Skittles, I would plan for Seras, b/c Haruhi is pretty easy. If you really wanted to be her, you could borrow my uniform!
Ang, I hope you get him done! You can do it!!!! If not, I think Sakura would be good as well ^^
And I'm hoping to be Ling for chess.
I'll probably be entering all of my cosplays to better the chances, though some of them I'd probably have to have a partner, like Shinra, I'd need my Celty <3