Even a slight heel will help. Otherwise, try for a shoe with a chunkier sole. Something delicate like a ballet flat just isn't proportional.

IMO bootcut jeans look best with a least a slight heel. In addition to boots and booties (obviously!) you could try a small wedge heel or clogs or mules. If it's a really small bootcut (nearly straight, not flared) you could try ballet flats and such. But really, bootcuts look great with boots!

Can anyone recommend flat shoes to wear with bootcut jeans? When I wear flats or tennis shoes with bootcuts I have flashbacks to 1970s bell-bottoms, and not in a good way. I don't know if the hem length is off or if it's just not possible to combine flats and bootcuts. If it matters, I am on the small side, 5'2" and about 115 lbs.