Costa Rica

$225+ 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 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SJO
Mar 5 — Mar 121
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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 February 3, 2026.

This Mytrip deal was found by Cheapflights users on 2/1. 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.
Wed 3/1810:17 pm
OAK
-
SJO
1 stop14h 33m
Multiple Airlines
Wed 3/254:06 pm
SJO
-
OAK
1 stop20h 39m
Multiple Airlines
Deal found 2/1$442
This Gotogate deal was found by Cheapflights users on 1/31. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1710:17 pm
OAK
-
SJO
1 stop14h 33m
Multiple Airlines
Wed 3/254:06 pm
SJO
-
OAK
1 stop20h 39m
Multiple Airlines
Deal found 1/31$447
This Mytrip deal was found by Cheapflights users on 2/1. 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 3/1610:17 pm
OAK
-
SJO
1 stop14h 33m
Multiple Airlines
Tue 3/245:30 am
SJO
-
OAK
2 stops15h 26m
Multiple Airlines
Deal found 2/1$449
This Mytrip deal was found by Cheapflights users on 2/1. 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 2/2310:15 pm
OAK
-
SJO
1 stop20h 10m
Multiple Airlines
Mon 3/24:20 pm
SJO
-
OAK
1 stop21h 25m
Multiple Airlines
Deal found 2/1$451
This Gotogate deal was found by Cheapflights users on 2/2. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/2510:17 pm
OAK
-
SJO
1 stop14h 33m
Multiple Airlines
Wed 4/14:16 pm
SJO
-
OAK
1 stop20h 36m
Multiple Airlines
Deal found 2/2$455
This Booking.com deal was found by Cheapflights users on 2/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2310:15 pm
OAK
-
SJO
1 stop20h 10m
Multiple Airlines
Sun 3/15:30 am
SJO
-
OAK
2 stops15h 26m
Multiple Airlines
Deal found 2/3$463
This Gotogate deal was found by Cheapflights users on 2/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1710:17 pm
OAK
-
SJO
1 stop14h 33m
Multiple Airlines
Mon 3/235:30 am
SJO
-
OAK
2 stops15h 26m
Multiple Airlines
Deal found 2/1$466
This Gotogate deal was found by Cheapflights users on 2/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1710:17 pm
OAK
-
SJO
1 stop14h 33m
Multiple Airlines
Tue 3/245:30 am
SJO
-
OAK
2 stops15h 26m
Multiple Airlines
Deal found 2/1$473
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Tue 8/411:00 am
OAK
-
LIR
2 stops18h 22m
Alaska Airlines
Tue 8/186:39 pm
LIR
-
OAK
2 stops25h 40m
Alaska Airlines
Deal found 2/1$516
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 8/311:00 am
OAK
-
LIR
2 stops18h 22m
Alaska Airlines
Tue 8/186:39 pm
LIR
-
OAK
2 stops25h 40m
Alaska Airlines
Deal found 2/1$544
This Alaska Airlines deal was found by Cheapflights users on 2/1. 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 8/611:00 am
OAK
-
LIR
2 stops18h 22m
Alaska Airlines
Tue 8/186:39 pm
LIR
-
OAK
2 stops25h 40m
Alaska Airlines
Deal found 2/1$558
This Southwest deal was found by Cheapflights users on 1/31. 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 3/189:25 pm
OAK
-
LIR
2 stops14h 50m
Southwest
Wed 3/252:55 pm
LIR
-
OAK
2 stops17h 25m
Southwest
Deal found 1/31$566

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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$442
(Mytrip)

One-way from

$225
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$556
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. 16% potential increase in price ($123 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
Average for round-trip flights in February 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 February 3, 2026.
Use the filters below to find and compare flights from Oakland to Costa Rica that are best for you.

Fly from

Oakland

Fly to

Costa Rica

Route

Depart

Return

Price

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Tue 2/17

9:17 pm-1:50 pm

1 stop14h 33m

San José Juan Santamaria Intl

Sun 3/1

5:30 am-6:56 pm

2 stops15h 26m

$519

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Wed 3/11

10:17 pm-1:50 pm

1 stop14h 33m

San José Juan Santamaria Intl

Mon 3/16

4:06 pm-11:45 am

1 stop20h 39m

$529

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Mon 3/2

9:17 pm-1:50 pm

1 stop14h 33m

San José Juan Santamaria Intl

Fri 3/6

4:20 pm-11:45 am

1 stop21h 25m

$543

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Sun 2/22

9:17 pm-1:50 pm

1 stop14h 33m

San José Juan Santamaria Intl

Mon 3/2

4:20 pm-11:45 am

1 stop21h 25m

$556

OaklandLiberia

OAK - LIR

OAKLIR

Oakland

Wed 3/18

9:25 pm-1:15 pm

2 stops14h 50m

Liberia

Wed 3/25

2:55 pm-7:20 am

2 stops17h 25m

$566

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Wed 2/25

10:15 pm-8:25 pm

1 stop20h 10m

San José Juan Santamaria Intl

Mon 3/2

5:30 am-6:56 pm

2 stops15h 26m

$568

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Fri 4/10

8:10 pm-11:53 pm

2 stops50h 43m

San José Juan Santamaria Intl

Mon 4/20

1:03 am-11:43 pm

2 stops23h 40m

$569

OaklandLiberia

OAK - LIR

OAKLIR

Oakland

Fri 7/31

11:00 am-6:22 am

2 stops18h 22m

Liberia

Tue 8/18

6:39 pm-7:19 pm

2 stops25h 40m

$581

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Wed 3/18

8:16 pm-11:30 pm

3 stops26h 14m

San José Juan Santamaria Intl

Wed 3/25

5:30 am-7:56 pm

2 stops15h 26m

$585

OaklandSan José

OAK - SJO

OAKSJO

Oakland

Sat 4/11

8:10 pm-11:53 pm

2 stops26h 43m

San José Juan Santamaria Intl

Mon 4/20

1:03 am-11:43 pm

2 stops23h 40m

$601

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 36 results
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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, November is the cheapest month in which you can book a flight from Oakland, California to Costa Rica (average of $219). Flying from Oakland, California to Costa Rica in June is currently the most expensive (average of $408). 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 February 3, 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.

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

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.

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

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.

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Comfort

8.0

Entertainment

7.5

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 $566, Southwest can have you in Costa Rica from Oakland, California in 14h 50m. 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, November is the cheapest month in which you can book a flight from Oakland, California to Costa Rica (average of $219). Flying from Oakland, California to Costa Rica in June is currently the most expensive (average of $408). 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

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Alternative routes for Oakland to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.

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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$449Average$759FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$531Average$605FlexibilityNo cancel feeOn-time63%

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