SJC - PDX

$78 Find Cheap Southwest Flights from San Jose to Portland

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1 adult, Economy, 0 bags

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Flight Deals

Cheap Southwest Flight Deals from San Jose to Portland

 
Here are some of the best deals found on KAYAK recently from Southwest for round-trip flights from San Jose to Portland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip Southwest flight deals from San Jose to Portland

Wed, Dec 3 - Sat, Dec 6
Southwest Logo
6:30 am - 1:30 pmSJC-PDX
7h 00m2 stops
Southwest Logo
10:10 am - 12:00 pmPDX-SJC
1h 50mnonstop
$132Southwest
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Sat, Dec 6 - Mon, Dec 8
Southwest Logo
7:00 am - 1:55 pmSJC-PDX
6h 55m1 stop
Southwest Logo
2:15 pm - 7:50 pmPDX-SJC
5h 35m1 stop
$136Southwest
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Thu, Dec 4 - Sun, Dec 7
Southwest Logo
12:25 pm - 6:50 pmSJC-PDX
6h 25m1 stop
Southwest Logo
6:10 am - 8:00 amPDX-SJC
1h 50mnonstop
$137Southwest
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Thu, Dec 11 - Sun, Dec 14
Southwest Logo
7:25 am - 9:15 amSJC-PDX
1h 50mnonstop
Southwest Logo
5:45 am - 3:25 pmPDX-SJC
9h 40m2 stops
$142Southwest
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Thu, Dec 4 - Sun, Dec 7
Southwest Logo
12:25 pm - 6:50 pmSJC-PDX
6h 25m1 stop
Southwest Logo
5:45 am - 11:45 amPDX-SJC
6h 00m1 stop
$146Southwest
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Thu, Dec 18 - Sun, Dec 21
Southwest Logo
8:15 am - 4:05 pmSJC-PDX
7h 50m1 stop
Southwest Logo
8:45 pm - 10:35 pmPDX-SJC
1h 50mnonstop
$147Southwest
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Thu, Dec 18 - Tue, Dec 30
Southwest Logo
9:45 pm - 11:35 pmSJC-PDX
1h 50mnonstop
Southwest Logo
8:45 pm - 10:35 pmPDX-SJC
1h 50mnonstop
$152Southwest
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Thu, Jan 15 - Sun, Jan 18
Southwest Logo
3:10 pm - 10:30 pmSJC-PDX
7h 20m1 stop
Southwest Logo
6:20 am - 2:45 pmPDX-SJC
8h 25m1 stop
$156Southwest
Find Deal
Thu, Dec 11 - Fri, Dec 12
Southwest Logo
6:35 am - 6:15 pmSJC-PDX
11h 40m1 stop
Southwest Logo
5:45 am - 3:25 pmPDX-SJC
9h 40m2 stops
$157Southwest
Find Deal
Thu, Dec 18 - Tue, Dec 30
Southwest Logo
8:15 am - 4:05 pmSJC-PDX
7h 50m1 stop
Southwest Logo
8:45 pm - 10:35 pmPDX-SJC
1h 50mnonstop
$162Southwest
Find Deal
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Good to know

Low seasonJanuary
Cheapest flight$78
Average price round-trip$226
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from San Jose to Portland
(price for this month)

When to Book Flights with Southwest from San Jose to Portland

Average price per month
Flight prices as travel date approaches

FAQs for flying to Portland with Southwest

  • How far in advance should I book tickets for a flight with Southwest from San Jose to Portland?

    Generally, when trying to get a below average price for your ticket, try to book around 17 days before departure. For the cheapest possible price, our data suggests booking 54 days before departure.

  • Is Southwest the cheapest airline to fly with from San Jose to Portland?

    With an average price of $244 return, Southwest is not the cheapest airline to fly from San Jose to Portland with. Instead, for the lowest price, our data suggests flying with Frontier, where a return flight costs $111 on average.

  • What is the cheapest Southwest flight from San Jose to Portland?

    In the last 3 days, the lowest price for a flight with Southwest from San Jose to Portland was $134 for a return flight and $48 for a one-way flight.

  • Does Southwest fly direct to Portland from San Jose?

    Yes, Southwest does offer direct flights for the route, with around 5 flights per week.

  • What’s the cheapest day of the week to fly from San Jose to Portland with Southwest?

    On average, the cheapest day of the week to fly from San Jose to Portland with Southwest is Friday, when prices are around $38. The most expensive day is generally Saturday, where the average price is around $88.

  • What’s the cheapest month to fly from San Jose to Portland with Southwest?

    The cheapest month for Southwest flights to Portland from San Jose is generally November, where plane tickets cost $94 on average. If possible, try to avoid the most expensive months of October and January, where tickets cost $214 and $288 respectively.

Southwest Customer Reviews

8.0
Very good4,243 verified ratings
8.1Boarding
8.6Crew
7.0Food
8.0Comfort
7.5Entertainment
Pros +
Cons -
Show reviews that mention
Traveler rating:
Sort by:
J
10.0 Wonderful
TUS-LAS
Very good
G
8.0 Very good
OAK-BUR
Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.
M
8.0 Very good
SAV-HOU
Full cans of soda would be nice. A choice between two snacks would be appreciated.
T
8.0 Very good
CMH-HOU
Tried watching free movie and it kept freezing so I couldn’t finish.
A
10.0 Wonderful
PVD-MCO
Always reliable
V
10.0 Wonderful
MDW-BWI
All was good. I just had a hard time getting connected to the WiFi/internet during the flight
M
4.0 Mediocre
GRR-MDW
Staff/crew very good. 4 hour delay not good.
S
10.0 Wonderful
SMF-DEN
Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.
V
2.0 Poor
DAL-LIT
Delayed 5.5 hours
V
10.0 Wonderful
BOS-BWI
Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Everything you need to know for your flight from San Jose to Portland

Cabin class types available on flights to Portland

Cabin classes available on flights to San Jose. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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