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Wynaut? Everyone else is doing it so I will too. Plus bonus gender predictions!
Maybe Buizel will evolve, maybe it won't I really can't tell. Dunno about Monferno atm. I think he'll evolve later, or at least at league time. For now he stays Monferno.
Infernape will have def evolved since then I think. Him and Staraptor have the best bet of staying in the team of all of Ash's Sinnoh Pokémon. Out of Ash's three Johto starters I want to see Totodile come back the most. Toto is underrated yo. Ash getting Larvitar back and officially is.. probably a really dumb thought, but I want it to happen. I don't see it evolving though. I dunno about a sixth. I want to say Espeon to tie in with Red's Espeon, but I know in my heart it will never happen, even less so the idea of him getting back Larvitar. :(
Girl needs both a grass and fire type (I'll get to fire in a bit) and Leafeon fits well because of May having Glaceon. :)
I think Cynda is Dawn's best bet for the Johto starters. Toto is out of the question since she has Piplup and I.. really don't want to see another girl with another grass type. Also Pachirisu is at home with Johanna.
Sudowoodo at home. Happiny doesn't need to evolve.
James needs something that isn't a grass type for once. I:
I.. to be honest I don't see Electabuzz evolving since Gary has Electivire. I'm probably wrong but whatever. Paul needs a good water type and Gyarados fits his team so yeah.
Cute Normal type = check.
These are the only evolutions/additions I can see happening if Misty ever has another cameo.