The best Chelsea boots for women are practical yet stylish. Here are the top pairs to buy, according to our in-depth review, and advice from a fashion stylist.

The most comfortable Chelsea boots 2024 have cushioned insoles, flexible outsoles, and ankle support for all-day wear. Shop the 10 best for fall 2024.

These Chelsea-inspired ankle boots feature a sturdy block heel, stylish pointed toe, and side stretch gore for extra flexibility while you walk. Even though the heel is 2.75 inches, ...

Best Rain Boots for Work: Sorel Ona Ave Chelsea Rain Boot for Women; Best Women’s Rain Boots for Wide Feet: Muck Wide Calf Chore Tall Boots; Best Women’s Rain Boots with Arch Support: ...

Chelsea boots are the perfect transitional shoe from spring to summer. Here’s how to wear Chelsea boots in 2025.

The Dr. Martens 2976s are the best ankle boots for women, according to our fashion writer, who also has recommendations for block-heeled, platform, and cowboy-style boots.

Shop the best boots for winter 2025, including rain boots, Chelsea boots, combat boots and more from brands like Ugg, Dr. Martens, Timberland and Hunter.