I had a reader question on this...so I thought I'd do a post to answer :)
I adore the new flare crop trend.
The key with any "capri" or "crop" is making sure the length is flattering.
I located three images online to show you the shoes I recommend...
The answer is: most shoes work :) It is more about the vibe you are going for with your outfit.
For work or a date, do a heel.
For a day running errands or at the park, do a fashion sneaker.
For in-between, do a stylish flat.
Hope this helps!!