We don’t really believe in hard-and-fast rules around here when it comes to style — so much of it comes down to personal taste, after all. So we’re not going to say something like, “Every man ...

A limited-time price drop on a pair of men's chukka boots is turning heads on the Internet. Dr. Scholl's is selling Men's Madison Chukka Boots for only $18 right now. The list price of the boots is ...

You can wear a chukka boot in autumn. In the winter. In the spring. Hell, you can wear it in the summer, I guess, but we're not worried about that right now. Should you believe that a chukka or desert ...

Along with brands like Tecovas and Ariat, Frye boots are some of the best you can get, especially if your style leans more modern and urban than cowboy. Frye is a legacy brand that’s made a massive ...

Look, this is completely out of left field, but I'm imploring you to take advantage of this deal on Amazon today. Please, you have to trust me on this. Every person should have at least one pair of ...

Stylish and rugged—chukka boots are one of the best footwear options for men. Few other options can rival the versatility of chukkas. They can be paired equally well with jeans and a t-shirt as with a ...

HOKA has another pair of kicks for those who are big into hiking: the Transport Chukka GTX boot. The Transport Chukka GTX boots are $200 for both men and women (pictured above in women’s Smoky ...

J.Crew is an iconic menswear brand by any measure, but its in-house footwear has always flown under the radar. Collaborations aside, the only shoe that has ever gained widespread recognition is the ...

This article was updated in November 2024 with new products and information. A new season means a new opportunity to upgrade your wardrobe, namely with a pair or two of quality men’s boots that you ...