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San Jose

$180+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJC
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
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 January 28, 2026.

This Delta deal was found by Cheapflights users on 1/27. 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 2/265:31 am
PWM
-
SJC
1 stop10h 08m
Delta
Mon 3/210:35 pm
SJC
-
PWM
2 stops10h 25m
Delta
Deal found 1/27$364
This Southwest deal was found by Cheapflights users on 1/27. 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 2/265:30 am
PWM
-
SJC
2 stops12h 40m
Southwest
Mon 3/29:30 am
SJC
-
PWM
2 stops10h 15m
Southwest
Deal found 1/27$369
This Delta deal was found by Cheapflights users on 1/27. 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 2/105:30 am
PWM
-
SJC
2 stops13h 50m
Delta
Wed 2/116:20 am
SJC
-
PWM
2 stops14h 02m
Delta
Deal found 1/27$370
This Delta deal was found by Cheapflights users on 1/25. 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 5/25:21 am
PWM
-
SJC
1 stop9h 59m
Delta
Wed 5/68:05 pm
SJC
-
PWM
2 stops13h 13m
Delta
Deal found 1/25$394
This Southwest deal was found by Cheapflights users on 1/26. 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 9/257:40 am
PWM
-
SJC
1 stop8h 05m
Southwest
Sun 9/2710:30 pm
SJC
-
PWM
1 stop8h 20m
Southwest
Deal found 1/26$447
This Delta deal was found by Cheapflights users on 1/26. 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 9/256:30 am
PWM
-
SJC
2 stops15h 07m
Delta
Sun 9/2710:56 pm
SJC
-
PWM
1 stop9h 59m
Delta
Deal found 1/26$452
This Delta deal was found by Cheapflights users on 1/27. 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 2/105:30 am
PWM
-
SJC
2 stops13h 50m
Delta
Thu 2/129:15 am
SJC
-
PWM
2 stops12h 03m
Delta
Deal found 1/27$460
This Delta deal was found by Cheapflights users on 1/26. 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 7/236:30 am
PWM
-
SJC
2 stops15h 07m
Delta
Mon 7/2710:20 pm
SJC
-
PWM
2 stops22h 39m
Delta
Deal found 1/26$472

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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$364
(Delta)

One-way from

$180
(Delta)
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

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 January 28, 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

Thu 2/26

5:31 am-12:39 pm

1 stop10h 08m

San Jose

Mon 3/2

10:35 pm-12:00 pm

2 stops10h 25m

$364

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Thu 2/26

11:50 am-8:45 pm

2 stops11h 55m

San Jose

Mon 3/2

9:30 am-10:45 pm

2 stops10h 15m

$369

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Sat 5/2

5:21 am-12:20 pm

1 stop9h 59m

San Jose

Wed 5/6

8:05 pm-12:18 pm

2 stops13h 13m

$394

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Tue 2/10

5:30 am-4:20 pm

2 stops13h 50m

San Jose

Thu 2/12

9:15 am-12:18 am

2 stops12h 03m

$460

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Thu 7/23

6:30 am-6:37 pm

2 stops15h 07m

San Jose

Mon 7/27

10:20 pm-11:59 pm

2 stops22h 39m

$472

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Thu 7/23

10:25 am-3:25 pm

1 stop8h 00m

San Jose

Mon 7/27

9:40 pm-9:55 am

1 stop9h 15m

$487

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Thu 3/5

4:23 pm-10:56 pm

1 stop9h 33m

San Jose

Sun 3/8

10:55 pm-1:57 pm

2 stops12h 02m

$523

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Wed 2/11

12:43 pm-9:20 pm

2 stops11h 37m

San Jose

Sat 2/14

10:35 pm-11:20 pm

2 stops21h 45m

$530

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Tue 2/10

5:30 am-12:56 pm

1 stop10h 26m

San Jose

Tue 2/10

10:45 pm-12:03 pm

2 stops10h 18m

$564

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Thu 2/19

5:31 am-12:39 pm

1 stop10h 08m

$180

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 17 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 January.
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 $101). Flying from Portland, Maine to San Jose, California in July is currently the most expensive (average of $188). 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 January 28, 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
4,268 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

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
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

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
8,123 reviews
Southwest
8.0
Very good
4,268 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

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?

    Delta and Southwest can get you from Portland, Maine to San Jose, California in just under 10h 08m. Your travel time can differ by up to 1h 47m. 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 $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 $101). Flying from Portland, Maine to San Jose, California in July is currently the most expensive (average of $188). 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 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$156Average$448FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$413Average$476FlexibilityNo cancel feeOn-time63%

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