$88.95 flats can be worn with dresses, jeans, and capris. Just think Mary Tyler Moore and you're there. For me, the black flat is not always the best option though. Go for a fun color like this one in red with just a tiny bit of sparkle.
$39.95 these flats are made by Sam & Libby and are a little dressier than a plain ballet flat because of the flower detail and the back-sling. This neutral color will go with jeans and pretty much anything else.
$44.95. I know, this looks crazy high. However, it's a platform peep-toe wedge which means it's actually quite comfortable. You won't be running any sprints in these, but you will also be seriously dressing up your look, elongating your legs (again, note the pale color) and feeling fancy.