$610 Find Cheap Flights from Oakland to Jamaica - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Oakland to Jamaica

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Montego Bay
13h 20m4 stops
from $680per person
Booking Insights

Price, demand and travel trends for Oakland to Jamaica flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Oakland to Jamaica right now?

The cheapest fare from Oakland to Jamaica in the last week was $680 round-trip, to Montego Bay Sangster Intl (MBJ).

Which airport in Jamaica is the cheapest to fly to from Oakland?

All flights from Oakland to Jamaica arrive at Montego Bay Sangster Intl (MBJ). On average, round-trip fares are around $797.

What's the cheapest time of day to fly from Oakland to Jamaica?

Data from the past 12 months shows it's cheapest to fly to Jamaica during the evening with average prices of $725. The morning is the most expensive time to fly, with average prices of $1,598.

Key details for Oakland to Jamaica flights

Low season

June

Cheapest flight

$610
Beat the crowds with an average 73% drop in travelers.
The most popular month to fly with an average 7% increase in travelers.
One-way flight from Oakland to Montego Bay

Your Oakland to Jamaica flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Oakland to Jamaica?

    Yes. Fares from Oakland to Jamaica are low right now. As a rule of thumb, a round-trip under $694 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Oakland to Jamaica?

    Over the past 12 months, round-trip fares from Oakland to Jamaica have ranged from $694 to $1,293.

  • What airlines fly nonstop from Oakland to Jamaica?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Oakland to Jamaica. However, Southwest offers a one-stop option.

  • Which cabin classes are available on flights from Oakland to Jamaica?

    On flights from Oakland to Jamaica you can only book Economy Class.

  • What are some popular landmarks in Jamaica?

    KAYAK travelers' favorite landmarks in Jamaica include:

    • Doctor's Cave Bathing Club
    • Cornwall Beach
    • Fort Montego Craft Market
    • AquaSol Theme Park

Your guide to booking Oakland to Jamaica flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your travel dates are flexible, book your trip for December when flights are typically cheapest and avoid February when prices are at their highest.
  • Flying on Tuesday is usually the cheapest. Flights on Sunday cost about 65% more on average, so being flexible with your travel dates could help you save.
  • Start your trip in Montego Bay, which is the most popular destination in Jamaica. From there, it's easy to continue on to other popular destinations such as Negril, Ocho Rios and Kingston.

Reviews of the top airline flying from Oakland to Jamaica

 
Need help choosing which airline to fly with from Oakland to Jamaica? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4219 reviews
8.6Crew
8.0Comfort
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

Friendly crew. Snacks were carb-heavy. Flight was quite delaye

6.0 GoodChris, Oct 2026
Read more Southwest reviews

Friendly crew. Snacks were carb-heavy. Flight was quite delaye

Flight boarded 2.5 hours late (my second southwest flight of the day with late departure), the gate agent was grumpy and unhelpful. Said she was "tired so we aren't going to follow normal boarding order". No complaints about the actual flight crew.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Southwest Airlines is behind the times with a woefully inefficient service animal policy that leads to major inconsistency and stress for passengers and crew alike. Despite so many attempts to share feedback and request better support, they bungled it once again and provoked a panic attack in the process, with no apologies or acknowledgment that their crew was failing to adhere to their own inadequate policies. WiFi didn’t work, flight was delayed by an hour, it was about what I’ve come to expect from Southwest these days.

Flights were full but SWA still managed to get everyone loaded and depart on time. No snack or beverage service on the first leg due to turbulance. Seats were clean but very little cushioning. Reasonable amount of leg room.

Our flight to Oakland was great bc the plane was new but it was delayed by 15min not bad at all. Over all it was an 8/10

Our flight to Vegas was delayed by almost two hours - I appreciated the updates but it was a bummer of a start to a celebratory trip. The delays meant we missed our dinner reservations we made a month ago so that was disappointing. Once we got to the gate, though, the crew did all they could to make up for the lost time and to keep it efficient and enjoyable, so I appreciate their efforts!!

More options for your flight from Oakland to Jamaica

Complete your trip to Jamaica with a hotel stay or car rental