$155+ Cheap flights from San Jose, CA 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — PWM
May 28 — Jun 41
Round-trip
1 adult, Economy
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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
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Cheapest flights from San Jose to PortlandExplore 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 April 28, 2026.
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 April 28, 2026.
This Delta deal was found by Cheapflights users on 4/26. 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 5/231:15 pm
SJC
- PWM
2 stops18h 02m
Delta
Fri 5/295:51 pm
PWM
- SJC
2 stops21h 18m
Delta
Deal found 4/26![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 4/26. 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 5/231:15 pm
SJC
- PWM
2 stops18h 02m
Delta
Sat 5/306:00 am
PWM
- SJC
2 stops14h 02m
Delta
Deal found 4/26![Delta logo]()
$401
This Southwest deal was found by Cheapflights users on 4/27. 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 5/2310:55 pm
SJC
- PWM
2 stops10h 35m
Southwest
Sat 5/305:40 am
PWM
- SJC
2 stops11h 45m
Southwest
Deal found 4/27![Southwest logo]()
$409
This United Airlines deal was found by Cheapflights users on 4/23. 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 8/258:45 am
SJC
- PWM
2 stops12h 14m
United Airlines
Wed 8/266:00 am
PWM
- SJC
1 stop8h 25m
United Airlines
Deal found 4/23![United Airlines logo]()
$414
This Southwest deal was found by Cheapflights users on 4/23. 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 9/2810:30 pm
SJC
- PWM
1 stop8h 25m
Southwest
Mon 10/55:30 am
PWM
- SJC
1 stop8h 35m
Southwest
Deal found 4/23![Southwest logo]()
$415
This Delta deal was found by Cheapflights users on 4/25. 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 8/1710:20 pm
SJC
- PWM
1 stop11h 02m
Delta
Wed 8/266:00 am
PWM
- SJC
1 stop8h 33m
Delta
Deal found 4/25![Delta logo]()
$425
This Delta deal was found by Cheapflights users on 4/27. 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 6/295:55 pm
SJC
- PWM
2 stops17h 24m
Delta
Wed 7/16:00 am
PWM
- SJC
1 stop8h 36m
Delta
Deal found 4/27![Delta logo]()
$428
This Delta deal was found by Cheapflights users on 4/25. 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 5/246:20 am
SJC
- PWM
2 stops13h 45m
Delta
Tue 6/22:05 pm
PWM
- SJC
1 stop11h 50m
Delta
Deal found 4/25![Delta logo]()
$430
This Southwest deal was found by Cheapflights users on 4/27. 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 5/2610:55 pm
SJC
- PWM
2 stops10h 25m
Southwest
Tue 6/23:55 pm
PWM
- SJC
2 stops10h 05m
Southwest
Deal found 4/27![Southwest logo]()
$431
Best flights from San Jose to PortlandDiscover carefully curated flight deals from San Jose to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 28, 2026.
Discover carefully curated flight deals from San Jose to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 28, 2026.
This Southwest deal was found by Cheapflights users on 4/27. 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 5/2310:55 pm
SJC
- PWM
2 stops10h 35m
Southwest
Sat 5/3012:45 pm
PWM
- SJC
1 stop11h 10m
Southwest
Deal found 4/27![Southwest logo]()
$434
This Delta deal was found by Cheapflights users on 4/27. 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 6/306:35 am
SJC
- PWM
2 stops15h 17m
Delta
Wed 7/16:00 am
PWM
- SJC
2 stops13h 05m
Delta
Deal found 4/27![Delta logo]()
$492
This Southwest deal was found by Cheapflights users on 4/23. 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 7/79:40 pm
SJC
- PWM
1 stop9h 15m
Southwest
Tue 7/145:30 am
PWM
- SJC
1 stop9h 50m
Southwest
Deal found 4/23![Southwest logo]()
$467
This Southwest deal was found by Cheapflights users on 4/25. 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 5/319:45 pm
SJC
- PWM
1 stop11h 25m
Southwest
Sat 6/63:55 pm
PWM
- SJC
1 stop10h 00m
Southwest
Deal found 4/25![Southwest logo]()
$474
This Delta deal was found by Cheapflights users on 4/23. 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 6/298:44 pm
SJC
- PWM
2 stops10h 59m
Delta
Tue 7/76:00 am
PWM
- SJC
2 stops13h 11m
Delta
Deal found 4/23![Delta logo]()
$527
This Delta deal was found by Cheapflights users on 4/25. 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 7/28:19 pm
SJC
- PWM
2 stops11h 24m
Delta
Tue 7/76:00 am
PWM
- SJC
2 stops13h 04m
Delta
Deal found 4/25![Delta logo]()
$573
This Southwest deal was found by Cheapflights users on 4/26. 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 7/211:35 am
SJC
- PWM
2 stops9h 30m
Southwest
Wed 7/81:05 pm
PWM
- SJC
2 stops9h 50m
Southwest
Deal found 4/26![Southwest logo]()
$564
This Southwest deal was found by Cheapflights users on 4/26. 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 5/2210:25 am
SJC
- PWM
2 stops10h 00m
Southwest
Mon 5/255:30 am
PWM
- SJC
2 stops10h 50m
Southwest
Deal found 4/26![Southwest logo]()
$623
Last-minute flights from San Jose to PortlandDiscover last-minute flight deals from San Jose to Portland. Data last updated April 28, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Portland. Data last updated April 28, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 4/26. 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 5/231:15 pm
SJC
- PWM
2 stops18h 02m
Delta
Fri 5/295:51 pm
PWM
- SJC
2 stops21h 18m
Delta
Deal found 4/26![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 4/26. 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 5/231:15 pm
SJC
- PWM
2 stops18h 02m
Delta
Sat 5/306:00 am
PWM
- SJC
2 stops14h 02m
Delta
Deal found 4/26![Delta logo]()
$401
This Southwest deal was found by Cheapflights users on 4/27. 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 5/2310:55 pm
SJC
- PWM
2 stops10h 35m
Southwest
Sat 5/305:40 am
PWM
- SJC
2 stops11h 45m
Southwest
Deal found 4/27![Southwest logo]()
$409
This Delta deal was found by Cheapflights users on 4/25. 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 5/246:20 am
SJC
- PWM
2 stops13h 45m
Delta
Tue 6/22:05 pm
PWM
- SJC
1 stop11h 50m
Delta
Deal found 4/25![Delta logo]()
$430
This Southwest deal was found by Cheapflights users on 4/27. 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 5/2610:55 pm
SJC
- PWM
2 stops10h 25m
Southwest
Tue 6/23:55 pm
PWM
- SJC
2 stops10h 05m
Southwest
Deal found 4/27![Southwest logo]()
$431
This Southwest deal was found by Cheapflights users on 4/25. 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 5/319:45 pm
SJC
- PWM
1 stop11h 25m
Southwest
Sat 6/63:55 pm
PWM
- SJC
1 stop10h 00m
Southwest
Deal found 4/25![Southwest logo]()
$474
One-way flights from San Jose to PortlandSearch for one-way flight options from San Jose to Portland. Find affordable one-way fares based on user searches. Data last updated April 28, 2026.
Search for one-way flight options from San Jose to Portland. Find affordable one-way fares based on user searches. Data last updated April 28, 2026.
This Delta deal was found by Cheapflights users on 4/23. 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 6/25:45 pm
SJC
- PWM
2 stops15h 10m
Delta
Deal found 4/23![Delta logo]()
$155
This Delta deal was found by Cheapflights users on 4/26. 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 6/168:19 pm
SJC
- PWM
2 stops11h 24m
Delta
Deal found 4/26![Delta logo]()
$197
This Delta deal was found by Cheapflights users on 4/27. 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 5/286:20 am
SJC
- PWM
2 stops13h 58m
Delta
Deal found 4/27![Delta logo]()
$205
This Delta deal was found by Cheapflights users on 4/27. 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 7/76:35 am
SJC
- PWM
2 stops13h 55m
Delta
Deal found 4/27![Delta logo]()
$223
This Delta deal was found by Cheapflights users on 4/23. 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 8/46:35 am
SJC
- PWM
1 stop8h 17m
Delta
Deal found 4/23![Delta logo]()
$234
This Southwest deal was found by Cheapflights users on 4/28. 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 6/410:25 am
SJC
- PWM
2 stops10h 40m
Southwest
Deal found 4/28![Southwest logo]()
$235
This Southwest deal was found by Cheapflights users on 4/27. 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 6/510:25 am
SJC
- PWM
2 stops10h 40m
Southwest
Deal found 4/27![Southwest logo]()
$239
This Delta deal was found by Cheapflights users on 4/27. 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 7/46:35 am
SJC
- PWM
2 stops15h 17m
Delta
Deal found 4/27![Delta logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 4/28. 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.
Fri 6/512:57 pm
SJC
- PWM
3 stops24h 19m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$255
This Southwest deal was found by Cheapflights users on 4/27. 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 6/79:40 pm
SJC
- PWM
1 stop9h 05m
Southwest
Deal found 4/27![Southwest logo]()
$270
Find 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 April 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $393 (Delta) |
One-way from | $155 (Delta) |
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 April 28, 2026.
Use the filters below to find and compare flights from San Jose to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JosePortland
SJC - PWM
SJCPWM
San Jose
Sat 5/23
10:55 pm-12:30 pm
2 stops10h 35m
Portland
Sat 5/30
12:45 pm-8:55 pm
1 stop11h 10m
$434
Quickest round-trip
San JosePortland
SJC - PWM
SJCPWM
San Jose
Tue 7/7
9:40 pm-9:55 am
1 stop9h 15m
Portland
Tue 7/14
5:30 am-12:20 pm
1 stop9h 50m
$467
San JosePortland
SJC - PWM
SJCPWM
San Jose
Sun 5/31
9:45 pm-12:10 pm
1 stop11h 25m
Portland
Sat 6/6
3:55 pm-10:55 pm
1 stop10h 00m
$474
San JosePortland
SJC - PWM
SJCPWM
San Jose
Tue 6/30
6:35 am-12:52 am
2 stops15h 17m
Portland
Wed 7/1
6:00 am-4:05 pm
2 stops13h 05m
$492
San JosePortland
SJC - PWM
SJCPWM
San Jose
Mon 6/29
8:44 pm-10:43 am
2 stops10h 59m
Portland
Tue 7/7
6:00 am-4:11 pm
2 stops13h 11m
$527
San JosePortland
SJC - PWM
SJCPWM
San Jose
Thu 7/2
11:35 am-12:05 am
2 stops9h 30m
Portland
Wed 7/8
1:05 pm-7:55 pm
2 stops9h 50m
$564
San JosePortland
SJC - PWM
SJCPWM
San Jose
Thu 7/2
8:19 pm-10:43 am
2 stops11h 24m
Portland
Tue 7/7
6:00 am-4:04 pm
2 stops13h 04m
$573
San JosePortland
SJC - PWM
SJCPWM
San Jose
Fri 5/22
10:25 am-11:25 pm
2 stops10h 00m
Portland
Mon 5/25
5:30 am-1:20 pm
2 stops10h 50m
$623
Cheapest one-way
San JosePortland
SJC - PWM
SJCPWM
San Jose
Tue 6/16
8:19 pm-10:43 am
2 stops11h 24m
$197
San JosePortland
SJC - PWM
SJCPWM
San Jose
Thu 5/28
6:20 am-11:18 pm
2 stops13h 58m
$205
Showing 1-10 of 17 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on San Jose, California-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Jose, California-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Jose, California-Portland, Maine flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Jose, California-Portland, Maine 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 San Jose, California-Portland, Maine 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 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.
SJC-PWM
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 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 April 28, 2026.
Read reviews from past customers who have flown Southwest,Delta, andAmerican 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.
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
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.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsNorth Conway
Brunswick
Lewiston
Conway
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San Jose and Portland flights
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Other flights from San Jose
Browse through other flights departing from San Jose. Flights are based on user searches made on Cheapflights and were last updated on April 28, 2026.
Popular flight searches
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Other flights to Portland
Explore flights to Portland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 28, 2026.
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 April 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$276 | Average$445 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$276 | Average$468 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$423 | Average$552 | FlexibilityNo cancel fee | On-time63% |