$140+ Cheap flights from San Jose, CA to Portland, ME (SJC - PWM)
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 12/29. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — PWM
Nov 24 — Dec 11
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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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 San Jose to Portland
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Best
Last-minute
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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 October 25, 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 October 25, 2026.
This Delta deal was found by Cheapflights users on 10/20. 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 12/41:05 pm -
1 stop7h 47m
Mon 12/74:53 pm -
2 stops10h 10m
Deal found 10/20![Delta logo]()
$322
This Delta deal was found by Cheapflights users on 10/23. 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 11/106:30 am -
2 stops14h 49m
Wed 11/112:05 pm -
1 stop11h 07m
Deal found 10/23![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 10/20. 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 11/108:45 am -
2 stops10h 06m
Wed 11/113:23 pm -
1 stop8h 45m
Deal found 10/20![United Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 10/22. 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 11/196:20 am -
2 stops14h 11m
Thu 11/266:00 am -
2 stops14h 16m
Deal found 10/22![Delta logo]()
$449
This Southwest deal was found by Cheapflights users on 10/22. 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 10/2811:55 am -
1 stop7h 45m
Wed 11/412:45 pm -
2 stops12h 15m
Deal found 10/22![Southwest logo]()
$626
This Southwest deal was found by Cheapflights users on 10/24. 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 11/81:40 pm -
1 stop7h 15m
Thu 11/125:20 am -
1 stop11h 35m
Deal found 10/24![Southwest logo]()
$637
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 October 25, 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 October 25, 2026.
This Delta deal was found by Cheapflights users on 10/20. 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 12/41:05 pm -
1 stop7h 47m
Mon 12/74:53 pm -
2 stops10h 10m
Deal found 10/20![Delta logo]()
$322
This United Airlines deal was found by Cheapflights users on 10/22. 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 11/106:30 am -
2 stops9h 32m
Wed 11/115:08 pm -
1 stop8h 51m
Deal found 10/22![United Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 10/22. 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 11/196:20 am -
2 stops14h 11m
Thu 11/266:00 am -
1 stop8h 50m
Deal found 10/22![Delta logo]()
$614
This United Airlines deal was found by Cheapflights users on 10/21. 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 11/128:45 am -
2 stops11h 36m
Mon 11/165:08 pm -
1 stop8h 51m
Deal found 10/21![United Airlines logo]()
$715
Last-minute flights from San Jose to PortlandDiscover last-minute flight deals from San Jose to Portland. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Portland. Data last updated October 25, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/22. 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 10/2811:55 am -
1 stop7h 45m
Wed 11/412:45 pm -
2 stops12h 15m
Deal found 10/22![Southwest logo]()
$626
This Southwest deal was found by Cheapflights users on 10/24. 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 11/81:40 pm -
1 stop7h 15m
Thu 11/125:20 am -
1 stop11h 35m
Deal found 10/24![Southwest logo]()
$637
This Delta deal was found by Cheapflights users on 10/24. 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 11/810:40 pm -
2 stops14h 30m
Thu 11/126:00 am -
1 stop8h 50m
Deal found 10/24![Delta logo]()
$642
This Delta deal was found by Cheapflights users on 10/23. 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 11/106:30 am -
2 stops14h 49m
Wed 11/112:05 pm -
1 stop11h 07m
Deal found 10/23![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 10/20. 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 11/108:45 am -
2 stops10h 06m
Wed 11/113:23 pm -
1 stop8h 45m
Deal found 10/20![United Airlines logo]()
$414
This Delta deal was found by Cheapflights users on 10/22. 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 11/196:20 am -
2 stops14h 11m
Thu 11/266:00 am -
2 stops14h 16m
Deal found 10/22![Delta logo]()
$449
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 October 25, 2026.
Search for one-way flight options from San Jose to Portland. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Delta deal was found by Cheapflights users on 10/23. 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 12/296:30 am -
1 stop8h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Delta logo]()
$140
This Delta deal was found by Cheapflights users on 10/22. 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 12/179:38 am -
2 stops11h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$145
This Southwest deal was found by Cheapflights users on 10/24. 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 12/309:50 pm -
1 stop9h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Southwest logo]()
$204
This Delta deal was found by Cheapflights users on 10/22. 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 12/311:59 pm -
2 stops20h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$220
This Southwest deal was found by Cheapflights users on 10/22. 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 12/208:25 pm -
2 stops10h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Southwest logo]()
$254
This Delta deal was found by Cheapflights users on 10/22. 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 12/187:00 am -
2 stops14h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Delta logo]()
$262
This Delta deal was found by Cheapflights users on 10/23. 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.
Sat 1/26:30 am -
1 stop8h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Delta logo]()
$286
This United Airlines deal was found by Cheapflights users on 10/22. 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 12/2911:00 pm -
2 stops12h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![United Airlines logo]()
$317
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 October 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $322 (Delta) |
One-way from | $140 (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 7,457,451 searches. Data last updated October 25, 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
Quickest round-trip
San JosePortland
SJC San Jose - PWM Portland
SJCPWM
San Jose
Tue 12/29
6:30 am-6:07 pm
1 stop8h 37m
Portland
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$140
San JosePortland
SJC San Jose - PWM Portland
SJCPWM
San Jose
Thu 12/17
9:38 am-12:21 am
2 stops11h 43m
Portland
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$145
San JosePortland
SJC San Jose - PWM Portland
SJCPWM
San Jose
Wed 12/30
9:50 pm-9:50 am
1 stop9h 00m
Portland
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$204
San JosePortland
SJC San Jose - PWM Portland
SJCPWM
San Jose
Fri 12/4
1:05 pm-11:52 pm
1 stop7h 47m
Portland
Mon 12/7
4:53 pm-12:03 am
2 stops10h 10m
$322
San JosePortland
SJC San Jose - PWM Portland
SJCPWM
San Jose
Sat 1/2
8:30 pm-12:36 pm
2 stops13h 06m
Portland
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$385
San JosePortland
SJC San Jose - PWM Portland
SJCPWM
San Jose
Thu 11/5
6:30 am-11:21 pm
2 stops13h 51m
Portland
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$389
San JosePortland
SJC San Jose - PWM Portland
SJCPWM
San Jose
Tue 11/10
6:30 am-7:02 pm
2 stops9h 32m
Portland
Wed 11/11
5:08 pm-10:59 pm
1 stop8h 51m
$414
San JosePortland
SJC San Jose - PWM Portland
SJCPWM
San Jose
Wed 12/23
2:26 pm-2:38 pm
3 stops21h 12m
Portland
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$541
San JosePortland
SJC San Jose - PWM Portland
SJCPWM
San Jose
Tue 12/29
2:26 pm-3:31 pm
3 stops22h 05m
Portland
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$579
San JosePortland
SJC San Jose - PWM Portland
SJCPWM
San Jose
Thu 12/31
11:00 pm-10:45 pm
1 stop20h 45m
Portland
Wed 12/31
12:00 am-9:00 pm
Nonstop0h 00m
$584
Showing 1-10 of 12 resultsSorted by cheapest first
Compare providers for flights from San Jose to Portland
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 San Jose to Portland in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- 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 October 25, 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.
Entertainment
7.4
Food
7.0
Overall
7.9
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.4
Food
7.0
Overall
7.9
Crew
8.6
Comfort
8.0
Boarding
8.1
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 locationsLewiston
North Conway
Brunswick
Conway
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San Jose and Portland flights
Browse other San Jose and Portland flight options. Last updated on October 25, 2026.
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 October 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 October 25, 2026.
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 7,457,451 searches. Data last updated October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$423 | Average$585 | FlexibilityNo cancel fee | On-time63% |