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The leather Chelsea boot has been a fall staple since Victorian times, when it was still a style worn by horse riders. These laceless boots are characterized by their elastic sides and pull tabs, and to this day remain a sensible shoe option for whatever you have lined up this fall. We've gathered the best Chelsea boots for men, whether you're looking to pair them with a suit, wear them on a job site, or include them in your daily wardrobe.
Our top overall pick is Blundstone's Dress Chelsea. This boot from the Australian heritage brand offers a leaner look than the classic Blunnies, but with the same rigorous approach to comfort and craftsmanship. Another standout is Jack Erwin's Ellis Lug Sole. These perfectly combine elegance and durability in a full-grain leather dress boot silhouette, with outsoles that take easily to both pavement and muddy trails. Below you'll find more Chelsea boots we've chosen for how well they perform in a range of settings.