Should I wear it or no?

[Domehead]

Initially, Failte!

Re: your question
Grizz is spot on.

In fact, I was taught "Anytime, any place, for any reason you'd normally wear a jacket, collared shirt and tie, then wear your kilt, too."

Now, there are unique cultural exceptions & debatable nuance to this rule, discussed ad nauseam on XMTS.
But, as general guidance, it holds true.