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Cheap flights from Oakland, California to Puerto Rico from $250

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oakland, California to Puerto Rico departing on 1/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Oakland, California to Puerto Rico

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
11:55 pm - 1:20 pm
OAK
-
SJU
10h 25m1 stop
Southwest Logo
6:50 am - 6:20 pm
SJU
-
OAK
14h 30m2 stops
$405Southwest
Fri, May 1 - Fri, May 8
Southwest Logo
6:05 am - 8:00 pm
OAK
-
SJU
10h 55m2 stops
Southwest Logo
6:50 am - 6:20 pm
SJU
-
OAK
14h 30m2 stops
$452Southwest
Fri, May 1 - Fri, May 8
Southwest Logo
8:35 am - 12:10 am
OAK
-
SJU
11h 35m2 stops
Southwest Logo
5:40 am - 2:55 pm
SJU
-
OAK
13h 15m2 stops
$489Southwest
Sat, Jan 17 - Thu, Jan 22
Southwest Logo
6:00 pm - 10:30 am
OAK
-
SJU
12h 30m2 stops
Southwest Logo
12:10 pm - 9:25 pm
SJU
-
OAK
13h 15m2 stops
$491Southwest
Wed, Feb 4 - Wed, Feb 11
Southwest Logo
11:55 pm - 2:55 pm
OAK
-
SJU
12h 00m2 stops
Southwest Logo
2:00 pm - 10:30 pm
SJU
-
OAK
11h 30m2 stops
$527Southwest
Thu, Apr 30 - Mon, May 4
Southwest Logo
6:15 am - 10:25 pm
OAK
-
SJU
12h 10m2 stops
Southwest Logo
5:30 am - 3:00 pm
SJU
-
OAK
13h 30m2 stops
$536Southwest
Fri, Feb 6 - Fri, Feb 13
Southwest Logo
8:25 am - 12:25 am
OAK
-
SJU
12h 00m2 stops
Southwest Logo
5:40 am - 2:55 pm
SJU
-
OAK
13h 15m2 stops
$575Southwest
Thu, Jan 1 - Wed, Jan 14
Southwest Logo
8:10 am - 12:35 am
OAK
-
SJU
12h 25m2 stops
Southwest Logo
12:10 pm - 9:25 pm
SJU
-
OAK
13h 15m2 stops
$603Southwest
Thu, Jan 22 - Mon, Jan 26
Southwest Logo
7:45 pm - 10:45 am
OAK
-
SJU
12h 00m2 stops
Southwest Logo
5:45 am - 6:35 pm
SJU
-
OAK
15h 50m1 stop
$659Southwest
Thu, Jun 4 - Sun, Jun 7
Southwest Logo
6:25 pm - 10:30 am
OAK
-
SJU
12h 05m2 stops
Southwest Logo
4:20 pm - 11:50 pm
SJU
-
OAK
11h 30m1 stop
$687Southwest
Sat, Feb 14 - Sat, Feb 21

Southwest flights from Oakland, California to Puerto Rico

Our best Southwest deals on Oakland, California to Puerto Rico flight tickets
Southwest
May 1
OAK11:55 pmOakland
10h 25m
1 stop
SJU1:20 pmSan Juan Luis Munoz Marin Intl
May 8
SJU6:50 amSan Juan Luis Munoz Marin Intl
14h 30m
2 stops
OAK6:20 pmOakland
$405
Find similar
Southwest
May 1
OAK6:05 amOakland
10h 55m
2 stops
SJU8:00 pmSan Juan Luis Munoz Marin Intl
May 8
SJU6:50 amSan Juan Luis Munoz Marin Intl
14h 30m
2 stops
OAK6:20 pmOakland
$452
Find similar
Southwest
Jan 17
OAK8:35 amOakland
11h 35m
2 stops
SJU12:10 amSan Juan Luis Munoz Marin Intl
Jan 22
SJU5:40 amSan Juan Luis Munoz Marin Intl
13h 15m
2 stops
OAK2:55 pmOakland
$489
Find similar

Alaska Airlines flights from Oakland, California to Puerto Rico

Our best Alaska Airlines deals on Oakland, California to Puerto Rico flight tickets
Alaska Airlines
Jan 17
OAK8:10 amOakland
26h 50m
2 stops
SJU3:00 pmSan Juan Luis Munoz Marin Intl
Jan 30
SJU7:07 amSan Juan Luis Munoz Marin Intl
31h 21m
2 stops
OAK10:28 amOakland
$776
Find similar
Alaska Airlines
Jan 17
OAK8:10 amOakland
26h 50m
2 stops
SJU3:00 pmSan Juan Luis Munoz Marin Intl
Jan 29
SJU6:00 amSan Juan Luis Munoz Marin Intl
38h 23m
2 stops
OAK4:23 pmOakland
$801
Find similar
Alaska Airlines
Jan 17
OAK8:10 amOakland
26h 50m
2 stops
SJU3:00 pmSan Juan Luis Munoz Marin Intl
Feb 3
SJU4:28 pmSan Juan Luis Munoz Marin Intl
27h 55m
2 stops
OAK4:23 pmOakland
$813
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Oakland, California to Puerto Rico 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, momondo users made 832,500 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Oakland, California to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Fri 5/1

11:55 pm-1:20 pm

1 stop10h 25m

San Juan Luis Munoz Marin Intl

Fri 5/8

6:50 am-6:20 pm

2 stops14h 30m

$405

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Fri 5/1

6:05 am-8:00 pm

2 stops10h 55m

San Juan Luis Munoz Marin Intl

Fri 5/8

6:50 am-6:20 pm

2 stops14h 30m

$452

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Sat 1/17

8:35 am-12:10 am

2 stops11h 35m

San Juan Luis Munoz Marin Intl

Thu 1/22

5:40 am-2:55 pm

2 stops13h 15m

$489

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Wed 2/4

6:00 pm-10:30 am

2 stops12h 30m

San Juan Luis Munoz Marin Intl

Wed 2/11

12:10 pm-9:25 pm

2 stops13h 15m

$491

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Thu 4/30

11:55 pm-2:55 pm

2 stops12h 00m

San Juan Luis Munoz Marin Intl

Mon 5/4

2:00 pm-10:30 pm

2 stops11h 30m

$527

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Fri 2/6

6:15 am-10:25 pm

2 stops12h 10m

San Juan Luis Munoz Marin Intl

Fri 2/13

5:30 am-3:00 pm

2 stops13h 30m

$536

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Thu 1/1

8:25 am-12:25 am

2 stops12h 00m

San Juan Luis Munoz Marin Intl

Wed 1/14

5:40 am-2:55 pm

2 stops13h 15m

$575

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Thu 1/22

8:10 am-12:35 am

2 stops12h 25m

San Juan Luis Munoz Marin Intl

Mon 1/26

12:10 pm-9:25 pm

2 stops13h 15m

$603

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Thu 6/4

7:45 pm-10:45 am

2 stops12h 00m

San Juan Luis Munoz Marin Intl

Sun 6/7

5:45 am-6:35 pm

1 stop15h 50m

$659

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Sat 2/14

6:25 pm-10:30 am

2 stops12h 05m

San Juan Luis Munoz Marin Intl

Sat 2/21

4:20 pm-11:50 pm

1 stop11h 30m

$687

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Puerto Rico from

How to get the cheapest flight ticket from Oakland, California to Puerto Rico

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Puerto Rico?

If you don’t want to visit Puerto Rico in October, then you should wait until February to fly from Oakland, California, when ticket prices are also cheap, with an average price of $412.

What is the cheapest day to depart on your flight to Puerto Rico?

On average, the least expensive day to fly to Puerto Rico from Oakland, California is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $387. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Sunday, with ticket prices averaging around $825.

What is the cheapest time of day to depart on your flight to Puerto Rico?

Our most recent data shows that the best time of day to fly to Puerto Rico is in the afternoon. Flights from Oakland, California to Puerto Rico during this time can be as low as $410. In contrast, the most expensive time of day to depart to Puerto Rico is in the evening when prices are around $535.

Cheap Oakland, California to Puerto Rico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oakland, California to Puerto Rico

Fastest flight time

10h 25m

Direct flights

None
The fastest flight from Oakland, California to Puerto Rico takes 10h 25m
There are no direct flights from Oakland, California to Puerto Rico. There are no popular flight routes from Oakland, California to Puerto Rico.
Search flight deals

  • When did momondo last update prices for flights from Oakland Airport to Puerto Rico?

    Prices for flights from Oakland Airport to Puerto Rico are updated daily.

  • How many operators does momondo search for flights from Oakland Airport to Puerto Rico?

  • How old do you have to be to fly from Oakland Airport to Puerto Rico?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Oakland Airport to Puerto Rico.

  • What documentation or ID do you need to fly to Puerto Rico?

    The travel and health documents required for your trip to Puerto Rico can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Puerto Rico. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Oakland, California to Puerto Rico

Compare and see reviews for airlines that fly from Oakland, California to Puerto Rico with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $385Free CancellationRating
7.9
4,250 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Oakland to Puerto Rico?

It is quick and easy to find Oakland to Puerto Rico flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Puerto Rico that suits you.

Can I find flights from Oakland to Puerto Rico with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Oakland to Puerto Rico flights to just show those with flexible booking policies.

How can momondo help me find flights from Oakland to Puerto Rico?

momondo provides multiple filters to help you find the best flight to Puerto Rico from Oakland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Oakland to Puerto Rico right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Puerto Rico, momondo offers a useful price alert feature which will track prices for flights to Puerto Rico from Oakland and alert you when they change.

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