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$443+ Cheap flights from San Jose, CA to Portland, ME (SJC - PWM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — PWM
nov. 27 — dic. 41
jue. 11/27
jue. 12/4
1 adult, Economy
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Cheap flight deals from San Jose to Portland

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) to Portland (PWM). 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 octubre 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$443
(Delta)

Popular in

December

Cheapest in

March

Average price

$641
Provider with most accurate pricing for San Jose-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Portland flights.
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From San Jose to Portland
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($102 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($41 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from San Jose to Portland

Cheapest flights from San Jose to Portland
Explore the most affordable flight options available from San Jose to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 28, 2025.

This Southwest deal was found by Cheapflights users on 10/28. 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.
vie. 12/268:50 amSJC - PWM
2 stops12h 15mSouthwest
mié. 12/3112:45 pmPWM - SJC
2 stops12h 40mSouthwest
Deal found 10/28$503
This Delta deal was found by Cheapflights users on 10/27. 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.
lun. 11/1010:25 pmSJC - PWM
1 stop11h 05mDelta
jue. 11/134:53 pmPWM - SJC
2 stops9h 59mDelta
Deal found 10/27$552
This United Airlines deal was found by Cheapflights users on 10/28. 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.
mié. 11/126:40 pmSJC - PWM
2 stops11h 39mUnited Airlines
dom. 11/163:20 pmPWM - SJC
1 stop8h 33mUnited Airlines
Deal found 10/28$652
This United Airlines deal was found by Cheapflights users on 10/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/106:30 amSJC - PWM
3 stops13h 47mUnited Airlines
jue. 11/132:20 pmPWM - SJC
2 stops11h 08mUnited Airlines
Deal found 10/27$806
This Southwest deal was found by Cheapflights users on 10/27. 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.
mar. 10/288:00 amSJC - PWM
2 stops11h 30mSouthwest
mar. 11/412:45 pmPWM - SJC
2 stops11h 40mSouthwest
Deal found 10/27$867
This United Airlines deal was found by Cheapflights users on 10/28. 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.
mar. 11/256:40 pmSJC - PWM
2 stops21h 19mUnited Airlines
lun. 12/14:52 pmPWM - SJC
1 stop8h 36mUnited Airlines
Deal found 10/28$1,042
This United Airlines deal was found by Cheapflights users on 10/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/306:40 pmSJC - PWM
2 stops11h 38mUnited Airlines
dom. 11/23:20 pmPWM - SJC
1 stop8h 33mUnited Airlines
Deal found 10/27$1,062

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose to Portland 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 octubre 28, 2025.
Use the filters below to find and compare flights from San Jose to Portland that are best for you.

Fly from

San Jose

Fly to

Portland

Route

Depart

Return

Price

San JosePortland

SJC - PWM

SJCPWM

San Jose

mar. 3/3

10:30 pm-1:51 pm

2 stops12h 21m

Portland

jue. 3/5

5:30 am-12:09 pm

1 stop9h 39m

$443

San JosePortland

SJC - PWM

SJCPWM

San Jose

vie. 12/26

8:50 am-12:05 am

2 stops12h 15m

Portland

mié. 12/31

12:45 pm-10:25 pm

2 stops12h 40m

$503

San JosePortland

SJC - PWM

SJCPWM

San Jose

lun. 11/10

10:25 pm-12:30 pm

1 stop11h 05m

Portland

jue. 11/13

4:53 pm-11:52 pm

2 stops9h 59m

$552

San JosePortland

SJC - PWM

SJCPWM

San Jose

mié. 11/12

6:40 pm-9:19 am

2 stops11h 39m

Portland

dom. 11/16

3:20 pm-8:53 pm

1 stop8h 33m

$652

San JosePortland

SJC - PWM

SJCPWM

San Jose

lun. 11/10

6:30 am-11:17 pm

3 stops13h 47m

Portland

jue. 11/13

2:20 pm-10:28 pm

2 stops11h 08m

$806

San JosePortland

SJC - PWM

SJCPWM

San Jose

mar. 11/25

10:20 am-12:05 am

2 stops10h 45m

Portland

lun. 12/1

11:50 am-7:15 pm

2 stops10h 25m

$867

San JosePortland

SJC - PWM

SJCPWM

San Jose

mar. 11/25

6:40 pm-3:38 pm

1 stop17h 58m

Portland

lun. 12/1

4:52 pm-10:28 pm

1 stop8h 36m

$1,069

San JosePortland

SJC - PWM

SJCPWM

San Jose

mié. 11/12

10:25 pm-12:08 pm

2 stops10h 43m

$659

San JosePortland

SJC - PWM

SJCPWM

San Jose

mié. 11/12

6:30 am-9:50 pm

1 stop12h 20m

$934

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Compare providers for flights from San Jose to Portland

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 San Jose to Portland in October.
ProviderPrice AccuracyTrust Score*
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 San Jose, California-Portland, Maine flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San Jose, California-Portland, Maine flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from San Jose, California-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Jose, California-Portland, Maine 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 San Jose, California-Portland, Maine 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 San Jose to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from San Jose 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 San Jose to Portland

What is the cheapest month to book a flight from San Jose, California to Portland, Maine?

Currently, March is the cheapest month in which you can book a flight from San Jose, California to Portland, Maine (average of $127). Flying from San Jose, California to Portland, Maine in June is currently the most expensive (average of $218). 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 Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated octubre 28, 2025.
Read reviews from past customers who have flown Southwest, Delta, and American Airlines from San Jose to Portland. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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
7,994 reviews
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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.
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,240 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

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 San Jose to Portland. 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 San Jose, California to Portland, Maine?

    A quick flight from San Jose, California to Portland, Maine can take about 12h 15m. Delta provides one of the quickest options available for as low as $503. There are 2700 mi between San Jose, California and Portland, Maine. This flight may include one or multiple stops.

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

    Flying on American Airlines is currently your cheapest option to Portland, Maine, with prices starting at $276. Additional round-trip tickets that might be worth considering are offered by Delta and Southwest, with the lowest prices starting at $276 and $462, respectively. Users have found that American Airlines is 51% cheaper than the other options available to this destination.

  • Can I find deals for flights from San Jose to Portland that include hotel bookings?

    Yes. In addition to deals on San Jose to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Portland.

  • Can I find deals for business class flights from San Jose to Portland?

    Yes. Cheapflights offers flight deals from San Jose to Portland 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 San Jose, California to Portland, Maine?

    Currently, March is the cheapest month in which you can book a flight from San Jose, California to Portland, Maine (average of $127). Flying from San Jose, California to Portland, Maine in June is currently the most expensive (average of $218). 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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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Top 3 airlines flying from San Jose to Portland

Discover the top 3 airlines that operate flights from San Jose to Portland. 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 octubre 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$276Average$445FlexibilityNo cancel feeOn-time71%
DeltaCheapest$276Average$478FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$462Average$552FlexibilityNo cancel feeOn-time63%

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