Costa Rica

$256+ Cheap flights from Oakland, CA (OAK) to Costa Rica

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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SJO
Jun 8 — Jun 151
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Cheap flight deals from Oakland to Costa Rica

Cheapest flights from Oakland to Costa Rica
Explore the most affordable flight options available from Oakland to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 9, 2026.

This Alaska Airlines deal was found by Cheapflights users on 5/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:03 pm
OAK
-
SJO
2 stops27h 30m
Alaska Airlines
Sun 5/3112:53 am
SJO
-
OAK
2 stops33h 02m
Alaska Airlines
Deal found 5/6$539
This Southwest deal was found by Cheapflights users on 5/8. 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 8/127:45 pm
OAK
-
SJO
2 stops16h 00m
Southwest
Wed 9/161:40 pm
SJO
-
OAK
2 stops18h 15m
Southwest
Deal found 5/8$549
This Southwest deal was found by Cheapflights users on 5/9. 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.
Mon 9/147:55 pm
OAK
-
SJO
2 stops15h 50m
Southwest
Sun 9/2012:35 pm
SJO
-
OAK
2 stops19h 20m
Southwest
Deal found 5/9$551
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:03 pm
OAK
-
SJO
2 stops27h 30m
Alaska Airlines
Thu 6/412:53 am
SJO
-
OAK
2 stops43h 40m
Alaska Airlines
Deal found 5/6$558
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:35 am
OAK
-
SJO
2 stops12h 58m
Alaska Airlines
Mon 6/112:53 am
SJO
-
OAK
2 stops33h 02m
Alaska Airlines
Deal found 5/6$576
This CheapOair deal was found by Cheapflights users on 5/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:35 am
OAK
-
SJO
2 stops12h 58m
Alaska Airlines
Thu 6/412:53 am
SJO
-
OAK
2 stops32h 57m
Alaska Airlines
Deal found 5/5$577
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:35 am
OAK
-
SJO
2 stops12h 58m
Alaska Airlines
Tue 6/212:53 am
SJO
-
OAK
2 stops33h 02m
Alaska Airlines
Deal found 5/6$595
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:03 pm
OAK
-
SJO
2 stops27h 30m
Alaska Airlines
Sun 5/3112:53 am
SJO
-
OAK
2 stops33h 02m
Alaska Airlines
Deal found 5/6$604
This Alaska Airlines deal was found by Cheapflights users on 5/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:55 am
OAK
-
LIR
2 stops54h 51m
Alaska Airlines
Sat 12/56:23 pm
LIR
-
OAK
2 stops17h 42m
Alaska Airlines
Deal found 5/7$608
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:03 pm
OAK
-
SJO
2 stops27h 30m
Alaska Airlines
Wed 6/312:53 am
SJO
-
OAK
2 stops24h 06m
Alaska Airlines
Deal found 5/6$609
This Alaska Airlines deal was found by Cheapflights users on 5/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:03 pm
OAK
-
SJO
2 stops27h 30m
Alaska Airlines
Tue 6/212:53 am
SJO
-
OAK
2 stops33h 02m
Alaska Airlines
Deal found 5/6$623
This Southwest deal was found by Cheapflights users on 5/6. 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.
Thu 7/235:05 am
OAK
-
SJO
2 stops13h 35m
Southwest
Mon 7/271:40 pm
SJO
-
OAK
2 stops10h 35m
Southwest
Deal found 5/6$636

Find flight deals from Oakland to Costa Rica

Keep the following information in mind while searching for Oakland to Costa Rica flight deals. Data was last updated May 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$539
(Alaska Airlines)

One-way from

$256
(Alaska Airlines)

Popular in

December

Cheapest in

September

Average price

$582
Provider with most accurate pricing for San Francisco-San José Juan Santamaria Intl flight deals.
Provider most trusted by Cheapflights users for San Francisco-San José Juan Santamaria Intl flights.
From Oakland to Costa Rica
One-way flight from Oakland to Costa Rica
Highest demand for flights based on searches. 15% potential increase in price ($123 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Average for round-trip flights in May 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to Costa Rica 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 May 9, 2026.
Use the filters below to find and compare flights from Oakland to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OaklandLiberia

OAK - LIR

OAKLIR

Oakland

Wed 8/26

11:55 am-7:46 pm

2 stops54h 51m

Liberia

Sat 12/5

6:23 pm-10:05 am

2 stops17h 42m

$608

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Wed 7/1

5:15 am-7:40 pm

2 stops13h 25m

San José Juan Santamaria Intl

Sat 7/11

8:45 am-9:55 pm

2 stops14h 10m

$696

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Mon 6/22

5:45 am-7:40 pm

2 stops12h 55m

San José Juan Santamaria Intl

Mon 6/29

1:40 pm-11:10 pm

2 stops10h 30m

$735

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Mon 7/20

5:05 am-7:40 pm

2 stops13h 35m

San José Juan Santamaria Intl

Tue 7/28

8:45 am-10:25 pm

2 stops14h 40m

$735

OaklandLiberia

OAK - LIR

OAKLIR

Oakland

Wed 8/26

11:55 am-7:46 pm

2 stops54h 51m

Liberia

Sun 12/6

7:35 pm-7:19 pm

2 stops25h 44m

$766

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Tue 6/2

5:45 am-7:00 pm

2 stops12h 15m

San José Juan Santamaria Intl

Tue 6/9

1:40 pm-11:20 pm

2 stops10h 40m

$775

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Thu 9/24

6:52 pm-6:53 pm

2 stops23h 01m

San José Juan Santamaria Intl

Mon 10/12

7:00 am-9:43 am

2 stops27h 43m

$814

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Thu 5/21

9:35 am-11:33 pm

2 stops12h 58m

San José Juan Santamaria Intl

Sun 5/31

12:53 am-8:55 am

2 stops33h 02m

$875

OaklandLiberia

OAK - LIR

OAKLIR

Oakland

Wed 7/15

9:05 pm-1:10 pm

2 stops15h 05m

Liberia

Tue 7/21

2:10 pm-8:10 am

2 stops19h 00m

$892
Quickest round-trip

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Sat 6/20

8:55 am-7:40 pm

1 stop9h 45m

San José Juan Santamaria Intl

Sat 6/27

8:45 am-7:25 pm

1 stop11h 40m

$893

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

Showing 1-10 of 34 resultsSorted by cheapest first
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Best time to book a flight from Oakland to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica 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 Costa Rica

What is the cheapest month to book a flight from Oakland, California to Costa Rica?

Currently, October is the cheapest month in which you can book a flight from Oakland, California to Costa Rica (average of $394). Flying from Oakland, California to Costa Rica in December is currently the most expensive (average of $1,108). 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.

Reviews of airlines servicing Costa Rica

Get insights into the airlines that provide service to Costa Rica. 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 Costa Rica. Reviews last updated May 9, 2026.
Peruse reviews from past customers who have flown with Southwest from Oakland to Costa Rica 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.

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

Related info for your journey

Find useful and relevant information for your journey from Oakland to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Oakland to Costa Rica?

    Located just 7.0 mi from the city center, Oakland (OAK) is the airport most travelers will use when flying to Costa Rica from Oakland.

  • How long is the flight from Oakland, California to Costa Rica?

    For as low as $549, Southwest can have you in Costa Rica from Oakland, California in 16h. The distance between Oakland, California and Costa Rica is about 3034 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Oakland to Costa Rica that include hotel bookings?

    Yes. In addition to deals on Oakland to Costa Rica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oakland to Costa Rica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to Costa Rica.

  • Can I find deals for business class flights from Oakland to Costa Rica?

    Yes. Cheapflights offers flight deals from Oakland to Costa Rica 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 Costa Rica?

    Currently, October is the cheapest month in which you can book a flight from Oakland, California to Costa Rica (average of $394). Flying from Oakland, California to Costa Rica in December is currently the most expensive (average of $1,108). 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

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Oakland to Costa Rica

Discover the top airline that operate flights from Oakland to Costa Rica. 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 May 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$512Average$578FlexibilityNo cancel feeOn-time63%

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