I see you're using Mudkip again... so that's now two ongoing Hoenn Nuzlockes that you've chosen Mudkip in. As for Alpha Sapphire, good to see Norman wasn't much difficulty at all, and Derpy should be evolving into Swampert sometime soon. As for Winona, I could suggest Derpy as your best answer since he's probably got Rock Slide which should be super-effective against all of her Pokemon except Skarmory, and for Skarmory you could just be throwing neutral-damage Surf on it since its Sp. Defense is weaker than its Defense.
And for Y, McCloud should be evolving into Braixen soon which will be great, and hopefully the next couple of routes give you some good Pokemon. However looking at your team it appears Grant may be trouble for you.