$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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — PWM
Jul 11 — Jul 181
Round-trip
1 adult, Economy
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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 June 11, 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 June 11, 2026.
This Delta deal was found by Cheapflights users on 6/8. 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 9/156:10 am
SJC
- PWM
2 stops14h 07m
Delta
Wed 9/236:05 am
PWM
- SJC
1 stop8h 31m
Delta
Deal found 6/8![Delta logo]()
$266
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:00 am
SJC
- PWM
1 stop9h 46m
American Airlines
Wed 9/237:32 am
PWM
- SJC
2 stops13h 57m
American Airlines
Deal found 6/9![American Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 6/9. 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.
Thu 8/137:05 am
SJC
- PWM
2 stops13h 08m
Delta
Wed 8/196:05 am
PWM
- SJC
2 stops11h 09m
Delta
Deal found 6/9![Delta logo]()
$322
This Southwest deal was found by Cheapflights users on 6/8. 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 9/1510:30 pm
SJC
- PWM
1 stop8h 25m
Southwest
Wed 9/231:05 pm
PWM
- SJC
1 stop8h 15m
Southwest
Deal found 6/8![Southwest logo]()
$331
This Delta deal was found by Cheapflights users on 6/9. 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 8/127:05 am
SJC
- PWM
2 stops14h 54m
Delta
Wed 8/196:05 am
PWM
- SJC
1 stop8h 17m
Delta
Deal found 6/9![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 6/9. 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 8/149:34 am
SJC
- PWM
2 stops12h 25m
Delta
Wed 8/196:05 am
PWM
- SJC
2 stops11h 09m
Delta
Deal found 6/9![Delta logo]()
$374
This Delta deal was found by Cheapflights users on 6/9. 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 8/127:05 am
SJC
- PWM
2 stops14h 54m
Delta
Tue 8/186:00 am
PWM
- SJC
2 stops12h 50m
Delta
Deal found 6/9![Delta logo]()
$395
This Delta deal was found by Cheapflights users on 6/6. 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 7/88:25 pm
SJC
- PWM
2 stops11h 17m
Delta
Wed 7/1511:47 am
PWM
- SJC
2 stops13h 26m
Delta
Deal found 6/6![Delta logo]()
$421
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 June 11, 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 June 11, 2026.
This Delta deal was found by Cheapflights users on 6/7. 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 9/266:10 am
SJC
- PWM
2 stops12h 15m
Delta
Fri 10/26:05 am
PWM
- SJC
1 stop8h 31m
Delta
Deal found 6/7![Delta logo]()
$439
This United Airlines deal was found by Cheapflights users on 6/9. 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 9/16:20 am
SJC
- PWM
1 stop8h 22m
United Airlines
Wed 9/26:03 am
PWM
- SJC
1 stop8h 43m
United Airlines
Deal found 6/9![United Airlines logo]()
$460
This Southwest deal was found by Cheapflights users on 6/10. 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 9/39:15 am
SJC
- PWM
2 stops10h 10m
Southwest
Tue 9/810:30 am
PWM
- SJC
1 stop10h 50m
Southwest
Deal found 6/10![Southwest logo]()
$461
This Southwest deal was found by Cheapflights users on 6/10. 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.
Wed 7/89:40 pm
SJC
- PWM
1 stop9h 05m
Southwest
Tue 7/145:30 am
PWM
- SJC
1 stop9h 50m
Southwest
Deal found 6/10![Southwest logo]()
$467
This Southwest deal was found by Cheapflights users on 6/10. 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.
Fri 7/34:20 pm
SJC
- PWM
2 stops15h 35m
Southwest
Fri 7/105:35 am
PWM
- SJC
2 stops11h 20m
Southwest
Deal found 6/10![Southwest logo]()
$479
This Southwest deal was found by Cheapflights users on 6/8. 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 7/1111:00 am
SJC
- PWM
2 stops9h 45m
Southwest
Thu 7/167:40 am
PWM
- SJC
1 stop7h 50m
Southwest
Deal found 6/8![Southwest logo]()
$482
Last-minute flights from San Jose to PortlandDiscover last-minute flight deals from San Jose to Portland. Data last updated June 11, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Portland. Data last updated June 11, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/10. 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.
Fri 7/310:00 pm
SJC
- PWM
2 stops12h 41m
Delta
Fri 7/106:00 am
PWM
- SJC
2 stops14h 12m
Delta
Deal found 6/10![Delta logo]()
$446
This Southwest deal was found by Cheapflights users on 6/10. 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.
Fri 7/34:20 pm
SJC
- PWM
2 stops15h 35m
Southwest
Fri 7/105:35 am
PWM
- SJC
2 stops11h 20m
Southwest
Deal found 6/10![Southwest logo]()
$479
This Delta deal was found by Cheapflights users on 6/6. 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 7/88:25 pm
SJC
- PWM
2 stops11h 17m
Delta
Wed 7/1511:47 am
PWM
- SJC
2 stops13h 26m
Delta
Deal found 6/6![Delta logo]()
$421
This Southwest deal was found by Cheapflights users on 6/10. 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.
Wed 7/89:40 pm
SJC
- PWM
1 stop9h 05m
Southwest
Tue 7/145:30 am
PWM
- SJC
1 stop9h 50m
Southwest
Deal found 6/10![Southwest logo]()
$467
This Southwest deal was found by Cheapflights users on 6/6. 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 7/89:40 pm
SJC
- PWM
1 stop9h 05m
Southwest
Wed 7/155:30 am
PWM
- SJC
1 stop9h 50m
Southwest
Deal found 6/6![Southwest logo]()
$477
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Mon 7/206:37 pm
SJC
- PWM
2 stops11h 34m
United Airlines
Tue 7/285:00 pm
PWM
- SJC
1 stop8h 43m
United Airlines
Deal found 6/10![United Airlines logo]()
$436
This Southwest deal was found by Cheapflights users on 6/10. 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.
Mon 7/209:40 pm
SJC
- PWM
1 stop9h 15m
Southwest
Tue 7/285:30 am
PWM
- SJC
1 stop9h 50m
Southwest
Deal found 6/10![Southwest logo]()
$453
This Southwest deal was found by Cheapflights users on 6/9. 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 7/2511:00 am
SJC
- PWM
2 stops9h 45m
Southwest
Thu 7/305:35 am
PWM
- SJC
2 stops11h 30m
Southwest
Deal found 6/9![Southwest logo]()
$476
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 June 11, 2026.
Search for one-way flight options from San Jose to Portland. Find affordable one-way fares based on user searches. Data last updated June 11, 2026.
This Delta deal was found by Cheapflights users on 6/8. 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 8/266:40 am
SJC
- PWM
2 stops13h 50m
Delta
Deal found 6/8![Delta logo]()
$155
This Delta deal was found by Cheapflights users on 6/10. 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.
Tue 8/46:40 am
SJC
- PWM
2 stops13h 50m
Delta
Deal found 6/10![Delta logo]()
$185
This Delta deal was found by Cheapflights users on 6/10. 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.
Mon 8/1010:20 pm
SJC
- PWM
2 stops12h 53m
Delta
Deal found 6/10![Delta logo]()
$187
This Southwest deal was found by Cheapflights users on 6/10. 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.
Tue 8/1110:30 pm
SJC
- PWM
1 stop8h 25m
Southwest
Deal found 6/10![Southwest logo]()
$201
This Southwest deal was found by Cheapflights users on 6/6. 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 9/158:40 am
SJC
- PWM
2 stops9h 30m
Southwest
Deal found 6/6![Southwest logo]()
$206
This Delta deal was found by Cheapflights users on 6/6. 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 7/38:19 pm
SJC
- PWM
2 stops14h 22m
Delta
Deal found 6/6![Delta logo]()
$208
This Southwest deal was found by Cheapflights users on 6/8. 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 8/2810:30 pm
SJC
- PWM
1 stop8h 25m
Southwest
Deal found 6/8![Southwest logo]()
$213
This Delta deal was found by Cheapflights users on 6/10. 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 8/512:40 pm
SJC
- PWM
2 stops22h 33m
Delta
Deal found 6/10![Delta logo]()
$227
This Southwest deal was found by Cheapflights users on 6/6. 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 9/1410:30 pm
SJC
- PWM
1 stop8h 25m
Southwest
Deal found 6/6![Southwest logo]()
$234
This Delta deal was found by Cheapflights users on 6/8. 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 8/3010:20 pm
SJC
- PWM
2 stops12h 53m
Delta
Deal found 6/8![Delta logo]()
$239
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 June 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $266 (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 June 11, 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 9/26
6:10 am-9:25 pm
2 stops12h 15m
Portland
Fri 10/2
6:05 am-11:36 am
1 stop8h 31m
$439
Quickest round-trip
San JosePortland
SJC - PWM
SJCPWM
San Jose
Tue 9/1
6:20 am-5:42 pm
1 stop8h 22m
Portland
Wed 9/2
6:03 am-11:46 am
1 stop8h 43m
$460
San JosePortland
SJC - PWM
SJCPWM
San Jose
Thu 9/3
9:15 am-10:25 pm
2 stops10h 10m
Portland
Tue 9/8
10:30 am-6:20 pm
1 stop10h 50m
$461
San JosePortland
SJC - PWM
SJCPWM
San Jose
Wed 7/8
9:40 pm-9:45 am
1 stop9h 05m
Portland
Tue 7/14
5:30 am-12:20 pm
1 stop9h 50m
$467
San JosePortland
SJC - PWM
SJCPWM
San Jose
Fri 7/3
4:20 pm-10:55 am
2 stops15h 35m
Portland
Fri 7/10
5:35 am-1:55 pm
2 stops11h 20m
$479
San JosePortland
SJC - PWM
SJCPWM
San Jose
Sat 7/11
11:00 am-11:45 pm
2 stops9h 45m
Portland
Thu 7/16
7:40 am-12:30 pm
1 stop7h 50m
$482
Cheapest one-way
San JosePortland
SJC - PWM
SJCPWM
San Jose
Thu 9/10
7:35 pm-10:49 am
2 stops12h 14m
$187
San JosePortland
SJC - PWM
SJCPWM
San Jose
Fri 7/3
8:19 pm-1:41 pm
2 stops14h 22m
$208
San JosePortland
SJC - PWM
SJCPWM
San Jose
Fri 8/28
7:05 am-11:13 pm
2 stops13h 08m
$218
San JosePortland
SJC - PWM
SJCPWM
San Jose
Mon 10/12
10:20 pm-12:18 pm
1 stop10h 58m
$234
Showing 1-10 of 18 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 June 11, 2026.
Read reviews from past customers who have flown Southwest 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.
Comfort
8.0
Food
7.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Food
7.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Crew
8.6
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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
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Popular flight searches
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Top airline flying from San Jose to Portland
Discover the top airline 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 June 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$423 | Average$564 | FlexibilityNo cancel fee | On-time63% |