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San Jose

$137+ 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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJC
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
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1. Tell us where you want to go

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Cheap 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 December 4, 2025.

This Southwest deal was found by Cheapflights users on 12/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/213:15 pmPWM - SJC
2 stops10h 35mSouthwest
Wed 12/317:00 amSJC - PWM
2 stops12h 15mSouthwest
Deal found 12/2$580
This Delta deal was found by Cheapflights users on 12/2. 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.
Wed 12/176:08 amPWM - SJC
2 stops11h 55mDelta
Mon 1/56:20 pmSJC - PWM
2 stops16h 25mDelta
Deal found 12/2$613
This United Airlines deal was found by Cheapflights users on 12/2. 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 12/185:30 amPWM - SJC
2 stops11h 03mUnited Airlines
Mon 1/510:30 pmSJC - PWM
2 stops12h 26mUnited Airlines
Deal found 12/2$617
This Southwest deal was found by Cheapflights users on 12/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/203:05 pmPWM - SJC
2 stops10h 40mSouthwest
Thu 1/17:10 amSJC - PWM
2 stops12h 05mSouthwest
Deal found 12/2$637
This United Airlines deal was found by Cheapflights users on 12/3. 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.
Wed 12/1710:02 amPWM - SJC
2 stops14h 25mUnited Airlines
Wed 12/319:00 amSJC - PWM
2 stops11h 22mUnited Airlines
Deal found 12/3$667
This United Airlines deal was found by Cheapflights users on 12/3. 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.
Wed 12/1710:02 amPWM - SJC
2 stops14h 25mUnited Airlines
Tue 12/309:00 amSJC - PWM
2 stops21h 44mUnited Airlines
Deal found 12/3$679
This United Airlines deal was found by Cheapflights users on 12/3. 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 12/1810:19 amPWM - SJC
2 stops13h 57mUnited Airlines
Mon 12/2210:30 pmSJC - PWM
2 stops12h 09mUnited Airlines
Deal found 12/3$693
This United Airlines deal was found by Cheapflights users on 12/3. 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.
Wed 12/1710:02 amPWM - SJC
2 stops14h 25mUnited Airlines
Mon 12/2910:30 pmSJC - PWM
2 stops22h 29mUnited Airlines
Deal found 12/3$694
This United Airlines deal was found by Cheapflights users on 12/2. 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.
Wed 12/1710:35 amPWM - SJC
2 stops13h 52mUnited Airlines
Fri 1/210:30 pmSJC - PWM
2 stops22h 29mUnited Airlines
Deal found 12/2$698
This United Airlines deal was found by Cheapflights users on 12/2. 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 12/185:30 amPWM - SJC
2 stops11h 03mUnited Airlines
Fri 1/210:30 pmSJC - PWM
2 stops22h 29mUnited Airlines
Deal found 12/2$702
This Delta deal was found by Cheapflights users on 12/3. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:08 amPWM - SJC
2 stops11h 55mDelta
Wed 12/311:45 pmSJC - PWM
2 stops19h 32mDelta
Deal found 12/3$706
This United Airlines deal was found by Cheapflights users on 12/2. 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.
Wed 12/1710:35 amPWM - SJC
2 stops13h 52mUnited Airlines
Thu 1/19:00 amSJC - PWM
2 stops11h 59mUnited Airlines
Deal found 12/2$718

Find 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 December 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$398
(Southwest)

One-way from

$137
(Delta)

Popular in

November

Cheapest in

January
Provider with most accurate pricing for Portland-San Jose flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-San Jose flights.
Search Deals
From Portland to San Jose
Search Deals
One-way flight from Portland to San Jose
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($125 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 8% potential price decrease ($50 potential savings vs. average RT price).
Search Deals

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 December 4, 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

Thu 3/19

5:30 am-12:03 pm

1 stop9h 33m

San Jose

Mon 3/23

10:45 pm-1:50 pm

2 stops12h 05m

$452

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Tue 1/13

11:12 am-8:56 pm

2 stops36h 44m

San Jose

Sat 1/17

8:40 am-11:30 pm

2 stops11h 50m

$469

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Sat 2/7

8:40 am-8:56 pm

2 stops15h 16m

San Jose

Wed 2/11

8:40 am-11:30 pm

2 stops11h 50m

$487

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Sat 3/21

1:10 pm-9:05 pm

1 stop10h 55m

San Jose

Sun 3/29

9:50 pm-2:15 pm

1 stop13h 25m

$492

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Sat 3/21

5:30 am-5:30 pm

2 stops15h 00m

San Jose

Sun 3/29

6:25 pm-12:00 pm

2 stops14h 35m

$501

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Sat 12/20

3:05 pm-10:45 pm

2 stops10h 40m

San Jose

Thu 1/1

8:40 am-10:15 pm

2 stops10h 35m

$613

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Wed 12/17

10:02 am-9:27 pm

2 stops14h 25m

San Jose

Mon 12/29

10:30 pm-11:59 pm

2 stops22h 29m

$694

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Thu 12/18

5:30 am-1:33 pm

2 stops11h 03m

San Jose

Fri 1/2

10:30 pm-11:59 pm

2 stops22h 29m

$702

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Wed 12/17

6:08 am-3:03 pm

2 stops11h 55m

San Jose

Sun 1/4

6:54 pm-10:54 pm

2 stops25h 00m

$733

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Thu 12/18

10:19 am-9:16 pm

2 stops13h 57m

San Jose

Tue 12/30

9:00 am-9:44 am

2 stops21h 44m

$734

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/4

Showing 1-10 of 19 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 December.
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 December 4, 2025.
Peruse reviews from past customers who have flown with 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.
Delta
7.9
Good
8,011 reviews

Food

7.3

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
7.9
Good
8,011 reviews
Delta
7.9
Good
8,011 reviews

Food

7.3

Crew

8.5

Boarding

8.1

Overall

7.9

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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, United Airlines, and Southwest can get you from Portland, Maine to San Jose, California in just under 9h 33m. Your travel time can differ by up to 27h 11m. The distance between Portland, Maine and San Jose, California is about 2700 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly 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 $156 on this airline. Delta is 75% 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 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.

See more FAQs

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Top airline flying from Portland to San Jose

Discover the top airline 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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$253Average$462FlexibilityNo cancel feeOn-timeN/A

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