$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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJC
Nov 16 — Nov 231
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
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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
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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 October 17, 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 October 17, 2026.
This Delta deal was found by Cheapflights users on 10/13. 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.
Wed 11/112:05 pm -
1 stop11h 07m
Sat 11/146:20 am -
2 stops14h 11m
Deal found 10/13![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 10/14. 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.
Sat 11/711:55 am -
1 stop8h 58m
Wed 11/116:20 am -
2 stops14h 01m
Deal found 10/14![Delta logo]()
$439
This Southwest deal was found by Cheapflights users on 10/12. 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.
Fri 12/181:25 pm -
2 stops12h 25m
Sun 1/39:50 pm -
1 stop9h 40m
Deal found 10/12![Southwest logo]()
$493
This United Airlines deal was found by Cheapflights users on 10/14. 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.
Sun 11/15:08 pm -
1 stop8h 51m
Wed 11/46:30 am -
2 stops13h 51m
Deal found 10/14![United Airlines logo]()
$498
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Tue 11/103:23 pm -
1 stop8h 45m
Wed 11/116:30 am -
2 stops13h 51m
Deal found 10/12![United Airlines logo]()
$504
This Delta deal was found by Cheapflights users on 10/14. 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.
Sun 11/111:55 am -
1 stop8h 58m
Wed 11/45:42 pm -
2 stops14h 08m
Deal found 10/14![Delta logo]()
$508
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 October 17, 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 October 17, 2026.
This Delta deal was found by Cheapflights users on 10/14. 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.
Wed 11/116:00 am -
2 stops12h 53m
Sat 11/146:20 am -
2 stops14h 11m
Deal found 10/14![Delta logo]()
$380
This United Airlines deal was found by Cheapflights users on 10/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/103:23 pm -
1 stop8h 45m
Wed 11/116:30 am -
2 stops13h 51m
Deal found 10/13![United Airlines logo]()
$504
This Delta deal was found by Cheapflights users on 10/14. 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.
Sat 11/711:55 am -
2 stops12h 53m
Wed 11/117:00 am -
2 stops14h 19m
Deal found 10/14![Delta logo]()
$444
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/156:00 am -
1 stop9h 41m
Mon 1/188:05 pm -
2 stops12h 48m
Deal found 10/15![Delta logo]()
$457
Last-minute flights from Portland to San JoseDiscover last-minute flight deals from Portland to San Jose. Data last updated October 17, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Jose. Data last updated October 17, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/14. 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.
Sun 11/15:08 pm -
1 stop8h 51m
Wed 11/46:30 am -
2 stops13h 51m
Deal found 10/14![United Airlines logo]()
$498
This Delta deal was found by Cheapflights users on 10/14. 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.
Sun 11/111:55 am -
1 stop8h 58m
Wed 11/45:42 pm -
2 stops14h 08m
Deal found 10/14![Delta logo]()
$508
This Delta deal was found by Cheapflights users on 10/14. 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.
Sat 11/711:55 am -
1 stop8h 58m
Wed 11/116:20 am -
2 stops14h 01m
Deal found 10/14![Delta logo]()
$439
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Tue 11/103:23 pm -
1 stop8h 45m
Wed 11/116:30 am -
2 stops13h 51m
Deal found 10/12![United Airlines logo]()
$504
This Delta deal was found by Cheapflights users on 10/13. 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.
Wed 11/112:05 pm -
1 stop11h 07m
Sat 11/146:20 am -
2 stops14h 11m
Deal found 10/13![Delta logo]()
$374
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 October 17, 2026.
Search for one-way flight options from Portland to San Jose. Find affordable one-way fares based on user searches. Data last updated October 17, 2026.
This Delta deal was found by Cheapflights users on 10/14. 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.
Wed 11/46:01 am -
1 stop8h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Delta logo]()
$185
This Southwest deal was found by Cheapflights users on 10/12. 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 11/105:15 am -
2 stops10h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Southwest logo]()
$190
This United Airlines deal was found by Cheapflights users on 10/16. 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.
Mon 11/165:08 pm -
1 stop8h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![United Airlines logo]()
$204
This Southwest deal was found by Cheapflights users on 10/16. 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 11/165:15 am -
2 stops12h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Southwest logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 10/12. 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.
Tue 11/105:09 pm -
3 stops54h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$224
This Southwest deal was found by Cheapflights users on 10/15. 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.
Sun 11/155:20 am -
1 stop11h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Southwest logo]()
$227
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:05 pm -
1 stop11h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Delta logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 10/13. 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.
Tue 11/175:09 pm -
3 stops47h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$249
This United Airlines deal was found by Cheapflights users on 10/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/35:08 pm -
1 stop8h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![United Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 10/13. 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.
Wed 11/185:09 pm -
3 stops30h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$258
This Delta deal was found by Cheapflights users on 10/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2612:45 pm -
2 stops34h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Delta logo]()
$259
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 October 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $374 (Delta) |
One-way from | $185 (Delta) |
Popular in | November |
Cheapest in | December |
Average price | $432 |
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 October 17, 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 Portland - SJC San Jose
PWMSJC
Portland
Wed 11/4
6:01 am-11:47 am
1 stop8h 46m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$185
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Wed 11/11
2:05 pm-10:12 pm
1 stop11h 07m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$185
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Thu 11/19
2:05 pm-10:12 pm
1 stop11h 07m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$185
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Tue 11/10
5:15 am-12:55 pm
2 stops10h 40m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$190
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Tue 11/3
6:01 am-4:20 pm
2 stops13h 19m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$190
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Tue 11/10
6:00 am-3:53 pm
2 stops12h 53m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$190
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Fri 11/13
4:50 pm-11:54 pm
2 stops10h 04m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$190
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Mon 11/16
5:08 pm-10:59 pm
1 stop8h 51m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$204
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Tue 11/17
2:05 pm-10:12 pm
1 stop11h 07m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$204
PortlandSan Jose
PWM Portland - SJC San Jose
PWMSJC
Portland
Sun 11/15
5:20 am-1:55 pm
1 stop11h 35m
San Jose
Wed 12/31
12:00 am-3:00 am
Nonstop0h 00m
$227
Showing 1-10 of 14 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 October.
| 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 October 17, 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.
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
7.9
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Boarding
8.1
Overall
7.9
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
Complete your trip to San Jose by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to San Jose by cabin class
Find flights from Portland to San Jose, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and San Jose flights
Browse other Portland and San Jose flight options. Last updated on October 17, 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 October 17, 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 October 17, 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 October 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$388 | Average$497 | FlexibilityNo cancel fee | On-time63% |