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$441+ Cheap flights from Portland, ME to San Jose, CA (PWM - SJC)

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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJC
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
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Cheap flight deals from Portland to San Jose

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to San Jose (SJC). 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 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$441
(Delta)

Popular in

August

Cheapest in

January

Average price

$448
Provider with most accurate pricing for Portland-San Jose flight deals.
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Provider most trusted by Cheapflights users for Portland-San Jose flights.
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From Portland to San Jose
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($150 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($43 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Portland to San Jose

Cheapest flights from Portland to San Jose
Explore the most affordable flight options available from Portland to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 30, 2025.

This Southwest deal was found by Cheapflights users on 10/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/2012:45 pmPWM - SJC
2 stops11h 40mSouthwest
sáb. 11/228:05 amSJC - PWM
2 stops13h 15mSouthwest
Deal found 10/29$525
This Delta deal was found by Cheapflights users on 10/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 11/146:00 amPWM - SJC
2 stops12h 55mDelta
mar. 11/187:05 amSJC - PWM
2 stops13h 49mDelta
Deal found 10/30$560
This United Airlines deal was found by Cheapflights users on 10/29. 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.
jue. 11/205:00 pmPWM - SJC
1 stop8h 28mUnited Airlines
sáb. 11/226:40 pmSJC - PWM
2 stops12h 24mUnited Airlines
Deal found 10/29$658
This Southwest deal was found by Cheapflights users on 10/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/93:00 pmPWM - SJC
2 stops10h 50mSouthwest
sáb. 11/159:05 amSJC - PWM
2 stops9h 50mSouthwest
Deal found 10/29$742
This United Airlines deal was found by Cheapflights users on 10/30. 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.
vie. 11/1410:45 amPWM - SJC
2 stops13h 08mUnited Airlines
mar. 11/186:30 amSJC - PWM
3 stops13h 31mUnited Airlines
Deal found 10/30$827
This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/91:25 pmPWM - SJC
1 stop10h 13mDelta
sáb. 11/157:46 pmSJC - PWM
2 stops13h 22mDelta
Deal found 10/29$838
This United Airlines deal was found by Cheapflights users on 10/30. 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.
lun. 12/226:00 amPWM - SJC
2 stops18h 16mUnited Airlines
dom. 12/2810:30 pmSJC - PWM
2 stops12h 09mUnited Airlines
Deal found 10/30$917
This United Airlines deal was found by Cheapflights users on 10/29. 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.
dom. 11/95:30 amPWM - SJC
2 stops11h 12mUnited Airlines
sáb. 11/151:30 pmSJC - PWM
3 stops21h 06mUnited Airlines
Deal found 10/29$919
This United Airlines deal was found by Cheapflights users on 10/29. 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.
dom. 12/214:10 pmPWM - SJC
1 stop9h 24mUnited Airlines
lun. 12/2910:30 pmSJC - PWM
1 stop19h 59mUnited Airlines
Deal found 10/29$947

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to San Jose 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 30, 2025.
Use the filters below to find and compare flights from Portland to San Jose that are best for you.

Fly from

Portland

Fly to

San Jose

Route

Depart

Return

Price

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

mar. 3/10

4:50 pm-4:20 pm

2 stops26h 30m

San Jose

mié. 3/11

10:30 pm-1:51 pm

2 stops12h 21m

$441

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

vie. 11/14

6:00 am-3:55 pm

2 stops12h 55m

San Jose

mar. 11/18

7:05 am-11:54 pm

2 stops13h 49m

$560

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

mar. 3/10

4:25 pm-10:30 pm

1 stop9h 05m

San Jose

mié. 3/11

10:40 pm-3:14 pm

1 stop13h 34m

$737

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

dom. 11/9

3:00 pm-10:50 pm

2 stops10h 50m

San Jose

sáb. 11/15

9:05 am-9:55 pm

2 stops9h 50m

$742

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

dom. 11/9

1:25 pm-8:38 pm

1 stop10h 13m

San Jose

sáb. 11/15

7:46 pm-12:08 pm

2 stops13h 22m

$838

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

lun. 12/22

6:00 am-9:16 pm

2 stops18h 16m

San Jose

dom. 12/28

10:30 pm-1:39 pm

2 stops12h 09m

$917

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Compare providers for flights from Portland to San Jose

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 Jose in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Jose, California 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 Jose, California flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Portland, Maine-San Jose, California flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-San Jose, California 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 Jose, California 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 Jose

Have a flexible travel schedule? Discover the best time to fly to San Jose 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 Jose

What is the cheapest month to book a flight from Portland, Maine to San Jose, California?

Currently, March is the cheapest month in which you can book a flight from Portland, Maine to San Jose, California (average of $98). Flying from Portland, Maine to San Jose, California in October is currently the most expensive (average of $178). 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 Jose

Get insights into the airlines that provide service to San Jose. 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 Jose. Reviews last updated octubre 30, 2025.
Peruse reviews from past customers who have flown with Southwest and Delta from Portland to San Jose to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Portland to San Jose. 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 Jose, California?

    Delta can get you from Portland, Maine to San Jose, California in just under 26h 30m. Your travel time can differ by up to . The distance between Portland, Maine and San Jose, California is about 2700 mi.

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

    Our cheapest airline available from Portland, Maine to San Jose, California is Delta. Our recent data shows that you can find tickets from as low as $253 on this airline. An additional option worth looking into is Southwest, starting at $397. Delta is 57% cheaper than the average price of flights available within the next 90 days to this destination.

  • Can I find deals for flights from Portland to San Jose that include hotel bookings?

    Yes. In addition to deals on Portland to San Jose flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to San Jose?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to San Jose.

  • Can I find deals for business class flights from Portland to San Jose?

    Yes. Cheapflights offers flight deals from Portland to San Jose 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 Jose, California?

    Currently, March is the cheapest month in which you can book a flight from Portland, Maine to San Jose, California (average of $98). Flying from Portland, Maine to San Jose, California in October is currently the most expensive (average of $178). 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.

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Top 2 airlines flying from Portland to San Jose

Discover the top 2 airlines that operate flights from Portland to San Jose. 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$253Average$469FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$397Average$476FlexibilityNo cancel feeOn-time63%

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