I'm a confirmed chunky footwear person - the substantialness of a thicker sole makes a better combination, to me, than thin-soled flats, especially in colder weather. And especially for a heavier autumn winter fabric like tweed, corduroy, heftier chinos or denim. I'm really liking this year's trend of hiking boots (shown here with a skirt).
https://www.net-a-porter.com/u.....nkle-boots
This summer I've worn hi-top Nikes, similar to the pair in Finds, but with a bit more hi-top height and an extra ankle strap. For several years, I wore a heavier black leather sneaker boot, but have a yen for brown going into cooler weather.
Definitely something that needs to be tried on in person, if you've never done that combination. I am 5'7" and NOT delicate of bone. Thin soled flats look either skimpy or clown-shoeish on me.