I normally wear sneakers. My CFI made me wear a shirt & tie for my checkride. Obviously couldn't wear sneakers with that so I was actually concerned about taking the checkride in my dress shoes. Turns out, it wasn't a factor.
It's a requirement at my school that pilots wear boots in order to increase the chances of surviving a crash in the winter. The only plane they let sneakers in is the aerobatic one. Also, a hat and pair of gloves are required along with a winter jacket.
Used to wear brown casual shoes with khakis and a polo when I instructed. I wasn't big on sandals or anything, although I'm huge on them when off work!
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