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San José

$106+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJO
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$248
(American Airlines)

One-way from

$106
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$731
Provider with most accurate pricing for Portland-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-San José Juan Santamaria Intl flights.
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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. 24% potential increase in price ($255 potential increase over avg. RT price).
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Cheapest flight prices on average. 12% potential price decrease ($90 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 13, 2025.

This United Airlines deal was found by Cheapflights users on 11/11. 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.
Wed 11/129:45 amPWM - SJO
2 stops11h 54mUnited Airlines
Wed 11/192:00 pmSJO - PWM
1 stop8h 17mUnited Airlines
Deal found 11/11$252
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Sat 11/157:02 amPWM - SJO
2 stops15h 15mAmerican Airlines
Thu 11/206:00 amSJO - PWM
2 stops16h 41mAmerican Airlines
Deal found 11/12$264
This Delta deal was found by Cheapflights users on 11/12. 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.
Sat 11/156:00 amPWM - SJO
1 stop8h 05mDelta
Thu 11/207:00 amSJO - PWM
1 stop14h 19mDelta
Deal found 11/12$296
This American Airlines deal was found by Cheapflights users on 11/12. 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 11/2412:26 pmPWM - SJO
2 stops11h 46mAmerican Airlines
Mon 12/83:38 pmSJO - PWM
2 stops18h 59mAmerican Airlines
Deal found 11/12$369
This Delta deal was found by Cheapflights users on 11/12. 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 11/241:25 pmPWM - SJO
1 stop9h 42mDelta
Mon 12/87:00 amSJO - PWM
1 stop14h 23mDelta
Deal found 11/12$393
This American Airlines deal was found by Cheapflights users on 11/12. 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 12/16:37 pmPWM - SJO
2 stops18h 34mAmerican Airlines
Tue 12/96:00 amSJO - PWM
2 stops14h 37mAmerican Airlines
Deal found 11/12$462
This Delta deal was found by Cheapflights users on 11/13. 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 12/11:25 pmPWM - SJO
1 stop9h 42mDelta
Tue 12/97:00 amSJO - PWM
1 stop14h 23mDelta
Deal found 11/13$530
This American Airlines deal was found by Cheapflights users on 11/11. 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.
Tue 12/306:41 pmPWM - SJO
2 stops18h 52mAmerican Airlines
Tue 1/66:00 amSJO - PWM
2 stops16h 43mAmerican Airlines
Deal found 11/11$770
This Kiwi.com deal was found by Cheapflights users on 11/10. 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.
Wed 12/2411:16 amPWM - SJO
2 stops32h 43mMultiple Airlines
Tue 12/3012:39 pmSJO - PWM
1 stop20h 57mMultiple Airlines
Deal found 11/10$801

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 November 13, 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

Sun 1/25

5:30 am-10:15 pm

1 stop17h 45m

San José Juan Santamaria Intl

Sun 2/8

7:00 am-10:29 pm

1 stop14h 29m

$296

PortlandSan José

PWM - SJO

PWMSJO

Portland

Thu 1/29

5:30 am-10:15 pm

1 stop17h 45m

San José Juan Santamaria Intl

Mon 2/9

7:00 am-10:29 pm

1 stop14h 29m

$296

PortlandSan José

PWM - SJO

PWMSJO

Portland

Sun 1/25

5:30 am-10:15 pm

1 stop17h 45m

San José Juan Santamaria Intl

Sat 2/7

7:00 am-11:59 pm

2 stops15h 59m

$300

PortlandSan José

PWM - SJO

PWMSJO

Portland

Wed 1/28

6:17 am-10:15 pm

2 stops16h 58m

San José Juan Santamaria Intl

Fri 2/6

2:31 pm-1:45 pm

2 stops22h 14m

$300

PortlandSan José

PWM - SJO

PWMSJO

Portland

Sun 1/25

6:00 am-10:15 pm

2 stops17h 15m

San José Juan Santamaria Intl

Thu 2/5

7:00 am-11:22 pm

2 stops15h 22m

$300

PortlandSan José

PWM - SJO

PWMSJO

Portland

Wed 1/28

6:17 am-10:15 pm

2 stops16h 58m

San José Juan Santamaria Intl

Sun 2/8

7:00 am-10:29 pm

1 stop14h 29m

$300

PortlandSan José

PWM - SJO

PWMSJO

Portland

Wed 1/28

6:17 am-10:15 pm

2 stops16h 58m

San José Juan Santamaria Intl

Mon 2/9

7:00 am-10:29 pm

1 stop14h 29m

$300

PortlandSan José

PWM - SJO

PWMSJO

Portland

Thu 1/29

5:30 am-10:15 pm

1 stop17h 45m

San José Juan Santamaria Intl

Sat 2/7

7:00 am-11:59 pm

2 stops15h 59m

$300

PortlandSan José

PWM - SJO

PWMSJO

Portland

Mon 1/26

5:20 am-9:02 pm

2 stops16h 42m

San José Juan Santamaria Intl

Thu 2/12

7:00 am-10:49 pm

2 stops14h 49m

$308

PortlandSan José

PWM - SJO

PWMSJO

Portland

Tue 1/27

5:56 pm-10:15 pm

2 stops29h 19m

San José Juan Santamaria Intl

Mon 2/9

7:00 am-10:29 pm

1 stop14h 29m

$337

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 20 results
1
2

Compare providers for flights from Portland to San José

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to San José in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland, Maine-San José flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-San José flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Portland, Maine-San José flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-San José flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-San José flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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?

Currently, November is the cheapest month in which you can book a flight from Portland, Maine to San José (average of $198). Flying from Portland, Maine to San José in August is currently the most expensive (average of $321). 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.

How much does it cost to fly round-trip from Portland, Maine to San José?

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 November 13, 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
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,007 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,017 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,051 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Portland, Maine to San José?

    A quick flight from Portland, Maine to San José can take about 17h 45m. Delta provides one of the quickest options available for as low as $296. There are 2469 mi between Portland, Maine and San José.

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

    Currently priced at $351, American Airlines will fly you from Portland, Maine to San José 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 $473, respectively. You may be able to fly from Portland, Maine to San José for 55% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Portland, Maine to San José one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $112. Users have also found prices from $193 and $210 on United Airlines and JetBlue, respectively.

  • 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?

    Currently, November is the cheapest month in which you can book a flight from Portland, Maine to San José (average of $198). Flying from Portland, Maine to San José in August is currently the most expensive (average of $321). 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
Dominical

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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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Portland to Liberia flights

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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$351Average$731FlexibilityNo cancel feeOn-time71%
DeltaCheapest$462Average$787FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$473Average$735FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$551Average$1,120FlexibilityNo cancel feeOn-time63%

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