I have an outfit like that, and I am so bad- I don't wear flats with it…
I wear them with these-
These ones are from Rebel:
These ones are from Naughty Monkey:
I also have a pair of brown leather Via Spaga heeled sandals, but can't find a picture.
I also have a capri length pair that are a deep grey, tie at the bottom, and I always wear them with a black tank and black cropped cotton jacket and these Michael Kors boots- it's my "Gestapo" outfit.

If I don't wear those pants with heels, I look EXTREMELY short. it's the bagginess and pockets and what not, so I need to be a little off the ground.
I didn’t think I would find pics of my shoes so easily online… haha