Costa Rica

$214+ 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SJO
Jul 25 — Aug 11
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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 June 25, 2026.

This Travelocity deal was found by Cheapflights users on 6/21. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/88:00 am
OAK
-
LIR
2 stops20h 22m
Alaska Airlines
Tue 12/1511:22 am
LIR
-
OAK
3 stops24h 43m
Alaska Airlines
Deal found 6/21$592
This Southwest deal was found by Cheapflights users on 6/22. 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 8/247:40 pm
OAK
-
SJO
2 stops16h 05m
Southwest
Sun 8/3012:35 pm
SJO
-
OAK
2 stops19h 20m
Southwest
Deal found 6/22$634
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1211:15 pm
OAK
-
SJO
2 stops12h 33m
Multiple Airlines
Mon 10/197:00 am
SJO
-
OAK
1 stop15h 44m
Multiple Airlines
Deal found 6/20$636
This Southwest deal was found by Cheapflights users on 6/22. 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.
Sat 11/77:40 pm
OAK
-
SJO
2 stops14h 40m
Southwest
Sat 11/142:40 pm
SJO
-
OAK
2 stops18h 00m
Southwest
Deal found 6/22$637
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2211:15 pm
OAK
-
SJO
2 stops15h 40m
Multiple Airlines
Sat 8/297:00 am
SJO
-
OAK
1 stop15h 44m
Multiple Airlines
Deal found 6/22$656
This Southwest deal was found by Cheapflights users on 6/22. 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.
Fri 8/217:40 pm
OAK
-
SJO
2 stops15h 35m
Southwest
Sun 8/3012:35 pm
SJO
-
OAK
2 stops19h 50m
Southwest
Deal found 6/22$666
This Mytrip deal was found by Cheapflights users on 6/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/248:22 pm
OAK
-
SJO
2 stops18h 33m
Multiple Airlines
Sun 8/3012:25 pm
SJO
-
OAK
1 stop10h 19m
Multiple Airlines
Deal found 6/21$670
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:30 pm
OAK
-
SJO
1 stop15h 25m
Multiple Airlines
Sat 8/297:00 am
SJO
-
OAK
1 stop15h 44m
Multiple Airlines
Deal found 6/22$679
This Kiwi.com deal was found by Cheapflights users on 6/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2211:15 pm
OAK
-
SJO
2 stops15h 40m
Multiple Airlines
Sun 8/307:00 am
SJO
-
OAK
1 stop15h 44m
Multiple Airlines
Deal found 6/22$686
This Ovago deal was found by Cheapflights users on 6/24. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/102:50 pm
OAK
-
SJO
2 stops27h 09m
Multiple Airlines
Mon 8/1710:03 am
SJO
-
OAK
2 stops24h 54m
Multiple Airlines
Deal found 6/24$689
This Southwest deal was found by Cheapflights users on 6/20. 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.
Fri 7/109:05 pm
OAK
-
LIR
2 stops15h 00m
Southwest
Thu 7/162:10 pm
LIR
-
OAK
2 stops18h 20m
Southwest
Deal found 6/20$697
This Southwest deal was found by Cheapflights users on 6/21. 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.
Tue 7/287:55 pm
OAK
-
LIR
2 stops16h 15m
Southwest
Sun 8/211:50 am
LIR
-
OAK
2 stops13h 35m
Southwest
Deal found 6/21$876

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 June 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$592
(Travelocity)

One-way from

$214
(Mytrip)

Popular in

December

Cheapest in

February

Average price

$769
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. 12% potential increase in price ($96 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in June 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 June 25, 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

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Sat 11/7

7:40 pm-12:20 pm

2 stops14h 40m

San José Juan Santamaria Intl

Sat 11/14

2:40 pm-6:40 am

2 stops18h 00m

$637

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Fri 8/21

7:40 pm-12:15 pm

2 stops15h 35m

San José Juan Santamaria Intl

Sun 8/30

12:35 pm-7:25 am

2 stops19h 50m

$666

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Mon 7/20

8:22 pm-9:56 pm

2 stops24h 34m

San José Juan Santamaria Intl

Sat 7/25

7:00 am-6:34 pm

2 stops12h 34m

$765

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Tue 10/27

6:50 pm-7:30 pm

2 stops47h 40m

San José Juan Santamaria Intl

Sun 11/1

1:43 am-4:33 pm

2 stops40h 50m

$779

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Wed 8/5

5:35 pm-11:46 pm

2 stops29h 11m

San José Juan Santamaria Intl

Tue 8/11

1:06 am-4:55 pm

2 stops16h 49m

$821

OaklandLiberia

OAK - LIR

OAKLIR

Oakland

Tue 7/28

7:55 pm-1:10 pm

2 stops16h 15m

Liberia

Sun 8/2

11:50 am-12:25 am

2 stops13h 35m

$876

OaklandLiberia

OAK - LIR

OAKLIR

Oakland

Mon 11/16

6:52 pm-6:55 pm

2 stops22h 03m

Liberia

Thu 11/19

10:00 am-11:11 am

2 stops27h 11m

$887

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Wed 8/5

5:35 pm-11:46 pm

2 stops29h 11m

San José Juan Santamaria Intl

Sun 8/9

1:06 am-9:26 am

2 stops33h 20m

$904
Quickest round-trip

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Mon 7/20

5:30 am-7:40 pm

2 stops13h 10m

San José Juan Santamaria Intl

Sat 7/25

8:45 am-9:10 pm

1 stop13h 25m

$956

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Sat 7/25

6:49 am-11:46 pm

3 stops15h 57m

San José Juan Santamaria Intl

Tue 7/28

1:06 am-10:41 pm

3 stops22h 35m

$969

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/23

Showing 1-10 of 35 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, June is the cheapest month in which you can book a flight from Oakland, California to Costa Rica (average of $281). Flying from Oakland, California to Costa Rica in December is currently the most expensive (average of $880). 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 June 25, 2026.
Peruse reviews from past customers who have flown with Southwest and Avianca 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.

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

7.9

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

7.9

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Entertainment

7.5

Comfort

8.0

Crew

8.6

Overall

7.9

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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 $876, Alaska Airlines can have you in Costa Rica from Oakland, California in 16h 15m. The distance between Oakland, California and Costa Rica is about 2941 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, June is the cheapest month in which you can book a flight from Oakland, California to Costa Rica (average of $281). Flying from Oakland, California to Costa Rica in December is currently the most expensive (average of $880). 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 2 airlines flying from Oakland to Costa Rica

Discover the top 2 airlines 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 June 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$512Average$578FlexibilityNo cancel feeOn-time63%
AviancaCheapest$602Average$679FlexibilityNo cancel feeOn-time71%

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