$503 Find Cheap Flights from Oakland to Jamaica

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to Jamaica departing on 11/1. 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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Cheap Flights from Oakland to Jamaica

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay2 stops$503
Kingston
Kingston2 stops$1,024
Montego Bay
Montego Bay2 stops$503
Kingston
Kingston2 stops$1,024

Book Cheap Oakland to Jamaica Plane Tickets

 
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, Nov 1 - Wed, Nov 26
Delta Logo
5:00 pm - 2:20 pmOAK-MBJ
19h 20m2 stops
Delta Logo
5:59 pm - 6:13 pmMBJ-OAK
27h 14m2 stops
$503Delta
Find Deal
Thu, Oct 30 - Wed, Nov 26
Delta Logo
5:55 am - 12:07 pmOAK-MBJ
28h 12m2 stops
Delta Logo
5:59 pm - 6:13 pmMBJ-OAK
27h 14m2 stops
$582Delta
Find Deal
Tue, Oct 14 - Tue, Oct 21
Southwest Logo
7:25 pm - 12:00 pmOAK-MBJ
14h 35m2 stops
Southwest Logo
1:00 pm - 10:45 pmMBJ-OAK
11h 45m2 stops
$629Southwest
Find Deal
Thu, Oct 30 - Thu, Nov 20
Delta Logo
5:55 am - 12:07 pmOAK-MBJ
28h 12m2 stops
Delta Logo
3:36 pm - 11:48 amMBJ-OAK
23h 12m2 stops
$661Delta
Find Deal
Fri, Dec 5 - Tue, Dec 9
Delta Logo
5:45 am - 12:54 pmOAK-MBJ
28h 09m2 stops
Delta Logo
5:59 pm - 4:14 pmMBJ-OAK
25h 15m2 stops
$662Delta
Find Deal
Thu, Dec 4 - Tue, Dec 9
Delta Logo
12:30 pm - 4:34 pmOAK-MBJ
25h 04m2 stops
Delta Logo
5:59 pm - 4:14 pmMBJ-OAK
25h 15m2 stops
$709Delta
Find Deal
Fri, Oct 31 - Sat, Nov 22
Delta Logo
4:51 pm - 1:07 pmOAK-MBJ
42h 16m2 stops
Delta Logo
4:05 pm - 4:11 pmMBJ-OAK
27h 06m2 stops
$731Delta
Find Deal
Fri, Dec 12 - Mon, Dec 15
Southwest Logo
7:45 pm - 12:55 pmOAK-MBJ
14h 10m2 stops
Southwest Logo
1:00 pm - 10:20 pmMBJ-OAK
12h 20m2 stops
$757Southwest
Find Deal
Thu, Sep 25 - Sun, Sep 28
Spirit Airlines Logo
6:30 am - 11:05 amOAK-MBJ
26h 35m3 stops
Spirit Airlines Logo
12:10 pm - 11:32 pmMBJ-OAK
37h 22m3 stops
$839Spirit Airlines
Find Deal
Tue, Dec 23 - Sun, Dec 28
Southwest Logo
9:20 pm - 12:50 pmOAK-MBJ
12h 30m2 stops
Southwest Logo
1:50 pm - 12:20 amMBJ-OAK
13h 30m2 stops
$1,151Southwest
Find Deal
Booking Insights

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 Delta ($503) and Southwest ($629).

Good to know

Cheapest flight$503
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 4242 reviews
8.6Crew
7.5Entertainment
8.1Boarding
8.0Comfort
7.0Food
Airline reviews

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

10.0 ExcellentRobert, Sep 2025SFO - LAS
Read more Southwest reviews

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

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.

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

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