$39 Cheap Southwest Airlines flights Portland (PDX) to San Jose (SJC)

You'll find affordable return Southwest Airlines flights from $77 from PDX to SJC by organizing your results from "Price (lowest to highest)" on Expedia. Or search for deals from $39 for a one-way journey.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Look for cheap Southwest Airlines flights from Portland Intl. Airport (PDX) to Norman Y. Mineta San Jose Intl. Airport (SJC) one to three months ahead of your departure day. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. Regardless of fare type and itinerary, the ideal day to book a domestic flight is generally Sunday and the most expensive day tends to be Monday. Passengers who book on a Sunday can save 6% on average compared to those who book on a Monday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.

The earliest Southwest Airlines flight from PDX to SJC departs at 6:50AM UTC-8, arriving at 8:40AM UTC-8. If you'd like to jet off later, the last Southwest Airlines flight leaves PDX at 8:10PM UTC-8 and touches down at SJC at 9:55PM UTC-8. Flying before noon is often a smart option as morning and mid-morning flights are less likely to be canceled.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.