HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
San José

$116+ 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJO
nov. 1 — nov. 81
sáb. 11/1
sáb. 11/8
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to San José with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 octubre 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$252
(United Airlines)

One-way from

$116
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$526
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. 22% potential increase in price ($223 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($95 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 octubre 2, 2025.

This American Airlines deal was found by Cheapflights users on 10/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/275:59 pmPWM - SJO
2 stops21h 39mAmerican Airlines
lun. 11/33:11 pmSJO - PWM
2 stops19h 35mAmerican Airlines
Deal found 10/1$256
This American Airlines deal was found by Cheapflights users on 10/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/53:52 pmPWM - SJO
2 stops32h 04mAmerican Airlines
lun. 11/101:23 pmSJO - PWM
2 stops21h 50mAmerican Airlines
Deal found 10/1$316
This American Airlines deal was found by Cheapflights users on 10/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/67:02 amPWM - SJO
2 stops30h 10mAmerican Airlines
lun. 11/101:23 pmSJO - PWM
2 stops21h 50mAmerican Airlines
Deal found 10/1$330
This American Airlines deal was found by Cheapflights users on 10/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/56:37 pmPWM - SJO
2 stops18h 45mAmerican Airlines
dom. 11/96:22 amSJO - PWM
2 stops39h 32mAmerican Airlines
Deal found 10/1$335
This American Airlines deal was found by Cheapflights users on 10/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/67:02 amPWM - SJO
2 stops30h 10mAmerican Airlines
dom. 11/93:11 pmSJO - PWM
2 stops29h 24mAmerican Airlines
Deal found 10/1$350
This United Airlines deal was found by Cheapflights users on 9/29. 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.
vie. 11/145:00 pmPWM - SJO
2 stops21h 15mUnited Airlines
vie. 11/212:00 pmSJO - PWM
1 stop8h 17mUnited Airlines
Deal found 9/29$366
This United Airlines deal was found by Cheapflights users on 10/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/2710:45 amPWM - SJO
1 stop10h 08mUnited Airlines
lun. 11/32:00 pmSJO - PWM
1 stop8h 17mUnited Airlines
Deal found 10/1$407
This United Airlines deal was found by Cheapflights users on 10/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/307:22 pmPWM - SJO
2 stops17h 03mUnited Airlines
jue. 11/612:35 pmSJO - PWM
2 stops24h 37mUnited Airlines
Deal found 10/2$443

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 octubre 2, 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

sáb. 1/10

6:00 am-10:25 pm

2 stops17h 25m

San José Juan Santamaria Intl

sáb. 1/17

4:01 pm-12:05 pm

2 stops19h 04m

$261

PortlandSan José

PWM - SJO

PWMSJO

Portland

mar. 3/24

7:50 am-11:00 am

2 stops29h 10m

San José Juan Santamaria Intl

jue. 3/26

12:55 pm-12:00 pm

2 stops21h 05m

$316

PortlandSan José

PWM - SJO

PWMSJO

Portland

jue. 11/6

7:02 am-12:12 pm

2 stops30h 10m

San José Juan Santamaria Intl

lun. 11/10

1:23 pm-12:13 pm

2 stops21h 50m

$330

PortlandSan José

PWM - SJO

PWMSJO

Portland

vie. 11/14

5:00 pm-1:15 pm

2 stops21h 15m

San José Juan Santamaria Intl

vie. 11/21

2:00 pm-11:17 pm

1 stop8h 17m

$366

PortlandSan José

PWM - SJO

PWMSJO

Portland

dom. 2/1

5:22 am-10:25 pm

2 stops18h 03m

San José Juan Santamaria Intl

lun. 3/2

6:20 am-11:44 pm

2 stops16h 24m

$404

PortlandSan José

PWM - SJO

PWMSJO

Portland

lun. 10/27

10:45 am-6:53 pm

1 stop10h 08m

San José Juan Santamaria Intl

lun. 11/3

2:00 pm-11:17 pm

1 stop8h 17m

$407

PortlandSan José

PWM - SJO

PWMSJO

Portland

jue. 1/29

4:10 pm-12:56 pm

1 stop21h 46m

San José Juan Santamaria Intl

dom. 2/8

8:45 am-2:31 pm

2 stops28h 46m

$413

PortlandSan José

PWM - SJO

PWMSJO

Portland

mar. 12/16

6:38 pm-12:13 pm

2 stops18h 35m

$116

PortlandSan José

PWM - SJO

PWMSJO

Portland

jue. 2/26

5:47 am-9:35 pm

2 stops16h 48m

$116

PortlandSan José

PWM - SJO

PWMSJO

Portland

mié. 2/25

5:47 am-9:35 pm

2 stops16h 48m

$116

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/1

Showing 1-10 of 15 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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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, San José Province 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, San José Province flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-San José, San José Province flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-San José, San José Province 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, San José Province 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, 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 $392). Flying from Portland, Maine to San José, San José Province in March is currently the most expensive (average of $552). 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 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 octubre 2, 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
4,248 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

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
8.0
Very good
7,962 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

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
8,933 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

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
11,033 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

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, San José Province?

    Airlines like American Airlines fly from Portland, Maine to San José, San José Province in about 17h 25m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 2469 mi.

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

    Currently priced at $406, 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 $501, respectively. Users have found that American Airlines is 48% 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 $392). Flying from Portland, Maine to San José, San José Province in March is currently the most expensive (average of $552). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to San José

See prices for flight routes from nearby airports that may be better suited for you.
Boston to San José flights
Boston to Liberia flights
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 octubre 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$406Average$749FlexibilityNo cancel feeOn-time71%
DeltaCheapest$462Average$787FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$501Average$777FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$551Average$974FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.