$185+ Cheap flights from Portland, ME to San Jose, CA (PWM - SJC)
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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJC
Oct 14 — Oct 211
Round-trip
1 adult, Economy
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Find cheap flights from Portland to San Jose 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 Portland to San Jose
Cheapest
Best
Last-minute
One-way
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 September 14, 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 September 14, 2026.
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 11/1112:13 pm -
2 stops13h 35m
Sat 11/146:00 am -
2 stops12h 36m
Deal found 9/14![American Airlines logo]()
$315
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.
Wed 11/112:05 pm -
1 stop11h 07m
Sat 11/147:00 am -
2 stops14h 19m
Deal found 9/10![Delta logo]()
$374
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/123:23 pm -
1 stop8h 45m
Sun 11/156:30 am -
2 stops13h 51m
Deal found 9/11![United Airlines logo]()
$460
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/121:40 pm -
2 stops11h 55m
Sun 11/157:30 pm -
2 stops11h 20m
Deal found 9/11![Southwest logo]()
$475
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 11/105:08 pm -
1 stop8h 51m
Wed 11/116:30 am -
2 stops13h 51m
Deal found 9/10![United Airlines logo]()
$484
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 September 14, 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 September 14, 2026.
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.
Wed 11/112:05 pm -
1 stop11h 07m
Sat 11/147:00 am -
2 stops14h 19m
Deal found 9/10![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 9/9. 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 11/105:50 am -
2 stops12h 18m
Wed 11/116:30 am -
2 stops13h 51m
Deal found 9/9![United Airlines logo]()
$489
This Delta deal was found by Cheapflights users on 9/13. 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.
Fri 1/156:30 am -
2 stops12h 45m
Mon 1/188:05 pm -
2 stops12h 48m
Deal found 9/13![Delta logo]()
$487
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.
Thu 11/125:50 am -
2 stops12h 18m
Sat 11/146:30 am -
2 stops9h 32m
Deal found 9/10![United Airlines logo]()
$489
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am -
1 stop9h 01m
Wed 9/306:30 am -
1 stop9h 13m
Deal found 9/11![United Airlines logo]()
$581
This Delta deal was found by Cheapflights users on 9/14. 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 10/92:09 pm -
1 stop10h 16m
Sun 10/117:00 am -
2 stops14h 10m
Deal found 9/14![Delta logo]()
$700
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 11/113:23 pm -
1 stop8h 45m
Sat 11/146:30 am -
1 stop12h 18m
Deal found 9/14![United Airlines logo]()
$696
This United Airlines deal was found by Cheapflights users on 9/14. 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 9/295:08 pm -
1 stop8h 34m
Sat 10/38:45 am -
2 stops10h 01m
Deal found 9/14![United Airlines logo]()
$716
Last-minute flights from Portland to San JoseDiscover last-minute flight deals from Portland to San Jose. Data last updated September 14, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Jose. Data last updated September 14, 2026 and is based on user searches.
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:00 am -
1 stop8h 46m
Tue 9/296:30 am -
1 stop9h 13m
Deal found 9/11![United Airlines logo]()
$711
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:08 pm -
1 stop8h 34m
Tue 9/296:30 am -
1 stop9h 13m
Deal found 9/11![United Airlines logo]()
$719
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:00 am -
1 stop9h 01m
Wed 9/306:30 am -
1 stop9h 13m
Deal found 9/11![United Airlines logo]()
$581
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.
Thu 10/811:55 am -
2 stops13h 13m
Tue 10/136:30 am -
2 stops13h 48m
Deal found 9/10![Delta logo]()
$607
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/83:25 pm -
2 stops11h 30m
Mon 10/1210:20 am -
2 stops10h 35m
Deal found 9/10![Southwest logo]()
$658
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.
Thu 10/811:55 am -
2 stops13h 13m
Sun 10/118:32 pm -
2 stops11h 18m
Deal found 9/10![Delta logo]()
$721
This Delta deal was found by Cheapflights users on 9/14. 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 10/92:09 pm -
1 stop10h 16m
Sun 10/117:00 am -
2 stops14h 10m
Deal found 9/14![Delta logo]()
$700
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 September 14, 2026.
Search for one-way flight options from Portland to San Jose. Find affordable one-way fares based on user searches. Data last updated September 14, 2026.
This Delta deal was found by Cheapflights users on 9/9. 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 9/302:10 pm -
1 stop10h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Delta logo]()
$185
This Southwest deal was found by Cheapflights users on 9/9. 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 11/312:45 pm -
2 stops12h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$200
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop9h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![United Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 9/307:00 am -
3 stops39h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$236
This Southwest deal was found by Cheapflights users on 9/9. 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 10/16:30 am -
1 stop8h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$240
This Delta deal was found by Cheapflights users on 9/12. 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 11/132:05 pm -
1 stop11h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Delta logo]()
$249
This United Airlines deal was found by Cheapflights users on 9/9. 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 -
1 stop8h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![United Airlines logo]()
$250
This Southwest deal was found by Cheapflights users on 9/9. 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 10/175:35 am -
1 stop12h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$254
This Delta deal was found by Cheapflights users on 9/9. 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 10/22:05 pm -
2 stops11h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Delta logo]()
$275
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 September 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $315 (American Airlines) |
One-way from | $185 (Delta) |
Popular in | November |
Cheapest in | December |
Average price | $472 |
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 7,457,451 searches. Data last updated September 14, 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
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Wed 9/30
2:10 pm-9:22 pm
1 stop10h 12m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$185
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Tue 11/3
12:45 pm-9:55 pm
2 stops12h 10m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$200
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Sat 10/3
6:00 am-12:01 pm
1 stop9h 01m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$217
Quickest round-trip
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Tue 11/3
5:08 pm-10:59 pm
1 stop8h 51m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$240
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Fri 11/13
2:05 pm-10:12 pm
1 stop11h 07m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$249
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Sat 10/17
5:35 am-3:25 pm
1 stop12h 50m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$254
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Sun 2/7
12:50 pm-8:58 pm
2 stops11h 08m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$254
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Sat 10/3
12:55 pm-10:06 pm
2 stops12h 11m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$290
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Wed 11/11
2:05 pm-10:12 pm
1 stop11h 07m
San Jose
Sat 11/14
7:00 am-12:19 am
2 stops14h 19m
$374
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Fri 1/15
6:30 am-4:15 pm
2 stops12h 45m
San Jose
Mon 1/18
8:05 pm-11:53 am
2 stops12h 48m
$487
Showing 1-10 of 16 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 September.
| 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.
Cheapflights Insights
Everything you need to know about your flight from Portland to San Jose
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 14, 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.
Boarding
8.1
Entertainment
7.5
Crew
8.6
Food
7.0
Comfort
8.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Boarding
8.1
Entertainment
7.5
Crew
8.6
Food
7.0
Comfort
8.0
Overall
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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Complete your trip
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Portland and San Jose flights
Browse other Portland and San Jose flight options. Last updated on September 14, 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 September 14, 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 September 14, 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 7,457,451 searches. Data last updated September 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$388 | Average$497 | FlexibilityNo cancel fee | On-time63% |