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San Jose

$289+ 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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJC
Mar 20 — Mar 271
Fri 3/20
Fri 3/27
1 adult, Economy
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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 February 18, 2026.

This Southwest deal was found by Cheapflights users on 2/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:30 am
PWM
-
SJC
1 stop10h 10m
Southwest
Thu 3/1210:10 am
SJC
-
PWM
2 stops10h 55m
Southwest
Deal found 2/16$431
This Southwest deal was found by Cheapflights users on 2/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/232:50 pm
PWM
-
SJC
2 stops11h 00m
Southwest
Fri 3/279:30 am
SJC
-
PWM
2 stops11h 35m
Southwest
Deal found 2/14$463
This Southwest deal was found by Cheapflights users on 2/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/125:30 am
PWM
-
SJC
1 stop10h 10m
Southwest
Sun 3/159:50 pm
SJC
-
PWM
1 stop11h 05m
Southwest
Deal found 2/16$494
This Southwest deal was found by Cheapflights users on 2/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/85:30 am
PWM
-
SJC
1 stop15h 40m
Southwest
Sat 3/2110:00 am
SJC
-
PWM
2 stops11h 10m
Southwest
Deal found 2/16$569
This Southwest deal was found by Cheapflights users on 2/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:45 am
PWM
-
SJC
2 stops13h 00m
Southwest
Sat 3/79:50 pm
SJC
-
PWM
1 stop10h 05m
Southwest
Deal found 2/16$572
This United Airlines deal was found by Cheapflights users on 2/14. 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.
Sat 2/285:45 am
PWM
-
SJC
2 stops10h 56m
United Airlines
Sun 3/18:50 am
SJC
-
PWM
2 stops11h 30m
United Airlines
Deal found 2/14$753

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 February 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$431
(Southwest)

One-way from

$289
(Southwest)

Popular in

February

Cheapest in

August

Average price

$570
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. 11% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 February 18, 2026.
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

Mon 3/9

5:30 am-12:40 pm

1 stop10h 10m

San Jose

Thu 3/12

10:10 am-12:05 am

2 stops10h 55m

$431

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Mon 3/23

2:50 pm-10:50 pm

2 stops11h 00m

San Jose

Fri 3/27

9:30 am-12:05 am

2 stops11h 35m

$463

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Thu 3/12

5:30 am-12:40 pm

1 stop10h 10m

San Jose

Sun 3/15

10:55 pm-11:55 am

2 stops10h 00m

$494

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Sun 3/8

5:30 am-5:10 pm

1 stop15h 40m

San Jose

Sat 3/21

10:00 am-12:10 am

2 stops11h 10m

$569

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Tue 3/3

5:45 am-3:45 pm

2 stops13h 00m

San Jose

Sat 3/7

9:50 pm-10:55 am

1 stop10h 05m

$572

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Sun 3/8

5:30 am-5:10 pm

1 stop15h 40m

$289

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Wed 4/15

4:43 pm-7:07 pm

2 stops29h 24m

$291

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Wed 4/15

4:23 pm-10:36 pm

1 stop9h 13m

$330

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Thu 4/16

12:45 pm-8:30 pm

2 stops10h 45m

$349

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Wed 4/15

6:18 pm-6:02 pm

3 stops50h 44m

$381

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/16

Showing 1-10 of 13 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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-San Jose, California flight deals on Cheapflights vs. FlightHub >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 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 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 January is currently the most expensive (average of $197). 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 February 18, 2026.
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
4,294 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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
8,208 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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?

    Southwest can get you from Portland, Maine to San Jose, California in just under 10h 10m. 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 $156 on this airline. An additional option worth looking into is Southwest, starting at $413.

  • 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 January is currently the most expensive (average of $197). 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

Browse thousands of different options on Cheapflights for your next trip

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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 February 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$156Average$448FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$413Average$476FlexibilityNo cancel feeOn-time63%

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