$195+ Cheap flights from Portland, ME (PWM) to San José (SJO)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJO
Nov 18 — Nov 251
Round-trip
1 adult, Economy
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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
Cheapest
Best
Last-minute
One-way
Cheapest flights from Portland to San JoséExplore 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 October 19, 2026.
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 October 19, 2026.
This American Airlines deal was found by Cheapflights users on 10/17. 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 12/16:47 pm -
2 stops21h 05m
Tue 12/81:42 pm -
2 stops19h 56m
Deal found 10/17![American Airlines logo]()
$508
This United Airlines deal was found by Cheapflights users on 10/17. 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.
Tue 12/17:00 am -
1 stop13h 53m
Tue 12/81:55 pm -
1 stop8h 29m
Deal found 10/17![United Airlines logo]()
$513
This United Airlines deal was found by Cheapflights users on 10/16. 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 10/288:49 am -
1 stop12h 04m
Wed 11/411:28 pm -
1 stop8h 32m
Deal found 10/16![United Airlines logo]()
$540
This American Airlines deal was found by Cheapflights users on 10/16. 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.
Wed 10/286:00 am -
2 stops16h 21m
Wed 11/42:01 pm -
2 stops19h 00m
Deal found 10/16![American Airlines logo]()
$554
This United Airlines deal was found by Cheapflights users on 10/19. 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 11/255:08 pm -
2 stops21h 14m
Wed 12/21:55 pm -
1 stop8h 29m
Deal found 10/19![United Airlines logo]()
$567
This United Airlines deal was found by Cheapflights users on 10/16. 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 10/295:50 am -
1 stop15h 03m
Thu 11/51:55 pm -
1 stop8h 26m
Deal found 10/16![United Airlines logo]()
$603
This American Airlines deal was found by Cheapflights users on 10/18. 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.
Thu 11/195:45 am -
1 stop8h 22m
Tue 12/12:07 pm -
2 stops19h 23m
Deal found 10/18![American Airlines logo]()
$615
This American Airlines deal was found by Cheapflights users on 10/16. 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.
Wed 11/256:47 pm -
2 stops21h 51m
Wed 12/23:54 pm -
2 stops19h 08m
Deal found 10/16![American Airlines logo]()
$629
Best flights from Portland to San JoséDiscover carefully curated flight deals from Portland to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2026.
Discover carefully curated flight deals from Portland to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2026.
This United Airlines deal was found by Cheapflights users on 10/15. 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 2/248:55 am -
1 stop11h 58m
Wed 3/311:28 pm -
1 stop13h 10m
Deal found 10/15![United Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 10/17. 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.
Tue 12/17:00 am -
1 stop13h 53m
Tue 12/81:55 pm -
1 stop8h 29m
Deal found 10/17![United Airlines logo]()
$513
This United Airlines deal was found by Cheapflights users on 10/14. 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.
Fri 1/296:00 am -
2 stops15h 39m
Fri 2/51:15 am -
2 stops18h 48m
Deal found 10/14![United Airlines logo]()
$567
This United Airlines deal was found by Cheapflights users on 10/17. 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 11/255:08 pm -
2 stops21h 14m
Wed 12/21:55 pm -
1 stop8h 29m
Deal found 10/17![United Airlines logo]()
$567
This United Airlines deal was found by Cheapflights users on 10/18. 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.
Sat 11/145:08 pm -
2 stops19h 17m
Thu 11/191:55 pm -
1 stop8h 26m
Deal found 10/18![United Airlines logo]()
$567
This United Airlines deal was found by Cheapflights users on 10/18. 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.
Fri 1/297:50 pm -
1 stop17h 52m
Thu 2/41:55 pm -
1 stop30h 08m
Deal found 10/18![United Airlines logo]()
$570
This United Airlines deal was found by Cheapflights users on 10/14. 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.
Fri 1/297:50 pm -
1 stop17h 07m
Fri 2/51:25 pm -
1 stop24h 19m
Deal found 10/14![United Airlines logo]()
$572
This United Airlines deal was found by Cheapflights users on 10/15. 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 2/227:43 pm -
1 stop16h 47m
Mon 3/18:45 am -
2 stops29h 08m
Deal found 10/15![United Airlines logo]()
$612
Last-minute flights from Portland to San JoséDiscover last-minute flight deals from Portland to San José. Data last updated October 19, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San José. Data last updated October 19, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/16. 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 10/288:49 am -
1 stop12h 04m
Wed 11/411:28 pm -
1 stop8h 32m
Deal found 10/16![United Airlines logo]()
$540
This American Airlines deal was found by Cheapflights users on 10/16. 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.
Wed 10/286:00 am -
2 stops16h 21m
Wed 11/42:01 pm -
2 stops19h 00m
Deal found 10/16![American Airlines logo]()
$554
This United Airlines deal was found by Cheapflights users on 10/14. 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 10/285:50 am -
1 stop15h 03m
Fri 10/3010:28 pm -
1 stop18h 24m
Deal found 10/14![United Airlines logo]()
$655
This United Airlines deal was found by Cheapflights users on 10/16. 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 10/295:50 am -
1 stop15h 03m
Thu 11/51:55 pm -
1 stop8h 26m
Deal found 10/16![United Airlines logo]()
$603
This American Airlines deal was found by Cheapflights users on 10/18. 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.
Thu 11/195:45 am -
1 stop8h 22m
Tue 12/12:07 pm -
2 stops19h 23m
Deal found 10/18![American Airlines logo]()
$615
This United Airlines deal was found by Cheapflights users on 10/19. 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 11/255:08 pm -
2 stops21h 14m
Wed 12/21:55 pm -
1 stop8h 29m
Deal found 10/19![United Airlines logo]()
$567
This American Airlines deal was found by Cheapflights users on 10/16. 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.
Wed 11/256:47 pm -
2 stops21h 51m
Wed 12/23:54 pm -
2 stops19h 08m
Deal found 10/16![American Airlines logo]()
$629
One-way flights from Portland to San JoséSearch for one-way flight options from Portland to San José. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
Search for one-way flight options from Portland to San José. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
This United Airlines deal was found by Cheapflights users on 10/15. 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.
Tue 2/27:30 am -
2 stops14h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![United Airlines logo]()
$195
This United Airlines deal was found by Cheapflights users on 10/15. 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 2/47:50 pm -
2 stops18h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![United Airlines logo]()
$200
This American Airlines deal was found by Cheapflights users on 10/16. 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.
Sun 11/16:00 am -
2 stops15h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![American Airlines logo]()
$241
This American Airlines deal was found by Cheapflights users on 10/16. 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.
Wed 12/306:42 pm -
2 stops20h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![American Airlines logo]()
$271
This BusinessClass deal was found by Cheapflights users on 10/18. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/106:36 pm -
2 stops20h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![GOL logo]()
$308
This United Airlines deal was found by Cheapflights users on 10/18. 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.
Sun 1/109:10 am -
2 stops28h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![United Airlines logo]()
$310
This United Airlines deal was found by Cheapflights users on 10/15. 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.
Tue 11/38:47 am -
2 stops29h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![United Airlines logo]()
$311
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 October 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $437 (American Airlines) |
One-way from | $195 (United Airlines) |
Popular in | December |
Cheapest in | July |
Average price | $392 |
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 7,457,451 searches. Data last updated October 19, 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
Cheapest round-trip
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Tue 2/2
7:30 am-8:39 pm
2 stops14h 09m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$195
Quickest round-trip
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Thu 2/4
6:00 am-6:16 pm
2 stops13h 16m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$195
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Sun 11/1
6:00 am-8:50 pm
2 stops15h 50m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$241
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Wed 12/30
6:42 pm-2:35 pm
2 stops20h 53m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$271
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Sun 1/10
9:10 am-12:15 pm
2 stops28h 05m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$310
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Tue 11/3
8:47 am-1:22 pm
2 stops29h 35m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$311
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Wed 2/24
8:55 am-7:53 pm
1 stop11h 58m
San José Juan Santamaria Intl
Wed 3/3
11:28 pm-1:38 pm
1 stop13h 10m
$496
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Tue 12/1
7:00 am-7:53 pm
1 stop13h 53m
San José Juan Santamaria Intl
Tue 12/8
1:55 pm-11:24 pm
1 stop8h 29m
$513
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Fri 1/29
6:00 am-8:39 pm
2 stops15h 39m
San José Juan Santamaria Intl
Fri 2/5
1:15 am-9:03 pm
2 stops18h 48m
$567
PortlandSan José
PWM Portland - SJO San José Juan Santamaria Intl
PWMSJO
Portland
Wed 11/25
5:08 pm-1:22 pm
2 stops21h 14m
San José Juan Santamaria Intl
Wed 12/2
1:55 pm-11:24 pm
1 stop8h 29m
$567
Showing 1-10 of 14 resultsSorted 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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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 Jos é 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.
PWM-SJO
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
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 October 19, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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.
Entertainment
7.5
Food
7.0
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.5
Food
7.0
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.5
Food
7.0
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.5
Food
7.0
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.5
Food
7.0
Overall
7.9
Boarding
8.1
Comfort
8.0
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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.
Traveling to a place near San José?
Book flights to San José if you plan to visit one of these locationsAlajuela
Jacó
Heredia
Dominical
Manuel Antonio
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Portland and San José flights
Browse other Portland and San José flight options. Last updated on October 19, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on October 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San José
Explore flights to San José departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 19, 2026.
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 7,457,451 searches. Data last updated October 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$145 | Average$620 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$274 | Average$349 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$448 | Average$703 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$577 | Average$798 | FlexibilityNo cancel fee | On-time63% |