Peter Cremer in "U333 - Story of a U-Boat Ace" clearly recounts using the 88mm against aircraft. He was a trained gunnery officer (initially served in a destroyer) and said it wasn't difficult for him to give the correct commands. So it could be done.
He also points out, of course, that a U-Boat would only 'fight' aircraft if caught with too little time to crash dive to safety.
I think it's best from a simulation perspective if staying on the surface around aircraft is usually a losing, or at least very risky, proposition. I've seen posts by people saying they've shot down 10+ aircraft on a patrol which is, frankly, ridiculous. Cremer made the point that bringing down an aircraft was very difficult, and U-Boats did all they could to avoid ever being found on the surface by them (rather difficult later in the war!).
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