$394+ 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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJO
Aug 4 — Aug 111
Round-trip
1 adult, Economy
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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
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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
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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 July 5, 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 July 5, 2026.
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Fri 10/306:00 am
PWM
- SJO
1 stop14h 53m
United Airlines
Fri 11/61:55 pm
SJO
- PWM
1 stop8h 28m
United Airlines
Deal found 7/2![United Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 6/30. 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 7/146:01 pm
PWM
- SJO
2 stops21h 10m
American Airlines
Fri 7/176:00 am
SJO
- PWM
2 stops16h 43m
American Airlines
Deal found 6/30![American Airlines logo]()
$474
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:30 am
PWM
- SJO
2 stops15h 10m
Southwest
Wed 10/149:00 am
SJO
- PWM
2 stops11h 35m
Southwest
Deal found 7/1![Southwest logo]()
$475
This Orbitz deal was found by Cheapflights users on 7/2. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:30 am
PWM
- SJO
2 stops29h 05m
Multiple Airlines
Fri 11/64:15 pm
SJO
- PWM
2 stops30h 28m
Multiple Airlines
Deal found 7/2![Multiple Airlines logo]()
$487
This United Airlines deal was found by Cheapflights users on 7/3. 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 10/226:00 am
PWM
- SJO
1 stop7h 38m
United Airlines
Sat 11/148:45 am
SJO
- PWM
2 stops11h 30m
United Airlines
Deal found 7/3![United Airlines logo]()
$490
This Orbitz deal was found by Cheapflights users on 7/3. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:00 am
PWM
- SJO
2 stops38h 50m
Multiple Airlines
Sat 11/149:35 am
SJO
- PWM
2 stops37h 08m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$495
This American Airlines deal was found by Cheapflights users on 6/30. 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 10/97:24 pm
PWM
- SJO
2 stops18h 36m
American Airlines
Sat 10/171:00 pm
SJO
- PWM
2 stops19h 22m
American Airlines
Deal found 6/30![American Airlines logo]()
$506
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:00 am
PWM
- SJO
1 stop7h 54m
Delta
Wed 10/141:23 pm
SJO
- PWM
1 stop8h 13m
Delta
Deal found 7/1![Delta logo]()
$508
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:00 am
PWM
- SJO
1 stop7h 58m
Delta
Thu 11/52:23 pm
SJO
- PWM
2 stops21h 59m
Delta
Deal found 7/2![Delta logo]()
$513
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Thu 10/296:00 am
PWM
- SJO
1 stop14h 53m
United Airlines
Fri 11/611:28 pm
SJO
- PWM
1 stop15h 41m
United Airlines
Deal found 7/2![United Airlines logo]()
$514
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 July 5, 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 July 5, 2026.
This Orbitz deal was found by Cheapflights users on 7/3. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:00 am
PWM
- SJO
2 stops38h 50m
Multiple Airlines
Sat 11/149:35 am
SJO
- PWM
2 stops37h 08m
Multiple Airlines
Deal found 7/3![Multiple Airlines logo]()
$495
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:00 am
PWM
- SJO
1 stop7h 58m
Delta
Thu 11/52:23 pm
SJO
- PWM
1 stop8h 13m
Delta
Deal found 7/2![Delta logo]()
$508
This United Airlines deal was found by Cheapflights users on 7/4. 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 10/96:00 am
PWM
- SJO
1 stop7h 38m
United Airlines
Sat 10/1712:44 pm
SJO
- PWM
1 stop18h 24m
United Airlines
Deal found 7/4![United Airlines logo]()
$546
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:59 pm
PWM
- SJO
2 stops23h 55m
Delta
Wed 10/141:23 pm
SJO
- PWM
1 stop8h 13m
Delta
Deal found 7/1![Delta logo]()
$513
This United Airlines deal was found by Cheapflights users on 7/1. 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.
Thu 10/16:00 am
PWM
- SJO
2 stops32h 21m
United Airlines
Thu 10/151:25 pm
SJO
- PWM
2 stops19h 15m
United Airlines
Deal found 7/1![United Airlines logo]()
$547
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Mon 10/267:43 pm
PWM
- SJO
2 stops25h 56m
United Airlines
Thu 10/291:25 pm
SJO
- PWM
2 stops22h 55m
United Airlines
Deal found 7/2![United Airlines logo]()
$551
Last-minute flights from Portland to San JoséDiscover last-minute flight deals from Portland to San José. Data last updated July 5, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San José. Data last updated July 5, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/30. 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 7/146:01 pm
PWM
- SJO
2 stops21h 10m
American Airlines
Fri 7/176:00 am
SJO
- PWM
2 stops16h 43m
American Airlines
Deal found 6/30![American Airlines logo]()
$474
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/145:15 am
PWM
- SJO
3 stops19h 24m
United Airlines
Fri 7/177:55 am
SJO
- PWM
2 stops37h 56m
United Airlines
Deal found 6/30![United Airlines logo]()
$749
This Expedia deal was found by Cheapflights users on 7/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/211:25 pm
PWM
- SJO
2 stops24h 05m
Multiple Airlines
Fri 8/74:35 pm
SJO
- PWM
2 stops19h 10m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$603
This Avianca deal was found by Cheapflights users on 7/1. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/222:40 pm
PWM
- SJO
2 stops19h 50m
Multiple Airlines
Fri 8/74:35 pm
SJO
- PWM
2 stops19h 10m
Multiple Airlines
Deal found 7/1![Multiple Airlines logo]()
$534
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/145:13 pm
PWM
- SJO
2 stops21h 13m
American Airlines
Fri 8/212:56 pm
SJO
- PWM
2 stops19h 44m
American Airlines
Deal found 6/30![American Airlines logo]()
$549
This Expedia deal was found by Cheapflights users on 6/30. 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 8/142:45 pm
PWM
- SJO
2 stops19h 45m
Multiple Airlines
Fri 8/2112:40 pm
SJO
- PWM
3 stops23h 05m
Multiple Airlines
Deal found 6/30![Multiple Airlines logo]()
$702
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 July 5, 2026.
Search for one-way flight options from Portland to San José. Find affordable one-way fares based on user searches. Data last updated July 5, 2026.
This deal was found by Cheapflights users on 7/2. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:41 am
PWM
- SJO
1 stop7h 59m
JetBlue
Deal found 7/2![JetBlue logo]()
$720
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 July 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $394 (United Airlines) |
Popular in | December |
Cheapest in | July |
Average price | $178 |
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 July 5, 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 - SJO
PWMSJO
Portland
Thu 10/22
6:00 am-6:50 pm
2 stops38h 50m
San José Juan Santamaria Intl
Sat 11/14
9:35 am-11:43 pm
2 stops37h 08m
$495
Quickest round-trip
PortlandSan José
PWM - SJO
PWMSJO
Portland
Thu 10/29
6:00 am-11:58 am
1 stop7h 58m
San José Juan Santamaria Intl
Thu 11/5
2:23 pm-11:36 pm
1 stop8h 13m
$508
PortlandSan José
PWM - SJO
PWMSJO
Portland
Thu 10/1
1:59 pm-11:54 am
2 stops23h 55m
San José Juan Santamaria Intl
Wed 10/14
1:23 pm-11:36 pm
1 stop8h 13m
$513
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
12:44 pm-9:08 am
1 stop18h 24m
$546
PortlandSan José
PWM - SJO
PWMSJO
Portland
Thu 10/1
6:00 am-12:21 pm
2 stops32h 21m
San José Juan Santamaria Intl
Thu 10/15
1:25 pm-10:40 am
2 stops19h 15m
$547
PortlandSan José
PWM - SJO
PWMSJO
Portland
Mon 10/26
7:43 pm-7:39 pm
2 stops25h 56m
San José Juan Santamaria Intl
Thu 10/29
1:25 pm-2:20 pm
2 stops22h 55m
$551
Cheapest one-way
Quickest one-way
PortlandSan José
PWM - SJO
PWMSJO
Portland
Sat 7/18
6:41 am-12:40 pm
1 stop7h 59m
$720
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 July.
| 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 | |
| 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 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.
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
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 $178). Flying from Portland, Maine to San José in December is currently the most expensive (average of $2,191). 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 July 5, 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.
Comfort
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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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Complete your trip
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Portland and San José flights
Browse other Portland and San José flight options. Last updated on July 5, 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 July 5, 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 July 5, 2026.
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 July 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$251 | Average$703 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$274 | Average$351 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$577 | Average$798 | FlexibilityNo cancel fee | On-time63% |