Discover the perfect combination of style and comfort with our versatile collection of men’s casual boots designed for any occasion. Explore our customer favorites, including popular styles like chukka boots and moc-toe lace-ups. Packed with innovative features for versatility and functionality, these ankle boots offer support, comfort, and polish for active men.
Our water-resistant men’s boots are great options for outdoor sports or everyday casual wear when it gets cold or starts to rain. The classic duck boot is perfect for slipping on over your jeans, for work in the yard, or for wearing during your rainy commute before switching to your dress shoes or every day sneakers. Not only are our men's casual dress boots durable enough to withstand everyday wear and tear, but they're also designed to be lightweight, waterproof, and comfortable. The cushioned insoles provide plenty of support, whether walking through the city or hiking to your favorite campsite or fishing spot. Pick from bold shades and finishes like rich brown leather, classic black, or rugged gray suede.
Leather Chukka boots are perfect for men to pair with slacks, a button-up, and a blazer for those dressier occasions. Moc toe lace-up boots are refined yet rugged footwear options. Perfect for casual and dressy occasions, whether you are headed to the office on Monday or to a football game on the weekend. Made with reliable suede or leather, all Lands' End's men's boots will be your go-to boots year after year. Choose lace-up ankle boots with a bright flannel shirt and dark wash jeans or smooth slip-on boots to refine a polo shirt and chinos. Suede boots pair nicely with khakis, a sweater vest, and a short-sleeve shirt for a preppy vibe. Besides having classier dress boot options for unfavorable weather, we also have more waterproof footwear options when the weather gets bad. Explore our entire collection of men's rain and snow boots to keep feet warm and dry in any weather. Once the weather clears up and gets warmer, make sure you’re ready to gear up with our wide selection of men’s sandals, sneakers, and water shoes. Available in men’s shoe sizes 7 to 13 with wide-width options.