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Learn more! Regardless, rich moms near and far have taken on the trend, pairing Chelsea boots with everything from jeans and leather pants to dresses and skirts. It’s a casual yet ultra-classy ...

Every woman needs a sleek Chelsea boot in her wardrobe, and this one from Sperry is both stylish and comfortable. The classic ...

So in making this guide to the best Chelsea boots for women, I wanted to include all sorts, so I talked to stylish shoe obsessives (including editors, stylists, and brand founders) about the ones ...