I tend to wear my Keens, Burks, Merrells, or Wolverines. Depends on what I am doing that day.

Grilling...Sandels,
Kayaking...Keens. Though it is odd wearing a skirt over a kilt.
Chilly weather (below 30 F)...Merrells
Work...Wolverine
Hiling...Rockies, with smartwool socks.

All that matters is that you are comfortable in your kilt.