For late summer/fall travel, fly from Boston to San Diego for $252 round-trip, including all taxes, on Southwest.

We found seats departing BOS on Wednesday, September 3, returning from SAN on Tuesday, September 9. Flights connect via Atlanta and Baltimore.

Other dates are also available for travel Mondays through Thursdays, as well as Saturdays, from August 26 through December 9, excluding peak holiday periods.

For booking info, see our Fare Details.

All products and services mentioned on Airfarewatchdog are independently selected by our team of expert travelers. If you buy something through our links, we may earn an affiliate commission.

More Stories You'll Love