18 Best Ankle Boots for Men

1. Dr. Martens 1460 8-Eye Boot: The iconic Dr. Martens 1460 is a stylish and durable ankle boot, perfect for both casual and formal wear. Its combination of high-quality leather and air-cushioned soles ensure your feet stay comfortable all day long.
2. Timberland Earthkeepers: These eco-friendly boots are designed for sustainability without compromising on style or comfort, featuring recycled materials and Timberland’s Anti-Fatigue technology.
3. Red Wing Iron Ranger: With a rugged yet sophisticated design, the Iron Ranger offers exceptional durability and support courtesy of its oil-tanned leather upper and Goodyear welt construction.
4. Wolverine 1000 Mile Boot: These handcrafted boots made from Horween Chromexcel leather are renowned for their durability, comfort, and timeless design.
5. Clarks Originals Desert Boot: Inspired by British Army footwear, this versatile boot combines suede or leather uppers with a crepe sole for casual elegance.
6. Chelsea Boots by Common Projects: These minimalist Italian ankle boots are crafted from luxurious suede or leather with a sleek silhouette that transitions effortlessly between casual and formal attire.
7. Thursday Boot Company Captain Boot: High-end design meets affordable pricing in these stylish and sturdy ankle boots, featuring glove leather lining that molds to your feet over time for optimal comfort.
8. Frye Jones Lace-Up Boot: The combination of smooth leather, cushioned footbeds and Goodyear welt construction results in an elegant yet hardwearing boot suitable for any occasion.
9. Sorel Madson Moc Toe Waterproof Boot: Offering both style and protection against the elements, these waterproof ankle boots are perfect for unpredictable weather.
10. Johnston & Murphy Copeland Chukka Boot: These classic chukka boots are crafted with high-quality leather uppers and a molded footbed, delivering exceptional comfort and style.
11. Grenson Fred Brogue Boot: Merging traditional brogue detailing with a modern silhouette, these boots add a refined touch to any outfit.
12. Oliver Cabell Chelsea Boot: This contemporary take on the classic Chelsea boot features a premium Italian leather upper and a custom-made rubber outsole for ultimate comfort and style.
13. Florsheim Navigator Plain Toe Boot: These lightweight ankle boots combine a casual design with advanced comfort technology, ensuring all-day wearability.
14. Viberg Service Boot: Known for their impeccable craftsmanship, Viberg’s Service Boot offers superior durability and support with its stitch-down construction and Horween Chromexcel leather upper.
15. Gucci Leather Ankle Boot: For a high-end option, this sleek leather boot from the esteemed Gucci fashion house provides unrivaled craftsmanship and luxury.
16. Allen Edmonds Dalton Wingtip Boot: Offering premium quality and sophistication, these wingtip boots are versatile enough for both formal events and casual outings.
17. Tricker’s Stow Country Boot: The epitome of British craftsmanship, Tricker’s Stow Country Boot features a brogue design in premium calfskin leather atop a durable Dainite rubber sole for wet-weather resistance.
18. Beckett Simonon Hoyt Double Monk Strap Boot: These distinctive double monk strap boots fuse style and function effortlessly, showcasing exceptional craftsmanship in full-grain
leather with water-repellent protection.