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San José

$157+ Cheap flights from Portland, ME (PWM) to San José (SJO)

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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJO
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Portland to San José

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 14, 2025.

Round-trip from

$326
(Expedia)

One-way from

$157
(Priceline)

Popular in

December

Cheapest in

September

Average price

$563
From Portland to San José Juan Santamaria Intl
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One-way flight from Portland to San José Juan Santamaria Intl
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Highest demand for flights based on searches. 15% potential increase in price ($140 potential increase over avg. RT price).
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Cheapest flight prices on average. 9% potential price decrease ($64 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Portland to San José

Cheapest flights from Portland to San José
Explore the most affordable flight options available from Portland to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Expedia deal was found by Cheapflights users on 8/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/37:09 amPWM - SJO
1 stop7h 51mJetBlue
Thu 10/162:07 pmSJO - PWM
1 stop29h 55mJetBlue
Deal found 8/14$326
This American Airlines deal was found by Cheapflights users on 8/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/35:10 pmPWM - SJO
2 stops20h 02mAmerican Airlines
Thu 10/162:40 pmSJO - PWM
2 stops21h 12mAmerican Airlines
Deal found 8/14$391
This United Airlines deal was found by Cheapflights users on 8/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/286:14 amPWM - SJO
2 stops15h 23mUnited Airlines
Sat 9/61:30 pmSJO - PWM
2 stops30h 29mUnited Airlines
Deal found 8/14$612
This American Airlines deal was found by Cheapflights users on 8/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:39 amPWM - SJO
1 stop9h 41mAmerican Airlines
Wed 1/217:00 amSJO - PWM
2 stops14h 31mAmerican Airlines
Deal found 8/14$704
This Delta deal was found by Cheapflights users on 8/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:00 amPWM - SJO
2 stops15h 55mDelta
Wed 1/217:00 amSJO - PWM
2 stops15h 49mDelta
Deal found 8/13$902
This United Airlines deal was found by Cheapflights users on 8/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:12 amPWM - SJO
1 stop8h 30mUnited Airlines
Wed 1/212:00 pmSJO - PWM
1 stop8h 17mUnited Airlines
Deal found 8/14$1,155

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to San José 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 August 14, 2025.
Use the filters below to find and compare flights from Portland to San José that are best for you.

Fly from

Portland

Fly to

San José

Route

Depart

Return

Price

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 10/3

7:09 am-1:00 pm

1 stop7h 51m

San José Juan Santamaria Intl

Thu 10/16

2:07 pm-10:02 pm

1 stop29h 55m

$326

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 10/3

5:10 pm-11:12 am

2 stops20h 02m

San José Juan Santamaria Intl

Thu 10/16

2:40 pm-1:52 pm

2 stops21h 12m

$391

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 2/3

5:51 am-9:30 pm

2 stops16h 39m

San José Juan Santamaria Intl

Tue 2/24

7:00 am-11:44 pm

2 stops15h 44m

$439

PortlandSan José

PWM - SJO

PWMSJO

Portland

Sat 1/10

7:22 pm-8:39 pm

2 stops26h 17m

San José Juan Santamaria Intl

Sat 1/17

6:30 am-11:17 pm

2 stops15h 47m

$496

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 2/3

7:22 pm-7:45 am

1 stop13h 23m

San José Juan Santamaria Intl

Tue 2/24

7:50 pm-10:44 am

2 stops13h 54m

$498

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 10/3

7:30 am-1:00 pm

1 stop7h 30m

$157

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 10/3

5:10 pm-11:12 am

2 stops20h 02m

$167

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 12/16

4:16 pm-12:05 pm

2 stops20h 49m

$200

PortlandSan José

PWM - SJO

PWMSJO

Portland

Thu 12/18

5:39 am-2:20 pm

1 stop9h 41m

$430

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 12/16

6:00 am-8:39 pm

3 stops15h 39m

$584

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Best time to book a flight from Portland to San José

Have a flexible travel schedule? Discover the best time to fly to San José from Portland 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 Portland to San José

What is the cheapest month to book a flight from Portland, Maine to San José, San José Province?

Currently, September is the cheapest month in which you can book a flight from Portland, Maine to San José, San José Province (average of $398). Flying from Portland, Maine to San José, San José Province in March is currently the most expensive (average of $555). 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.

What is the cheapest time of day to fly from PWM to SJO?

Find hourly flight availability from Portland to San José. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Portland, Maine to San José, San José Province, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 54% versus a flight in the morning.

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. 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 San José. Reviews last updated August 14, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Portland to San José. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Portland to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Portland, Maine to San José, San José Province round-trip?

    Currently priced at $425, American Airlines will fly you from Portland, Maine to San José, San José Province and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and United Airlines - these airlines can fly you to your destination from $462 and $538, respectively. Users have found that American Airlines is 43% cheaper than the other options available to this destination.

  • Can I find deals for flights from Portland to San José that include hotel bookings?

    Yes. In addition to deals on Portland to San José flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to San José?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to San José.

  • Can I find deals for business class flights from Portland to San José?

    Yes. Cheapflights offers flight deals from Portland to San José 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 Portland, Maine to San José, San José Province?

    Currently, September is the cheapest month in which you can book a flight from Portland, Maine to San José, San José Province (average of $398). Flying from Portland, Maine to San José, San José Province in March is currently the most expensive (average of $555). 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

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Heredia
Manuel Antonio
Alajuela
Monteverde
Jacó

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Alternative routes for Portland to San José

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Portland to San José

Discover the top 4 airlines that operate flights from Portland to San José. 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$425Average$726FlexibilityNo cancel feeOn-time71%
DeltaCheapest$462Average$717FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$538Average$789FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$551Average$1,120FlexibilityNo cancel feeOn-time63%

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