If you end up flying into Ohio, your best bet is to rent a car so that you can visit Wooster as well as the surrounding Amish country. Short road trips are the best. Of course, motorcycles work for this, too. ;-)
If you're flying into Ohio, you have two airport options closest to Wooster: Akron/Canton (CAK) or Cleveland (CLE). I prefer CAK, as it's twice as close to Wooster...about 30 minutes away as opposed to Cleveland being 60 minutes away...and I'm also a fan of AirTran, which flies into CAK rather than CLE.