Ankle boots are a wardrobe staple — in particular, square-toe ankle boots, which offer an extra edge thanks to their unique shape, whether they’re on the chunkier or the slimmer side.

We found square-toe boots in every style from ankle boots to knee-high boots to cowboy so you can take on the 2025 shoe trend.

After careful evaluation of the market, here are the best square toe boots. Scroll on for my top picks.

Square Toe Leather Chelsea Boots COS is a go-to for elevated staples, which is precisely what I’d call this Chelsea boot. Wear these over and over again unapologetically this season. Sizes: 5-11 ...

Shopping for leather boots? We've rounded up the best pairs of the classic style you can buy right now. From heeled styles to riding boots, we have it all.

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