No, I don't think he will. As soon as it evolved, Pidgeot became a powerful, reliable battler as well as a flier. Pretty much, the writers dumped Pidgeot just because it would be too easy for Ash just to fly around to avoid trouble. Charizard could stay because, well, he's very much useless when he doesn't feel like listening. Also, he's not that great with keeping a smooth glide, pretty much shaking Ash up the one time he did fly. Noctowl suffered as well, since I believe that Noctowl was smaller than normal(again, preventing Ash from Flying around). Swellow was also too small, and the same with Staraptor.
Anyways, that's avoiding the question. That's why he didn't keep Pidgeot(from the writer's perspective, anyways). But why wouldn't he return to use Pidgeot again? Simply because, IMO, the writers either forgot he was supposed to pick up Pidgeot or simply just don't care at this point. It would be a nice suprise to see Pidgeot return one day, but I don't think it'll happen until after the Sinnoh League.