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$159+ Cheap flights from Portland, ME to San Jose, CA (PWM - SJC)

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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJC
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$318
(Delta)

One-way from

$159
(Delta)

Popular in

November

Cheapest in

January

Average price

$1,092
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
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One-way flight from Portland to San Jose
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Highest demand for flights based on searches. 16% potential increase in price ($125 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($50 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 13, 2025.

This Delta deal was found by Cheapflights users on 11/12. 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 12/56:15 amPWM - SJC
2 stops15h 42mDelta
Wed 12/107:15 amSJC - PWM
2 stops13h 44mDelta
Deal found 11/12$318
This American Airlines deal was found by Cheapflights users on 11/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1312:23 pmPWM - SJC
2 stops11h 05mAmerican Airlines
Tue 12/166:00 amSJC - PWM
2 stops14h 37mAmerican Airlines
Deal found 11/11$382
This United Airlines deal was found by Cheapflights users on 11/11. 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.
Sat 12/136:00 amPWM - SJC
3 stops18h 27mUnited Airlines
Tue 12/168:45 amSJC - PWM
2 stops11h 24mUnited Airlines
Deal found 11/11$445
This Southwest deal was found by Cheapflights users on 11/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/25:30 amPWM - SJC
2 stops13h 05mSouthwest
Sat 12/66:45 amSJC - PWM
2 stops12h 10mSouthwest
Deal found 11/11$482
This United Airlines deal was found by Cheapflights users on 11/12. 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 12/56:00 amPWM - SJC
3 stops14h 51mUnited Airlines
Wed 12/108:45 amSJC - PWM
2 stops11h 24mUnited Airlines
Deal found 11/12$558
This Southwest deal was found by Cheapflights users on 11/12. 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.
Mon 12/223:15 pmPWM - SJC
2 stops10h 35mSouthwest
Tue 12/2310:20 amSJC - PWM
2 stops10h 45mSouthwest
Deal found 11/12$664
This United Airlines deal was found by Cheapflights users on 11/11. 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.
Tue 12/29:45 amPWM - SJC
3 stops14h 42mUnited Airlines
Sat 12/68:45 amSJC - PWM
2 stops11h 27mUnited Airlines
Deal found 11/11$768
This Delta deal was found by Cheapflights users on 11/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/24:53 pmPWM - SJC
2 stops10h 00mDelta
Sat 12/67:45 pmSJC - PWM
2 stops13h 28mDelta
Deal found 11/11$807
This United Airlines deal was found by Cheapflights users on 11/11. 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.
Wed 11/264:40 pmPWM - SJC
1 stop8h 48mUnited Airlines
Sun 11/306:40 pmSJC - PWM
1 stop18h 08mUnited Airlines
Deal found 11/11$1,149
This Delta deal was found by Cheapflights users on 11/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1312:53 pmPWM - SJC
2 stops11h 52mDelta
Tue 12/167:45 pmSJC - PWM
2 stops13h 28mDelta
Deal found 11/11$1,429

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 November 13, 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

Fri 12/5

6:08 am-6:57 pm

2 stops15h 49m

San Jose

Wed 12/10

7:15 am-11:59 pm

2 stops13h 44m

$318

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Sat 12/13

12:23 pm-8:28 pm

2 stops11h 05m

San Jose

Tue 12/16

6:00 am-11:37 pm

2 stops14h 37m

$382

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Sat 12/13

6:00 am-9:27 pm

3 stops18h 27m

San Jose

Tue 12/16

8:45 am-11:09 pm

2 stops11h 24m

$445

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Fri 12/5

6:00 am-5:51 pm

3 stops14h 51m

San Jose

Wed 12/10

8:45 am-11:09 pm

2 stops11h 24m

$558

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Mon 12/22

3:15 pm-10:50 pm

2 stops10h 35m

San Jose

Tue 12/23

10:20 am-12:05 am

2 stops10h 45m

$664

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Tue 12/2

4:53 pm-11:53 pm

2 stops10h 00m

San Jose

Sat 12/6

7:45 pm-12:13 pm

2 stops13h 28m

$807

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Fri 3/13

5:30 am-12:09 pm

1 stop9h 39m

San Jose

Sat 3/21

6:25 pm-11:57 am

2 stops14h 32m

$904

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Wed 11/26

4:40 pm-10:28 pm

1 stop8h 48m

San Jose

Sun 11/30

6:40 pm-3:48 pm

1 stop18h 08m

$1,149

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Tue 12/9

6:08 am-6:56 pm

2 stops15h 48m

$159

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Tue 4/14

1:00 pm-8:30 pm

1 stop10h 30m

$184

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

Showing 1-10 of 20 results
1
2

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 November.
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 April is currently the most expensive (average of $174). 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 November 13, 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
4,235 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

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
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

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
8,009 reviews
Southwest
8.0
Very good
4,235 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

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, American Airlines, and United Airlines can get you from Portland, Maine to San Jose, California in just under 11h 05m. Your travel time can differ by up to 7h 22m. The distance between Portland, Maine and San Jose, California is about 2700 mi. This flight may include one or multiple stops.

  • 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 60% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Portland, Maine to San Jose, California one-way?

    The cheapest airlines for a one-way flight from Portland, Maine to San Jose, California are Delta ($159), Southwest ($184), and American Airlines ($189).

  • 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 April is currently the most expensive (average of $174). 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$253Average$469FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$397Average$476FlexibilityNo cancel feeOn-time63%

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