$198+ 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 6/16. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SJC
Jun 19 — Jun 261
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 May 20, 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 May 20, 2026.
This Delta deal was found by Cheapflights users on 5/17. 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 6/306:00 am
PWM
- SJC
2 stops12h 53m
Delta
Tue 7/78:19 pm
SJC
- PWM
2 stops11h 23m
Delta
Deal found 5/17![Delta logo]()
$405
This Southwest deal was found by Cheapflights users on 5/17. 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 10/265:30 am
PWM
- SJC
1 stop8h 35m
Southwest
Wed 10/2810:30 am
SJC
- PWM
1 stop8h 00m
Southwest
Deal found 5/17![Southwest logo]()
$408
This American Airlines deal was found by Cheapflights users on 5/19. 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.
Sat 9/128:00 am
PWM
- SJC
1 stop8h 39m
American Airlines
Sat 9/196:00 am
SJC
- PWM
1 stop9h 31m
American Airlines
Deal found 5/19![American Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 5/19. 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 9/126:00 am
PWM
- SJC
1 stop8h 33m
Delta
Sat 9/197:15 am
SJC
- PWM
2 stops13h 44m
Delta
Deal found 5/19![Delta logo]()
$426
This Southwest deal was found by Cheapflights users on 5/17. 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 6/305:30 am
PWM
- SJC
1 stop9h 50m
Southwest
Tue 7/79:40 pm
SJC
- PWM
1 stop9h 15m
Southwest
Deal found 5/17![Southwest logo]()
$427
This Southwest deal was found by Cheapflights users on 5/17. 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 6/295:35 am
PWM
- SJC
2 stops11h 30m
Southwest
Tue 7/79:40 pm
SJC
- PWM
1 stop9h 15m
Southwest
Deal found 5/17![Southwest logo]()
$436
This Southwest deal was found by Cheapflights users on 5/17. 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 10/96:30 am
PWM
- SJC
1 stop8h 45m
Southwest
Mon 10/129:45 pm
SJC
- PWM
1 stop9h 00m
Southwest
Deal found 5/17![Southwest logo]()
$444
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 May 20, 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 May 20, 2026.
This American Airlines deal was found by Cheapflights users on 5/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/128:00 am
PWM
- SJC
1 stop8h 39m
American Airlines
Sat 9/196:00 am
SJC
- PWM
1 stop9h 31m
American Airlines
Deal found 5/15![American Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 5/19. 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 9/126:00 am
PWM
- SJC
1 stop8h 33m
Delta
Sat 9/197:15 am
SJC
- PWM
2 stops13h 44m
Delta
Deal found 5/19![Delta logo]()
$426
This Southwest deal was found by Cheapflights users on 5/18. 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 6/810:25 am
PWM
- SJC
1 stop8h 00m
Southwest
Thu 6/1111:35 am
SJC
- PWM
2 stops9h 30m
Southwest
Deal found 5/18![Southwest logo]()
$544
This United Airlines deal was found by Cheapflights users on 5/18. 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 9/15:03 pm
PWM
- SJC
1 stop8h 47m
United Airlines
Wed 9/26:37 pm
SJC
- PWM
2 stops12h 27m
United Airlines
Deal found 5/18![United Airlines logo]()
$597
This Delta deal was found by Cheapflights users on 5/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/294:45 pm
PWM
- SJC
2 stops9h 54m
Delta
Tue 7/76:20 am
SJC
- PWM
2 stops13h 54m
Delta
Deal found 5/16![Delta logo]()
$467
This Delta deal was found by Cheapflights users on 5/18. 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.
Mon 6/112:50 pm
PWM
- SJC
2 stops12h 24m
Delta
Tue 6/98:19 pm
SJC
- PWM
2 stops11h 24m
Delta
Deal found 5/18![Delta logo]()
$533
This Delta deal was found by Cheapflights users on 5/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:00 am
PWM
- SJC
2 stops12h 32m
Delta
Sat 6/612:12 pm
SJC
- PWM
1 stop7h 57m
Delta
Deal found 5/16![Delta logo]()
$714
Last-minute flights from Portland to San JoseDiscover last-minute flight deals from Portland to San Jose. Data last updated May 20, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Jose. Data last updated May 20, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/18. 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.
Mon 6/12:05 pm
PWM
- SJC
2 stops12h 36m
Delta
Wed 6/108:19 pm
SJC
- PWM
2 stops11h 24m
Delta
Deal found 5/18![Delta logo]()
$501
This Delta deal was found by Cheapflights users on 5/18. 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.
Mon 6/112:50 pm
PWM
- SJC
2 stops12h 24m
Delta
Tue 6/98:19 pm
SJC
- PWM
2 stops11h 24m
Delta
Deal found 5/18![Delta logo]()
$533
This Southwest deal was found by Cheapflights users on 5/18. 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 6/105:30 am
PWM
- SJC
1 stop9h 50m
Southwest
Thu 6/1111:35 am
SJC
- PWM
2 stops9h 30m
Southwest
Deal found 5/18![Southwest logo]()
$504
This Southwest deal was found by Cheapflights users on 5/17. 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 6/295:35 am
PWM
- SJC
2 stops11h 30m
Southwest
Tue 7/79:40 pm
SJC
- PWM
1 stop9h 15m
Southwest
Deal found 5/17![Southwest logo]()
$436
This Delta deal was found by Cheapflights users on 5/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/294:45 pm
PWM
- SJC
2 stops9h 54m
Delta
Tue 7/76:20 am
SJC
- PWM
2 stops13h 54m
Delta
Deal found 5/16![Delta logo]()
$467
This Southwest deal was found by Cheapflights users on 5/17. 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 6/295:35 am
PWM
- SJC
1 stop12h 50m
Southwest
Mon 7/69:40 pm
SJC
- PWM
1 stop9h 15m
Southwest
Deal found 5/17![Southwest logo]()
$472
This Delta deal was found by Cheapflights users on 5/17. 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 6/306:00 am
PWM
- SJC
2 stops12h 53m
Delta
Tue 7/78:19 pm
SJC
- PWM
2 stops11h 23m
Delta
Deal found 5/17![Delta logo]()
$405
This Southwest deal was found by Cheapflights users on 5/17. 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 6/305:30 am
PWM
- SJC
1 stop9h 50m
Southwest
Tue 7/79:40 pm
SJC
- PWM
1 stop9h 15m
Southwest
Deal found 5/17![Southwest logo]()
$427
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 May 20, 2026.
Search for one-way flight options from Portland to San Jose. Find affordable one-way fares based on user searches. Data last updated May 20, 2026.
This Delta deal was found by Cheapflights users on 5/18. 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 6/166:00 am
PWM
- SJC
1 stop8h 36m
Delta
Deal found 5/18![Delta logo]()
$198
This Delta deal was found by Cheapflights users on 5/17. 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 6/912:40 pm
PWM
- SJC
2 stops12h 36m
Delta
Deal found 5/17![Delta logo]()
$203
This Southwest deal was found by Cheapflights users on 5/15. 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 10/85:30 am
PWM
- SJC
1 stop8h 35m
Southwest
Deal found 5/15![Southwest logo]()
$211
This Delta deal was found by Cheapflights users on 5/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am
PWM
- SJC
2 stops13h 15m
Delta
Deal found 5/16![Delta logo]()
$216
This Delta deal was found by Cheapflights users on 5/17. 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 6/106:00 am
PWM
- SJC
1 stop8h 36m
Delta
Deal found 5/17![Delta logo]()
$230
This Delta deal was found by Cheapflights users on 5/18. 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 5/18![Delta logo]()
$234
This Delta deal was found by Cheapflights users on 5/18. 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 6/116:00 am
PWM
- SJC
2 stops16h 07m
Delta
Deal found 5/18![Delta logo]()
$259
This United Airlines deal was found by Cheapflights users on 5/17. 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 6/105:15 am
PWM
- SJC
3 stops15h 19m
United Airlines
Deal found 5/17![United Airlines logo]()
$263
This Delta deal was found by Cheapflights users on 5/19. 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 8/56:00 am
PWM
- SJC
2 stops11h 13m
Delta
Deal found 5/19![Delta logo]()
$265
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 May 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $405 (Delta) |
One-way from | $198 (Delta) |
Popular in | August |
Cheapest in | October |
Average price | $1,022 |
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 May 20, 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 - SJC
PWMSJC
Portland
Sat 9/12
8:00 am-1:39 pm
1 stop8h 39m
San Jose
Sat 9/19
6:00 am-6:31 pm
1 stop9h 31m
$421
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Sat 9/12
6:00 am-11:33 am
1 stop8h 33m
San Jose
Sat 9/19
7:15 am-11:59 pm
2 stops13h 44m
$426
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Mon 6/29
4:45 pm-11:39 pm
2 stops9h 54m
San Jose
Tue 7/7
6:20 am-11:14 pm
2 stops13h 54m
$467
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Mon 6/1
12:50 pm-10:14 pm
2 stops12h 24m
San Jose
Tue 6/9
8:19 pm-10:43 am
2 stops11h 24m
$533
Quickest round-trip
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Mon 6/8
10:25 am-3:25 pm
1 stop8h 00m
San Jose
Thu 6/11
11:35 am-12:05 am
2 stops9h 30m
$544
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Tue 9/1
5:03 pm-10:50 pm
1 stop8h 47m
San Jose
Wed 9/2
6:37 pm-10:04 am
2 stops12h 27m
$597
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Sun 5/31
6:00 am-3:32 pm
2 stops12h 32m
San Jose
Sat 6/6
12:12 pm-11:09 pm
1 stop7h 57m
$714
Cheapest one-way
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Tue 6/9
12:40 pm-10:16 pm
2 stops12h 36m
$203
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Thu 10/8
5:30 am-11:05 am
1 stop8h 35m
$211
PortlandSan Jose
PWM - SJC
PWMSJC
Portland
Mon 8/31
5:55 am-1:00 pm
1 stop10h 05m
$211
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 May.
| 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 May 20, 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
Food
7.0
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Food
7.0
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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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Alternative routes for Portland to San Jose
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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 May 20, 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 May 20, 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 May 20, 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 May 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$382 | Average$488 | FlexibilityNo cancel fee | On-time63% |