The Best Ankle Booties Under $100, According To Math

It may be unseasonably warm here in NYC, but there's no way we are letting ourselves get lured into that "endless summer" trap. Boot season has officially sprung, and if your closet could use a new pair of the goes-with-everything staple — and you're not looking to go broke buying them — we've got you covered. We turned to Rank & Style, the site that scours the 'net to find you the best of the best, to find the pair you'll be wearing for seasons to come.
And, the Best Bootie Award goes to...Steve Madden's Plover Bootie! It's playful, practical, a little bit Western, and perfect for every single leaf-stomping weekend ahead. For lazy mornings where the snooze button takes precedence over outfit planning, pair them with distressed black jeans, your favorite fashion sweatshirt, and a cozy plaid coat, and you're good to go.
Click ahead to shop the world's best bootie. Sole mates much?

More from Shopping

R29 Original Series