Personally for day to day wear I go for flat, somewhat androgynous shoes with this type of skirt, so I'd choose a flat oxford or chelsea boot. I like to downplay the dressiness/girliness of the pleats and full skirt, and I like a little bit of juxtaposition. To me, a heel would be too refined, expected, and ladylike. (But this has a lot to do with my lifestyle too. I generally don't want to appear too dressy or refined at work. I might go for a heeled bootie or something if I were going to an evening event like the symphony or something, but still something a little edgy.)