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Montego Bay

$535+ Cheap flights from Oakland, CA (OAK) to Montego Bay (MBJ)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — MBJ
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
1 adult, Economy
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Find 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 October 14, 2025.

This Southwest deal was found by Cheapflights users on 10/12. 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 12/247:10 pmOAK - MBJ
2 stops16h 45mSouthwest
Mon 12/291:50 pmMBJ - OAK
2 stops13h 30mSouthwest
Deal found 10/12$1,122
This Delta deal was found by Cheapflights users on 10/13. 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.
Wed 12/245:53 amOAK - MBJ
2 stops26h 12mDelta
Mon 12/294:15 pmMBJ - OAK
2 stops22h 39mDelta
Deal found 10/13$1,148
This Delta deal was found by Cheapflights users on 10/13. 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.
Thu 12/2512:34 pmOAK - MBJ
2 stops19h 31mDelta
Mon 12/294:15 pmMBJ - OAK
2 stops22h 39mDelta
Deal found 10/13$1,260
This Delta deal was found by Cheapflights users on 10/13. 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 12/234:50 pmOAK - MBJ
2 stops24h 51mDelta
Mon 12/294:15 pmMBJ - OAK
2 stops22h 39mDelta
Deal found 10/13$1,310
This Delta deal was found by Cheapflights users on 10/13. 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 12/265:53 amOAK - MBJ
2 stops26h 23mDelta
Mon 12/294:15 pmMBJ - OAK
2 stops22h 39mDelta
Deal found 10/13$1,360
This Delta deal was found by Cheapflights users on 10/13. 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.
Sat 12/275:53 amOAK - MBJ
2 stops28h 34mDelta
Mon 12/294:15 pmMBJ - OAK
2 stops22h 39mDelta
Deal found 10/13$1,410
This Delta deal was found by Cheapflights users on 10/13. 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.
Wed 12/245:53 amOAK - MBJ
2 stops26h 12mDelta
Tue 12/308:00 amMBJ - OAK
2 stops30h 54mDelta
Deal found 10/13$1,465
This Delta deal was found by Cheapflights users on 10/13. 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.
Wed 12/245:53 amOAK - MBJ
2 stops28h 05mDelta
Thu 1/18:00 amMBJ - OAK
2 stops30h 54mDelta
Deal found 10/13$1,517
This Delta deal was found by Cheapflights users on 10/13. 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.
Sun 12/214:50 pmOAK - MBJ
2 stops24h 51mDelta
Mon 12/298:00 amMBJ - OAK
2 stops18h 58mDelta
Deal found 10/13$1,544

Cheap 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 October 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$590
(Southwest)

One-way from

$535
(Delta)

Popular in

December

Cheapest in

March

Average price

$755
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
One-way flight from Oakland to Montego Bay Sangster Intl
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 14, 2025.
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 2/22

9:30 pm-3:15 pm

2 stops14h 45m

Montego Bay Sangster Intl

Thu 3/5

3:50 pm-7:20 am

2 stops18h 30m

$590

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Tue 3/3

1:15 pm-11:10 am

2 stops18h 55m

Montego Bay Sangster Intl

Thu 3/5

12:35 pm-11:53 pm

2 stops38h 18m

$731

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 1/22

1:15 pm-11:10 am

2 stops18h 55m

Montego Bay Sangster Intl

Mon 1/26

12:35 pm-11:53 pm

2 stops14h 18m

$822

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 12/24

7:10 pm-2:55 pm

2 stops16h 45m

Montego Bay Sangster Intl

Mon 12/29

1:50 pm-12:20 am

2 stops13h 30m

$1,122

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Wed 12/24

5:53 am-11:05 am

2 stops26h 12m

Montego Bay Sangster Intl

Mon 12/29

4:15 pm-11:54 am

2 stops22h 39m

$1,148

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 12/25

12:34 pm-11:05 am

2 stops19h 31m

Montego Bay Sangster Intl

Mon 12/29

4:15 pm-11:54 am

2 stops22h 39m

$1,260

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Tue 12/23

4:50 pm-8:41 pm

2 stops24h 51m

Montego Bay Sangster Intl

Mon 12/29

4:15 pm-11:54 am

2 stops22h 39m

$1,310

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Fri 12/26

5:53 am-11:16 am

2 stops26h 23m

Montego Bay Sangster Intl

Mon 12/29

4:15 pm-11:54 am

2 stops22h 39m

$1,360

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Sat 12/27

5:53 am-1:27 pm

2 stops28h 34m

Montego Bay Sangster Intl

Mon 12/29

4:15 pm-11:54 am

2 stops22h 39m

$1,410

OaklandMontego Bay

OAK - MBJ

OAKMBJ

Oakland

Thu 11/6

12:30 pm-1:07 pm

2 stops21h 37m

$535

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

Showing 1-10 of 12 results
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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 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, September is the cheapest month in which you can book a flight from Oakland, California to Montego Bay (average of $276). Flying from Oakland, California to Montego Bay in December is currently the most expensive (average of $505). 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.

What is the cheapest time of day to fly from OAK to MBJ?

Find hourly flight availability from Oakland to Montego Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 14, 2025.

One of the essential ways to save on airfare from Oakland, California to Montego Bay is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 25% on airfare.

Reviews of airlines servicing Montego Bay

Get insights into the airlines that provide service to Montego Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Montego Bay. Reviews last updated October 14, 2025.
Peruse reviews from past customers who have flown with Southwest from Oakland to Montego Bay to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 14h 45m. Your travel time can differ by up to 4h 10m. The distance between Oakland, California and Montego Bay is about 2971 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from Oakland, California to Montego Bay round-trip?

    Cheapflights users have booked flights from Oakland, California to Montego Bay round-trip from $641.

  • 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, September is the cheapest month in which you can book a flight from Oakland, California to Montego Bay (average of $276). Flying from Oakland, California to Montego Bay in December is currently the most expensive (average of $505). 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
Whitehouse
Lucea

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Top airline flying from Oakland to Montego Bay

Discover the top airline that operate flights from Oakland to Montego Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$641Average$793FlexibilityNo cancel feeOn-time63%

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