$167+ 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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJC
Aug 14 — Aug 211
Round-trip
1 adult, Economy
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Find cheap flights from Portland to San Jose with Cheapflights
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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
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Cheapest flights from Portland to San JoseExplore 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 July 15, 2026.
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 July 15, 2026.
This Southwest deal was found by Cheapflights users on 7/13. 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.
Wed 9/27:45 am
PWM
- SJC
1 stop8h 00m
Southwest
Mon 9/710:30 pm
SJC
- PWM
1 stop8h 25m
Southwest
Deal found 7/13![Southwest logo]()
$333
This Delta deal was found by Cheapflights users on 7/13. 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 12/1012:50 pm
PWM
- SJC
2 stops11h 57m
Delta
Mon 12/145:45 pm
SJC
- PWM
2 stops15h 08m
Delta
Deal found 7/13![Delta logo]()
$343
This Southwest deal was found by Cheapflights users on 7/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:55 am
PWM
- SJC
1 stop10h 05m
Southwest
Mon 9/710:30 pm
SJC
- PWM
1 stop8h 25m
Southwest
Deal found 7/11![Southwest logo]()
$346
This American Airlines deal was found by Cheapflights users on 7/12. 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 9/28:00 am
PWM
- SJC
1 stop8h 40m
American Airlines
Tue 9/86:00 am
SJC
- PWM
2 stops13h 00m
American Airlines
Deal found 7/12![American Airlines logo]()
$371
This United Airlines deal was found by Cheapflights users on 7/12. 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 9/25:03 pm
PWM
- SJC
1 stop8h 47m
United Airlines
Tue 9/86:30 am
SJC
- PWM
1 stop8h 24m
United Airlines
Deal found 7/12![United Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 7/14. 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 10/26:30 am
PWM
- SJC
1 stop8h 55m
Southwest
Mon 10/511:00 pm
SJC
- PWM
1 stop8h 55m
Southwest
Deal found 7/14![Southwest logo]()
$400
This United Airlines deal was found by Cheapflights users on 7/14. 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 10/25:08 pm
PWM
- SJC
1 stop8h 34m
United Airlines
Mon 10/56:35 pm
SJC
- PWM
2 stops11h 33m
United Airlines
Deal found 7/14![United Airlines logo]()
$405
This American Airlines deal was found by Cheapflights users on 7/14. 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 10/27:32 am
PWM
- SJC
2 stops13h 57m
American Airlines
Mon 10/57:16 pm
SJC
- PWM
2 stops12h 47m
American Airlines
Deal found 7/14![American Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 7/14. 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 10/26:30 am
PWM
- SJC
2 stops17h 52m
Delta
Wed 10/79:58 am
SJC
- PWM
2 stops11h 12m
Delta
Deal found 7/14![Delta logo]()
$435
Best flights from Portland to San JoseDiscover carefully curated flight deals from Portland to San Jose that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 15, 2026.
Discover carefully curated flight deals from Portland to San Jose that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 15, 2026.
This Southwest deal was found by Cheapflights users on 7/12. 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 9/35:55 am
PWM
- SJC
1 stop10h 05m
Southwest
Mon 9/710:30 pm
SJC
- PWM
1 stop8h 25m
Southwest
Deal found 7/12![Southwest logo]()
$333
This United Airlines deal was found by Cheapflights users on 7/14. 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 10/25:08 pm
PWM
- SJC
1 stop8h 34m
United Airlines
Mon 10/56:35 pm
SJC
- PWM
2 stops11h 33m
United Airlines
Deal found 7/14![United Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 7/14. 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 10/26:30 am
PWM
- SJC
2 stops17h 52m
Delta
Tue 10/69:58 am
SJC
- PWM
2 stops11h 12m
Delta
Deal found 7/14![Delta logo]()
$435
This Southwest deal was found by Cheapflights users on 7/12. 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.
Wed 9/27:45 am
PWM
- SJC
2 stops10h 35m
Southwest
Mon 9/710:30 pm
SJC
- PWM
1 stop8h 25m
Southwest
Deal found 7/12![Southwest logo]()
$338
This United Airlines deal was found by Cheapflights users on 7/10. 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 10/315:30 am
PWM
- SJC
2 stops12h 36m
United Airlines
Tue 11/38:45 am
SJC
- PWM
2 stops11h 38m
United Airlines
Deal found 7/10![United Airlines logo]()
$442
This Delta deal was found by Cheapflights users on 7/13. 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 12/112:50 pm
PWM
- SJC
2 stops13h 08m
Delta
Thu 12/1010:20 pm
SJC
- PWM
2 stops10h 33m
Delta
Deal found 7/13![Delta logo]()
$479
Last-minute flights from Portland to San JoseDiscover last-minute flight deals from Portland to San Jose. Data last updated July 15, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Jose. Data last updated July 15, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/14. 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.
Mon 7/205:35 am
PWM
- SJC
2 stops11h 20m
Southwest
Fri 7/2410:25 am
SJC
- PWM
2 stops10h 45m
Southwest
Deal found 7/14![Southwest logo]()
$782
This Southwest deal was found by Cheapflights users on 7/13. 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.
Sat 8/18:25 am
PWM
- SJC
1 stop14h 35m
Southwest
Sat 8/810:30 pm
SJC
- PWM
1 stop9h 05m
Southwest
Deal found 7/13![Southwest logo]()
$738
This Southwest deal was found by Cheapflights users on 7/13. 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.
Sat 8/112:35 pm
PWM
- SJC
2 stops13h 20m
Southwest
Fri 8/79:15 am
SJC
- PWM
2 stops10h 10m
Southwest
Deal found 7/13![Southwest logo]()
$783
This Southwest deal was found by Cheapflights users on 7/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/22:35 pm
PWM
- SJC
2 stops11h 35m
Southwest
Sun 8/910:30 pm
SJC
- PWM
1 stop8h 20m
Southwest
Deal found 7/10![Southwest logo]()
$794
This Southwest deal was found by Cheapflights users on 7/13. 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 8/25:30 am
PWM
- SJC
1 stop13h 00m
Southwest
Sat 8/811:00 pm
SJC
- PWM
2 stops10h 45m
Southwest
Deal found 7/13![Southwest logo]()
$796
This Southwest deal was found by Cheapflights users on 7/14. 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 8/112:50 pm
PWM
- SJC
2 stops9h 50m
Southwest
Tue 8/188:45 am
SJC
- PWM
2 stops9h 25m
Southwest
Deal found 7/14![Southwest logo]()
$543
This United Airlines deal was found by Cheapflights users on 7/14. 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 8/116:00 am
PWM
- SJC
1 stop8h 46m
United Airlines
Tue 8/186:20 am
SJC
- PWM
1 stop8h 22m
United Airlines
Deal found 7/14![United Airlines logo]()
$677
One-way flights from Portland to San JoseSearch for one-way flight options from Portland to San Jose. Find affordable one-way fares based on user searches. Data last updated July 15, 2026.
Search for one-way flight options from Portland to San Jose. Find affordable one-way fares based on user searches. Data last updated July 15, 2026.
This Southwest deal was found by Cheapflights users on 7/13. 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.
Sat 8/295:40 am
PWM
- SJC
1 stop8h 50m
Southwest
Deal found 7/13![Southwest logo]()
$167
This Southwest deal was found by Cheapflights users on 7/12. 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.
Mon 11/165:10 am
PWM
- SJC
2 stops11h 45m
Southwest
Deal found 7/12![Southwest logo]()
$172
This Southwest deal was found by Cheapflights users on 7/15. 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 10/85:20 am
PWM
- SJC
1 stop12h 05m
Southwest
Deal found 7/15![Southwest logo]()
$205
This Delta deal was found by Cheapflights users on 7/12. 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 10/232:09 pm
PWM
- SJC
1 stop10h 16m
Delta
Deal found 7/12![Delta logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/165:30 pm
PWM
- SJC
3 stops46h 42m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 7/12. 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 7/215:30 am
PWM
- SJC
1 stop9h 50m
Southwest
Deal found 7/12![Southwest logo]()
$286
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:00 am
PWM
- SJC
3 stops57h 17m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$292
This Delta deal was found by Cheapflights users on 7/13. 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 7/306:00 am
PWM
- SJC
1 stop8h 30m
Delta
Deal found 7/13![Delta logo]()
$294
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 July 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $333 (Southwest) |
One-way from | $167 (Southwest) |
Popular in | August |
Cheapest in | October |
Average price | $706 |
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 July 15, 2026.
Use the filters below to find and compare flights from Portland to San Jose that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Thu 9/3
5:55 am-1:00 pm
1 stop10h 05m
San Jose
Mon 9/7
10:30 pm-9:55 am
1 stop8h 25m
$333
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Wed 9/2
7:45 am-3:20 pm
2 stops10h 35m
San Jose
Mon 9/7
10:30 pm-9:55 am
1 stop8h 25m
$338
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Fri 10/2
5:08 pm-10:42 pm
1 stop8h 34m
San Jose
Mon 10/5
6:35 pm-9:08 am
2 stops11h 33m
$405
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Fri 10/2
6:30 am-9:22 pm
2 stops17h 52m
San Jose
Tue 10/6
9:58 am-12:10 am
2 stops11h 12m
$435
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Sat 10/31
5:30 am-3:06 pm
2 stops12h 36m
San Jose
Tue 11/3
8:45 am-11:23 pm
2 stops11h 38m
$442
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Tue 12/1
12:50 pm-10:58 pm
2 stops13h 08m
San Jose
Thu 12/10
10:20 pm-11:53 am
2 stops10h 33m
$479
Cheapest one-way
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Mon 11/23
5:20 am-1:55 pm
1 stop11h 35m
$167
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Mon 11/16
1:35 pm-10:58 pm
1 stop12h 23m
$167
Quickest one-way
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Mon 10/19
5:20 am-12:25 pm
2 stops10h 05m
$205
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Thu 10/8
5:20 am-2:25 pm
1 stop12h 05m
$205
Showing 1-10 of 11 resultsSorted by cheapest first
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 July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
PWM-SJC
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.
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 July 15, 2026.
Peruse reviews from past customers who have flown with Southwest 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.
Entertainment
7.5
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
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.
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Portland and San Jose flights
Browse other Portland and San Jose flight options. Last updated on July 15, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on July 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San Jose
Explore flights to San Jose departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 15, 2026.
Top airline flying from Portland to San Jose
Discover the top airline 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 July 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$382 | Average$517 | FlexibilityNo cancel fee | On-time63% |