Hats

[Aldisimo]

I think hats are matched better with the wearer's head size and face shape than with a garment that's a few feet away (lower). If you look good in a safari or fedora or ball cap, you'll look good whether you wear it with slacks or a casual kilt.

I think a tartan kilt might be a different story, but with your Utilikilts, go with what looks best on your head.