Robert Barakett is the latest menswear brand to take the plunge into the footwear space. The 20-year-old Montreal-based brand ...

a bold and rugged spin on the Boston footwear label's iconic Heritage Moc Toe boot—a sturdy chukka silhouette that's been stashed in the archives for more than two decades. ALD's Timberland ...

with faded blue jeans, dressy wool pants, or with seasonally friendly corduroy or linen pants, and in just about any style situation short of black tie. Consider the chukka boot your new best friend ...

"Wallabees aren't just great because they've got a good story. The square-toed chukkas sit at the perfect middle ground between sneakers and more traditional dress shoes," writes Esquire style ...

Riding boots. You’d be silly not to wear them, right? This is even more true if you’re on a cruiser, where your feet a ...

It's time to give your Adidas Sambas a welcome break, because it's officially boot season. We're kicking off the season with ...

There are 33 results, Your applied filters are, footwear style chukka & desert boots, shoe material leather, ...

There are 57 results, Your applied filters are, footwear style chukka & desert boots, ...

These are the 31 best cowboy boots out there. Read our review of the best men's hats to complete your look. And if you're looking for traditional women's sizing, be sure to read our review of the ...