Chukka boots are strange beasts. With their unstructured toes, low-cut uppers, and thin soles, at first glance they are more like a high-top sneaker than a burly boot. Many brands describe them as half boot, half shoe. And to many customers, that makes them the ultimate piece of footwear. When it comes to styling chukkas, … Read more
I wear a lot of boots and I’m often asked about specific styles, like what’s a Chukka boot or what’s a Chelsea Boot. Which is better for the office? Is one more comfy? Brother, you’re in the right place. Here, we’re comparing and contrasting two completely different styles of boots so you can know which … Read more
Snugly nestled in the spot between work boot and dress shoe, the chukka is the perfect shoe when you can’t decide between dressy or casual. Plus, it’s the only boot you can wear with shorts. (Never forget this. If I see another pair of Iron Rangers with denim cutoffs I’m going to lose it.) Because … Read more