HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portland

$130+ 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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — PWM
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Jose to Portland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 September 11, 2025.

Round-trip from

$377
(United Airlines)

One-way from

$130
(United Airlines)

Popular in

December

Cheapest in

March

Average price

$566
From San Jose to Portland
Search Deals
One-way flight from San Jose to Portland
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($100 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($40 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/10. 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 9/308:45 amSJC - PWM
2 stops12h 14mUnited Airlines
Sun 10/56:14 amPWM - SJC
2 stops10h 26mUnited Airlines
Deal found 9/10$377
This Delta deal was found by Cheapflights users on 9/11. 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 9/2612:35 pmSJC - PWM
1 stop8h 36mDelta
Tue 9/306:00 amPWM - SJC
2 stops11h 45mDelta
Deal found 9/11$417
This Delta deal was found by Cheapflights users on 9/8. 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 9/8$462
This American Airlines deal was found by Cheapflights users on 9/8. 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.
Wed 9/246:00 amSJC - PWM
1 stop8h 45mAmerican Airlines
Tue 9/307:05 amPWM - SJC
2 stops12h 36mAmerican Airlines
Deal found 9/8$467
This Delta deal was found by Cheapflights users on 9/11. 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 10/169:00 amSJC - PWM
2 stops12h 05mDelta
Thu 10/231:27 pmPWM - SJC
1 stop9h 32mDelta
Deal found 9/11$518
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/113:55 pmSJC - PWM
2 stops19h 38mUnited Airlines
Sun 10/196:25 pmPWM - SJC
2 stops18h 27mUnited Airlines
Deal found 9/10$522
This Delta deal was found by Cheapflights users on 9/10. 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 9/2312:35 pmSJC - PWM
1 stop8h 36mDelta
Fri 9/261:35 pmPWM - SJC
1 stop9h 14mDelta
Deal found 9/10$547

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 September 11, 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

Tue 9/30

8:45 am-11:59 pm

2 stops12h 14m

Portland

Sun 10/5

6:14 am-1:40 pm

2 stops10h 26m

$377

San JosePortland

SJC - PWM

SJCPWM

San Jose

Tue 3/3

10:30 pm-11:57 am

2 stops10h 27m

Portland

Thu 3/5

6:00 am-9:32 pm

2 stops18h 32m

$406

San JosePortland

SJC - PWM

SJCPWM

San Jose

Fri 9/26

12:35 pm-12:11 am

1 stop8h 36m

Portland

Tue 9/30

6:00 am-2:45 pm

2 stops11h 45m

$417

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

$462

San JosePortland

SJC - PWM

SJCPWM

San Jose

Wed 9/24

6:00 am-10:29 pm

2 stops13h 29m

Portland

Tue 9/30

7:05 am-4:41 pm

2 stops12h 36m

$472

San JosePortland

SJC - PWM

SJCPWM

San Jose

Thu 10/16

9:00 am-12:05 am

2 stops12h 05m

Portland

Thu 10/23

12:45 pm-10:58 pm

2 stops13h 13m

$523

San JosePortland

SJC - PWM

SJCPWM

San Jose

Tue 9/23

12:35 pm-12:11 am

1 stop8h 36m

Portland

Fri 9/26

1:35 pm-7:49 pm

1 stop9h 14m

$547

San JosePortland

SJC - PWM

SJCPWM

San Jose

Tue 11/11

8:45 am-11:17 pm

2 stops11h 32m

$130

San JosePortland

SJC - PWM

SJCPWM

San Jose

Tue 11/11

10:25 pm-12:30 pm

1 stop11h 05m

$139

San JosePortland

SJC - PWM

SJCPWM

San Jose

Thu 10/2

12:35 pm-12:11 am

1 stop8h 36m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 19 results
1
2

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 September 11, 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
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

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
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

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.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

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 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 to Portland, Maine?

    For as low as $406, United Airlines can have you in Portland, Maine from San Jose in 10h 27m. Airlines will cover a distance of 2700 mi. This flight may include one or multiple stops.

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

    According to our current data, American Airlines ($276), Delta ($276), and Southwest ($462) offers the cheapest pricing from San Jose to Portland, Maine. American Airlines is priced at 51% lower than the current average price of a flight leaving 3 months from now.

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for San Jose to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to Boston flights
San Francisco to Boston flights
San Diego to Boston flights
Ontario to Boston flights
Santa Ana to Boston flights
Burbank to Boston flights
San Jose to Boston flights
Las Vegas to Boston flights
Oakland to Boston flights
Sacramento to Boston flights
Los Angeles to Portland flights
San Francisco to Portland flights
Reno to Boston flights
Long Beach to Boston flights
Fresno to Boston flights
Santa Barbara to Boston flights
Los Angeles to Bangor flights
Ontario to Portland flights
San Diego to Portland flights
Palm Springs to Boston flights
San Luis Obispo to Boston flights
Monterey to Boston flights
Santa Ana to Portland flights
Santa Rosa to Boston flights
San Francisco to Bangor flights
Sacramento to Portland flights
Las Vegas to Portland flights
San Diego to Bangor flights
Medford to Boston flights
Sacramento to Bangor flights
Arcata to Boston flights
Burbank to Portland flights
Bakersfield to Boston flights
Reno to Portland flights
Ontario to Bangor flights
Medford to Portland flights
Palm Springs to Portland flights
Oakland to Portland flights
Santa Ana to Bangor flights
San Francisco to Bar Harbor flights
Las Vegas to Bangor flights
Los Angeles to Bar Harbor flights
San Francisco to Rockland flights
San Jose to Bangor flights
Las Vegas to Augusta flights
Los Angeles to Rockland flights
San Luis Obispo to Portland flights
Fresno to Portland flights
Los Angeles to Augusta flights

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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$276Average$445FlexibilityNo cancel feeOn-time71%
DeltaCheapest$276Average$478FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$462Average$552FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.