If you're going to the actual city of Youngstown, it looks like PIT is the best bet. 60 miles or so, all freeway, so if you drive like me, probably about a 45-50 minute drive.

CLE is about 75 miles away, so just a little bit further (all freeway).

CAK is about equidistant from PIT (58.6 miles on the freeway), so time should be about equal from PIT as it is to CAK. For that reason alone, I'd choose PIT, just due to the greater availability of flights.

Plus, as a US Airways Club member, you'll have a club to use at PIT...