PWM - SJC

$169 Find Cheap Flights from Portland to San Jose

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to San Jose departing on 9/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to San Jose

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to San Jose, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to San Jose, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$467
American Airlines
Fri 8/21Sun 8/23
PWM - SJC • 1 stop
Cheapest one-way
$169
Delta
Thu 9/24
PWM - SJC • 2 stops
Top airlines
Cheapest • from $467 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Portland and San Jose. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $466 (round-trip)
Shortest trip • 7h 50m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San Jose!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Portland to San Jose (PWM-SJC)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to San Jose 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 flight deals from Portland to San Jose

Fri, Aug 21 - Sun, Aug 23
American Airlines Logo
8:00 am - 1:40 pm
PWM
-
SJC
8h 40m
1 stop
American Airlines Logo
6:00 am - 8:06 pm
SJC
-
PWM
11h 06m
1 stop
$467American Airlines
Fri, Aug 21 - Sun, Aug 23
American Airlines Logo
8:00 am - 1:40 pm
PWM
-
SJC
8h 40m
1 stop
American Airlines Logo
6:00 am - 10:44 pm
SJC
-
PWM
13h 44m
2 stops
$472American Airlines
Fri, Aug 21 - Sun, Aug 23
American Airlines Logo
9:08 am - 6:33 pm
PWM
-
SJC
12h 25m
2 stops
American Airlines Logo
6:00 am - 10:44 pm
SJC
-
PWM
13h 44m
2 stops
$477American Airlines
Tue, Oct 27 - Wed, Oct 28
United Airlines Logo
5:08 pm - 10:51 pm
PWM
-
SJC
8h 43m
1 stop
United Airlines Logo
8:45 am - 11:59 pm
SJC
-
PWM
12h 14m
2 stops
$482United Airlines
Tue, Oct 27 - Wed, Oct 28
United Airlines Logo
5:08 pm - 10:51 pm
PWM
-
SJC
8h 43m
1 stop
United Airlines Logo
8:45 am - 11:59 pm
SJC
-
PWM
12h 14m
2 stops
$515United Airlines
Tue, Oct 27 - Wed, Oct 28
United Airlines Logo
6:00 am - 3:06 pm
PWM
-
SJC
12h 06m
2 stops
United Airlines Logo
8:45 am - 11:59 pm
SJC
-
PWM
12h 14m
2 stops
$521United Airlines
Tue, Oct 27 - Wed, Oct 28
United Airlines Logo
5:08 pm - 10:51 pm
PWM
-
SJC
8h 43m
1 stop
United Airlines Logo
8:45 am - 11:59 pm
SJC
-
PWM
12h 14m
2 stops
$524United Airlines
Tue, Oct 27 - Wed, Oct 28
United Airlines Logo
5:08 pm - 10:51 pm
PWM
-
SJC
8h 43m
1 stop
United Airlines Logo
8:45 am - 11:59 pm
SJC
-
PWM
12h 14m
2 stops
$526United Airlines
Tue, Oct 27 - Wed, Oct 28
United Airlines Logo
6:00 am - 3:06 pm
PWM
-
SJC
12h 06m
2 stops
United Airlines Logo
8:45 am - 11:59 pm
SJC
-
PWM
12h 14m
2 stops
$540United Airlines
Fri, Jul 17 - Sun, Jul 19
Southwest Logo
5:35 am - 2:05 pm
PWM
-
SJC
11h 30m
2 stops
Southwest Logo
11:35 am - 12:10 am
SJC
-
PWM
9h 35m
2 stops
$549Southwest
Booking Insights

KAYAK's insights & trends for Portland to San Jose flights

Get data-powered insights and trends into flights from Portland to San Jose to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Portland to San Jose?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to San Jose, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Portland to San Jose is January, where tickets cost $0 (return) on average. On the other hand, the most expensive months are August and November, where the average cost of round-trip tickets is $1,149 and $982 respectively.

Good to know

Low seasonOctober
Cheapest flight$169
Best time to beat the crowds with an average 40% drop in price.
Most popular time to fly and prices are also 37% lower on average.
Flight from Portland to San Jose

When to book flights from Portland to San Jose

Are your dates flexible? Find out the best times to travel from Portland to San Jose based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Portland to San Jose

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

    In the last 5 days, the lowest price for a flight from Portland to San Jose was $169 for a one-way ticket and $467 for a round-trip.

  • Do I need a passport to fly between Portland and San Jose?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Portland to San Jose?

    When flying out of Portland you will be using Portland. You will be landing at San Jose, also known as San Jose.

  • Which aircraft models fly most regularly from Portland to San Jose?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Portland to San Jose?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to San Jose.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to San Jose?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Jose from Portland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to San Jose?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Jose with an airline and back to Portland with another airline. Booking your flights between Portland and SJC can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to San Jose?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Jose from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Portland to San Jose

 
See real verified KAYAK customer reviews for airlines flying from Portland to San Jose. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Portland to San Jose? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4246 reviews
7.0Food
7.5Entertainment
8.6Crew
8.0Comfort
8.1Boarding
Airline reviews

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

2.0 MediocreIrene, Jun 2026
DEN - SFO
Read more Southwest reviews

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

The charges were ridiculous for an hour flight and the turbulence was very scary.

Boarded the plane in Portland and sat on the tarmac for four hours before being given clearance to take off. Apparently a "scratch" was detected on the preflight inspection. This delay resulted in me missing my connection in Baltimore. I therefore had to stay overnight and then catch an early flight this morning, which resulted in my missing a mandatory class. I would like a refund / voucher to cover the cost of the missed flight. And additional voucher for the time spent on the plane in Portland would also be appreciated.

The plane arrived 25 minutes late, and the Wi-Fi was slower than it usually is.

Flight was on time and the crew was very nice.

Flight was delayed for 1 hour. Otherwise it was a fairly normal Southwest experience

Main flight attendant made light of the delay and presented some humor to lighten the tempestuous situation. Delayed flight took off 2 hours after scheduled time.

More assistance and clarity for travelers with gate checking and lap children

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

Information on your arrival and departure airports