An oldie, but THE COCKPIT OVA series is great.
Porco Rosso is also worth a watch.
Area 88 is more modern, if you like jet fighters pretty good as well.
Yukikaze is futuristic, but lot of focus on flying/pilots.

Others just to name a few include;
Last Exile　(Steampunk type, also Yamibun from SW worked on this)
Macross(tho its more robo than planes)
Yomigaeru Sora – Rescue Wings (about air rescue squadron in JASFD, non-combat but so far the most realistic flight anime I have ever seen)
Storatos 4　(Good details in flight and planes trivia, but plot and characters aren't much)

>>753
It's a bit unrelated but she looks like another anime character I've seen before.

Here is the character I'm talking about, she's not from an anime about flying but I figured I should just point out my observation.

>>755
Personally she reminded me of Sanya, which kinda led me to inquire here. Not to mention that SW fans would be more likely to be knowledgeable on the subject.

>>754
Thanks a lot!

801st TTS Airbats.
I haven't finished it though.
It's about some Women JASDF T-4 Pilots and one guy.

It would have been also nice if that manga, Red Prowling Devil made it into anime. It revolved around a lady Mi-G-29 pilot, kinda similar to Shin Kazama of Area88. Well it's virtually an unheard of title anyway.

>>753
The latter one had me up until 3:45 in the morning. It was sad, but a wonderful story. I'm glad I took time to browse the off topic section.

In fact, I just might write something akin to this. Congratulations for your fine choice.

>>757
This one, I lol'd. I loved the one toward the end with the Zero. Also, Ruskies were fun too.