PDX to SAN: Direct Flights and San Diego Travel Guide

To make the most of your journey, arrive at PDX early to enjoy the local atmosphere; the airport is famous for its 'street pricing' policy, ensuring you won't pay more for a craft coffee or local souvenir than you would at a shop in the city center. If you are flying on a clear day, try to request a window seat on the left side of the aircraft (usually Seat A) to potentially catch breathtaking views of Mount Hood shortly after takeoff and the stunning, rugged coastline of Big Sur as you descend into Southern California. Upon arrival in San Diego, consider using the 'Flyer' electric shuttle for a quick, free connection to the Old Town Transit Center. Finally, remember that San Diego weather is generally mild, but coastal fog—locally known as 'May Gray' or 'June Gloom'—can make mornings surprisingly chilly, so packing a light layer is essential despite the city's sunny reputation.

Flight prices between Portland and San Diego typically fluctuate based on the seasons and major local events. The most expensive times to fly are during the peak summer months of July and August, as well as around the winter holidays and the massive San Diego Comic-Con in late July. Conversely, savvy travelers can often find the lowest fares during the shoulder seasons of late September to early November or during the mid-winter months of January and February when tourism demand dips. Mid-week departures on Tuesdays or Wednesdays generally offer significantly better value than weekend flights.