A pair of tan ankle boots finishes the outfit and keep it casual. When it comes to what shoes to wear with a midi you cant go wrong with a good pair of ankle boots. Roksanda Isilda Gathered Cotton Poplin Midi Dress Navy Dress Poplin Dress Midi Dress All Items 950. What shoes to wear with midi dress 2020 . If youre going for an eye-catching look with head-to-toe visual interest you could combine a brightly colored ruffle midi dress with a pair of chunky dad sneakers and bold accessories. Midi dresses are the salvation solution at any time and for any type of event. Opt for statement pieces. Depending on the accessories you wear make sure that your heels match. Easy to wear here are some models that can perfectly fit your style. Pull out that dark wash denim jacket and layer over your midi dress. If you must wear a heel then it needs to be a boot short ankle or tall knee. Go high or go home. Just bear in mind that if you do have shorter legs you may want to add a he...