$367 Find Cheap Flights from Oakland to Jamaica

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to Jamaica departing on 11/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Best Jamaica Flight Deals from Oakland

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay3 stops$490
Kingston
Kingston2 stops$1,111
Montego Bay
Montego Bay3 stops$490
Kingston
Kingston2 stops$1,111

Cheap Flights from Oakland to Jamaica

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to Jamaica that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Oakland to Jamaica

Sat, Aug 16 - Sat, Aug 23
Spirit Airlines Logo
6:00 am - 9:17 amOAK-MBJ
25h 17m3 stops
Spirit Airlines Logo
12:19 pm - 11:27 pmMBJ-OAK
13h 08m2 stops
$490Spirit Airlines
Find Deal
Sat, Aug 16 - Sat, Aug 23
Spirit Airlines Logo
6:00 am - 11:14 amOAK-MBJ
27h 14m3 stops
Spirit Airlines Logo
12:19 pm - 7:18 amMBJ-OAK
20h 59m3 stops
$532Spirit Airlines
Find Deal
Tue, Jul 22 - Mon, Jul 28
 Logo
9:23 am - 12:45 pmOAK-MBJ
25h 22m2 stops
 Logo
12:10 pm - 8:28 amMBJ-OAK
22h 18m2 stops
Tue, Jul 22 - Mon, Jul 28
 Logo
9:23 am - 12:45 pmOAK-MBJ
25h 22m3 stops
 Logo
12:10 pm - 8:28 amMBJ-OAK
22h 18m2 stops
Wed, Jul 23 - Tue, Jul 29
 Logo
9:23 am - 9:53 amOAK-MBJ
22h 30m2 stops
 Logo
3:05 pm - 8:28 amMBJ-OAK
19h 23m2 stops
Tue, Jul 22 - Mon, Jul 28
 Logo
9:23 am - 12:45 pmOAK-MBJ
25h 22m2 stops
 Logo
12:10 pm - 8:28 amMBJ-OAK
22h 18m2 stops
Tue, Jul 22 - Mon, Jul 28
Southwest Logo
5:00 am - 2:55 pmOAK-MBJ
7h 55m1 stop
Southwest Logo
2:55 pm - 12:20 amMBJ-OAK
11h 25m2 stops
$745Southwest
Find Deal
Wed, Jul 23 - Tue, Jul 29
Southwest Logo
5:00 am - 2:55 pmOAK-MBJ
7h 55m1 stop
Southwest Logo
11:20 am - 11:15 pmMBJ-OAK
13h 55m2 stops
$765Southwest
Find Deal
Sat, Oct 18 - Tue, Oct 21
Delta Logo
5:05 pm - 11:48 amOAK-MBJ
16h 43m2 stops
Delta Logo
1:13 pm - 11:53 pmMBJ-OAK
12h 40m2 stops
$880Delta
Find Deal
Sat, Aug 16 - Sat, Aug 23
Delta Logo
12:35 pm - 11:55 amOAK-MBJ
21h 20m2 stops
Delta Logo
5:03 pm - 11:55 amMBJ-OAK
20h 52m2 stops
$895Delta
Find Deal
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KAYAK's insights & trends for Oakland to Jamaica flights

Get data-powered insights and trends into flights from Oakland to Jamaica to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Oakland to Jamaica?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Oakland to Jamaica were found on Spirit Airlines ($490) and Southwest ($745).


Good to know

Low seasonJuly
High seasonApril
Cheapest flight$367
Best time to beat the crowds with an average 45% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Oakland to Montego Bay

FAQs - booking Jamaica flights

  • How does KAYAK find such low prices on flights from Oakland to Jamaica?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Oakland to Jamaica.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oakland to Jamaica?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Oakland to Jamaica is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Oakland to Jamaica?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Oakland to Jamaica with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oakland to Jamaica?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Oakland to Jamaica up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Jamaica?

    The cheapest time of day to fly to Jamaica is generally in the evening, when round-trip flights cost $607 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Jamaica is generally at night, which is peak travel time and where the average cost of a ticket is $808.

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 4266 reviews
8.2Boarding
7.0Food
8.6Crew
8.0Comfort
7.6Entertainment
Airline reviews

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.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

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.

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

It was a perfect flight in all aspects! Both legs!

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

Everything you need to know for your flight from Oakland to Jamaica

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