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San José

$171+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJO
Jul 15 — Jul 221
Wed 7/15
Wed 7/22
1 adult, Economy
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Cheap 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 June 15, 2026.

This American Airlines deal was found by Cheapflights users on 6/14. 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.
Tue 9/87:05 am
PWM
-
SJO
2 stops14h 47m
American Airlines
Tue 9/152:57 pm
SJO
-
PWM
2 stops20h 15m
American Airlines
Deal found 6/14$421
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Mon 10/266:00 am
PWM
-
SJO
2 stops30h 25m
United Airlines
Wed 10/2811:35 am
SJO
-
PWM
2 stops21h 09m
United Airlines
Deal found 6/11$435
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/97:20 pm
PWM
-
SJO
2 stops17h 45m
American Airlines
Sat 10/171:05 pm
SJO
-
PWM
2 stops22h 17m
American Airlines
Deal found 6/10$453
This United Airlines deal was found by Cheapflights users on 6/14. 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.
Wed 6/176:00 am
PWM
-
SJO
2 stops15h 37m
United Airlines
Tue 6/3012:44 pm
SJO
-
PWM
1 stop8h 46m
United Airlines
Deal found 6/14$462
This American Airlines deal was found by Cheapflights users on 6/14. 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 9/145:18 pm
PWM
-
SJO
2 stops21h 41m
American Airlines
Mon 9/212:57 pm
SJO
-
PWM
2 stops20h 15m
American Airlines
Deal found 6/14$486
This Travelocity deal was found by Cheapflights users on 6/14. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/81:17 pm
PWM
-
SJO
3 stops24h 28m
Multiple Airlines
Tue 9/159:25 am
SJO
-
PWM
2 stops36h 27m
Multiple Airlines
Deal found 6/14$496
This Delta deal was found by Cheapflights users on 6/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:00 am
PWM
-
SJO
1 stop7h 54m
Delta
Tue 9/151:25 pm
SJO
-
PWM
1 stop8h 00m
Delta
Deal found 6/14$503
This Travelocity deal was found by Cheapflights users on 6/14. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:00 am
PWM
-
SJO
2 stops31h 30m
Multiple Airlines
Mon 9/2112:40 pm
SJO
-
PWM
3 stops33h 12m
Multiple Airlines
Deal found 6/14$536

Find 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 June 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$421
(American Airlines)

One-way from

$171
(United Airlines)

Popular in

December

Cheapest in

July

Average price

$716
Provider with most accurate pricing for Portland-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-San José Juan Santamaria Intl flights.
Search Deals
From Portland to San José Juan Santamaria Intl
Search Deals
One-way flight from Portland to San José Juan Santamaria Intl
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($160 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 10% potential price decrease ($59 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

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 June 15, 2026.
Use the filters below to find and compare flights from Portland to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandSan José

PWM - SJO

PWMSJO

Portland

Mon 10/26

6:00 am-10:25 am

2 stops30h 25m

San José Juan Santamaria Intl

Wed 10/28

10:28 pm-10:57 pm

1 stop22h 29m

$441

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 10/9

7:20 pm-11:05 am

2 stops17h 45m

San José Juan Santamaria Intl

Sat 10/17

1:05 pm-1:22 pm

2 stops22h 17m

$453
Quickest round-trip

PortlandSan José

PWM - SJO

PWMSJO

Portland

Fri 10/9

6:00 am-11:38 am

1 stop7h 38m

San José Juan Santamaria Intl

Sat 10/17

7:55 am-10:02 am

2 stops24h 07m

$639
Cheapest one-way
Quickest one-way

PortlandSan José

PWM - SJO

PWMSJO

Portland

Wed 10/7

6:00 am-11:38 am

1 stop7h 38m

$190

PortlandSan José

PWM - SJO

PWMSJO

Portland

Wed 9/16

6:00 am-11:38 am

1 stop7h 38m

$230

PortlandSan José

PWM - SJO

PWMSJO

Portland

Sat 6/20

6:00 am-10:39 pm

2 stops18h 39m

$268

PortlandSan José

PWM - SJO

PWMSJO

Portland

Wed 9/16

11:08 am-11:55 pm

3 stops38h 47m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Sorted by cheapest first

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 June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-San José flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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, July is the cheapest month in which you can book a flight from Portland, Maine to San José (average of $201). Flying from Portland, Maine to San José in December is currently the most expensive (average of $1,266). 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 June 15, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican 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
7.9
Good
4,235 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

7.9

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.
Southwest
7.9
Good
4,235 reviews
Southwest
7.9
Good
4,235 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

7.9

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.
United Airlines
7.4
Good
9,830 reviews
Southwest
7.9
Good
4,235 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

7.9

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.
American Airlines
7.1
Good
11,660 reviews
Southwest
7.9
Good
4,235 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

7.9

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 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. United Airlines provides one of the quickest options available for as low as $453. There are 2469 mi between Portland, Maine and San José. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Currently priced at $251, United Airlines will fly you from Portland, Maine to San José and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Southwest - these airlines can fly you to your destination from $274 and $577, respectively. You may be able to fly from Portland, Maine to San José for 59% 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 JetBlue. According to our data, you can fly for as low as $103. Users have also found prices from $109 and $120 on United Airlines and American Airlines, 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, July is the cheapest month in which you can book a flight from Portland, Maine to San José (average of $201). Flying from Portland, Maine to San José in December is currently the most expensive (average of $1,266). 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
Alajuela
Jacó
Heredia
Dominical
Manuel Antonio

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Top 3 airlines flying from Portland to San José

Discover the top 3 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 June 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$251Average$716FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$274Average$349FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$577Average$798FlexibilityNo cancel feeOn-time63%

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