Best:
Kara Thrace, who not only executed one of the best carrier landings ever seen (rammed a friendly fighter that was deadstick and flew them both back to the CV, landed on a crowded deck, walked away smoking a cigar) but also learned to be a good wingman (let her wingie take the shot on the cylon equivalent of the Red Baron even though they had a bet going). Close second for Lee Adama for his version of a Death Star trench run.
Hiccup Horrible Haddock for pulling off the best rope ever filmed. (weakened the wing root, dragged him vertical, reversed on him, HO, then made him auger in a dive. Extra cool points for flying the dragonized equivalent of a K4.)
Also Best: Ben Affleck and Josh Hartnett in Pear Harbor, because anyone who can beat a zeke in a P-40 coming off the deck into a turn fight has gotta be one awesome pilot....right? right?
Also Also best: Will Smith for flying an F-18 through the Grand Canyon at high speed.
Just added to my list of wingmen: Rocket Raccoon, for constructing then flying his own getaway vehicle in the middle of an improvised jailbreak, and going out of his way to save the civilians he was dissing at the beginning of the movie. Also because of raccoon.
Honorable mention: Movie Jim Lovell for flying with an elephant tied to his back in Apollo 13.
Worst: Luke Skywalker. Nice shooting but is only a good pilot because of magic. Also crashed twice in Empire Strikes Back.
Also worst: The entire Nova Corps. There's a time to hold on, and a time to disengage and reset, fellas.
Also also worst: Gold Leader in Episode IV...totally lost it under fire and really should have let Gold Five run the show.