Is this okay to wear on a 55-60 degree day?

I live in Chicago and if you're going downtown you're gonna get the lake effect from Lake Michigan so 55-60 degree weather is gonna feel like 45-50. Instead of the leggings go with tights, they'll look better and be warmer. If you don't wanna wear the skirt, you can wear a nice pair of dark wash jeans and flats (or any kind of shoes that will keep your feet warm)