). 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 can get you from Oakland, California to Montego Bay in just under 11h 40m. 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 $323). 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?

Book flights to Montego Bay if you plan to visit one of these locations
Lucea

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.