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$385+ Cheap flights from Portland, ME to San Jose (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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJC
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$452
(Delta)

One-way from

$385
(Delta)

Popular in

August

Cheapest in

January

Average price

$469
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. 20% potential increase in price ($152 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($42 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 17, 2025.

This Southwest deal was found by Cheapflights users on 9/16. 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 10/77:40 amPWM - SJC
1 stop13h 25mSouthwest
Tue 10/148:55 pmSJC - PWM
1 stop11h 20mSouthwest
Deal found 9/16$484
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/76:00 amPWM - SJC
2 stops15h 14mUnited Airlines
Tue 10/146:30 amSJC - PWM
2 stops14h 29mUnited Airlines
Deal found 9/16$501
This Delta deal was found by Cheapflights users on 9/17. 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 10/26:00 amPWM - SJC
1 stop8h 17mDelta
Sun 10/56:11 pmSJC - PWM
2 stops13h 25mDelta
Deal found 9/17$545
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/11:35 pmPWM - SJC
1 stop9h 14mDelta
Sun 10/56:11 pmSJC - PWM
2 stops13h 25mDelta
Deal found 9/16$552
This KAYAK deal was found by Cheapflights users on 9/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/711:30 amPWM - SJC
2 stops14h 28mDelta
Thu 10/97:00 amSJC - PWM
2 stops14h 05mDelta
Deal found 9/16$690
This Southwest deal was found by Cheapflights users on 9/16. 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 10/77:40 amPWM - SJC
1 stop13h 25mSouthwest
Thu 10/910:00 amSJC - PWM
2 stops11h 05mSouthwest
Deal found 9/16$697
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/314:54 pmPWM - SJC
1 stop8h 36mUnited Airlines
Fri 11/76:30 amSJC - PWM
1 stop12h 20mUnited Airlines
Deal found 9/16$872

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 September 17, 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

Tue 3/10

5:30 am-12:09 pm

1 stop9h 39m

San Jose

Wed 3/11

6:30 am-11:05 pm

2 stops13h 35m

$452

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Tue 10/7

7:40 am-6:05 pm

1 stop13h 25m

San Jose

Tue 10/14

7:55 am-10:30 pm

2 stops11h 35m

$484

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Tue 10/7

6:00 am-6:14 pm

2 stops15h 14m

San Jose

Tue 10/14

6:30 am-11:59 pm

2 stops14h 29m

$501

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Fri 10/3

1:35 pm-7:49 pm

1 stop9h 14m

San Jose

Sun 10/5

6:11 pm-10:36 am

2 stops13h 25m

$545

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Thu 10/2

6:00 am-11:17 am

1 stop8h 17m

San Jose

Sun 10/5

6:11 pm-10:36 am

2 stops13h 25m

$545

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Fri 10/3

9:18 am-4:41 pm

1 stop10h 23m

San Jose

Sun 10/5

6:00 am-6:31 pm

1 stop9h 31m

$547

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Wed 10/1

1:35 pm-7:49 pm

1 stop9h 14m

San Jose

Sun 10/5

10:30 pm-12:22 pm

1 stop10h 52m

$547

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Mon 10/6

1:46 pm-10:58 pm

2 stops12h 12m

$385

PortlandSan Jose

PWM - SJC

PWMSJC

Portland

Mon 10/6

6:14 am-9:52 am

2 stops30h 38m

$474

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

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?

Currently, September is the cheapest month in which you can book a flight from Portland, Maine to San Jose (average of $255). Flying from Portland, Maine to San Jose in June is currently the most expensive (average of $359). 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 September 17, 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
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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?

    Airlines like Delta and Southwest fly from Portland, Maine to San Jose in about 9h 39m. The time it takes to get you to your destination can typically vary by up to 3h 46m. Airlines will cover a distance of 2700 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Flying on Delta is currently your cheapest option to San Jose, with prices starting at $253. Another option worth looking into is Southwest, starting at $397 round trip. Delta is currently priced 57% below the average price you’ll pay for this route.

  • 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?

    Currently, September is the cheapest month in which you can book a flight from Portland, Maine to San Jose (average of $255). Flying from Portland, Maine to San Jose in June is currently the most expensive (average of $359). 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$253Average$462FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$397Average$486FlexibilityNo cancel feeOn-time63%

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