Orihime has fought some pretty strong opponents back in her day. Of course Ichigo would be the toughest one of all. His powers are just far too great too be defeated and he knows how too take a hit. So in the end there’s no way for Ichigo too lose. He ends his part of the arc, but the others will keep on coming. Orihime and Ichigo were friends, but Orihime still can’t defeat him. Maybe one day. Ichigo wins.