I'd also endorse the use of the ITA Matrix before you try anything else. You can provide comma-separated lists of airports that you'd be okay flying from, and they have a nice little nearby airports function built-in.

Looking at the published fares BDL-PDX, it's a pretty wacky lot. There are lots of fares that expire on 6/8, and some round-trip fares thrown in the mix. Consider trying to price it as a R/T, though looking at the restrictions on the fares, I'm not sure that's going to help you any. I'd consider waiting for new fares to be published, since so many of the current ones will be expiring, though availability may get you down given the holiday.