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$172+ Cheap flights from San Jose to Portland, ME (SJC - PWM)

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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — PWM
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$333
(Delta)

One-way from

$172
(Delta)

Popular in

December

Cheapest in

March

Average price

$528
From San Jose to Portland
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One-way flight from San Jose to Portland
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Highest demand for flights based on searches. 14% potential increase in price ($100 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($40 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 29, 2025.

This Delta deal was found by Cheapflights users on 7/27. 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.
Wed 9/2412:35 pmSJC - PWM
1 stop8h 36mDelta
Tue 9/306:00 amPWM - SJC
1 stop8h 17mDelta
Deal found 7/27$333
This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/196:00 amSJC - PWM
2 stops14h 05mAmerican Airlines
Sat 9/279:18 amPWM - SJC
1 stop10h 23mAmerican Airlines
Deal found 7/28$452
This United Airlines deal was found by Cheapflights users on 7/28. 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.
Wed 12/178:45 amSJC - PWM
2 stops11h 24mUnited Airlines
Thu 12/254:10 pmPWM - SJC
1 stop9h 27mUnited Airlines
Deal found 7/28$497
This Southwest deal was found by Cheapflights users on 7/27. 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.
Sun 9/288:55 pmSJC - PWM
1 stop9h 55mSouthwest
Sun 10/51:50 pmPWM - SJC
1 stop12h 05mSouthwest
Deal found 7/27$582
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2812:39 pmSJC - PWM
2 stops19h 49mMultiple Airlines
Wed 9/33:21 pmPWM - SJC
3 stops36h 03mMultiple Airlines
Deal found 7/29$734

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 July 29, 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

Wed 9/24

12:35 pm-12:11 am

1 stop8h 36m

Portland

Tue 9/30

6:00 am-11:17 am

1 stop8h 17m

$333

San JosePortland

SJC - PWM

SJCPWM

San Jose

Fri 9/19

6:00 am-11:05 pm

2 stops14h 05m

Portland

Sat 9/27

9:18 am-4:41 pm

1 stop10h 23m

$452

San JosePortland

SJC - PWM

SJCPWM

San Jose

Wed 12/17

8:45 am-11:09 pm

2 stops11h 24m

Portland

Thu 12/25

4:10 pm-10:37 pm

1 stop9h 27m

$497

San JosePortland

SJC - PWM

SJCPWM

San Jose

Sun 9/28

8:55 pm-9:50 am

1 stop9h 55m

Portland

Sun 10/5

1:50 pm-10:55 pm

1 stop12h 05m

$582

San JosePortland

SJC - PWM

SJCPWM

San Jose

Thu 8/28

12:39 pm-11:28 am

2 stops19h 49m

Portland

Wed 9/3

3:21 pm-12:24 am

3 stops36h 03m

$734

San JosePortland

SJC - PWM

SJCPWM

San Jose

Sat 9/27

6:11 pm-10:40 am

2 stops13h 29m

$172

San JosePortland

SJC - PWM

SJCPWM

San Jose

Sat 9/27

8:55 pm-9:40 am

1 stop9h 45m

$197

San JosePortland

SJC - PWM

SJCPWM

San Jose

Thu 8/14

6:00 am-11:45 am

2 stops26h 45m

$219

San JosePortland

SJC - PWM

SJCPWM

San Jose

Wed 10/29

6:40 pm-10:04 am

2 stops12h 24m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

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 to Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from San Jose to Portland, Maine (average of $296). Flying from San Jose to Portland, Maine in July is currently the most expensive (average of $394). 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 July 29, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United 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
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Delta
8.0
Very good
7,979 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
United Airlines
7.4
Good
8,896 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,238 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

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.

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

    According to our current data, Delta ($333), American Airlines ($452), and United Airlines ($497) offers the cheapest pricing from San Jose to Portland, Maine. Delta is priced at 41% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from San Jose to Portland, Maine one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $172. However, be on the lookout for offers from Southwest and United Airlines, as they are both options that can get you from San Jose to Portland, Maine for a low price.

  • 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 to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from San Jose to Portland, Maine (average of $296). Flying from San Jose to Portland, Maine in July is currently the most expensive (average of $394). 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
Brunswick
North Conway
Auburn
Conway
Lewiston

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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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$276Average$445FlexibilityNo cancel feeOn-time71%
DeltaCheapest$276Average$478FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$489Average$566FlexibilityNo cancel feeOn-time63%

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