So turns out none of my local pet supply stores carry the Ruffwear Front Range, but REI does. So I went in there with Chester and tried them out, but no luck
The medium was too tight around his middle, and the large was too big in the neck. Oh well. Such nice looking harnesses, too. Chester had a great time getting attention from the employees/customers, so that made up for the needless trip.
The Freedom No-Pull? Yeah, I've tried that one (two different sizes). Too loose around his chest, and when I tightened it up around his chest, it was too tight around his armpits. I appreciate your suggestions