Every woman needs a sleek Chelsea boot in her wardrobe, and this one from Sperry is both stylish and comfortable. The classic round toe and ankle-high silhouette pairs effortlessly with high-waisted ...

The Scout Chukka comes in at a competitive $160 and 9 different colors/styles to choose from. What’s great about Thursday is that all of their boots come equipped with a Goodyear welt which ...

The Quoddy Kennebec is probably the consummate Chukka boot. If you were to have just one pair of Chukkas in your closet, this is the one to own. The leather is the finest Horween, the soles are ...

Some guys prefer to keep their shoes box-fresh. But Keanu Reeves? He likes to wear his straight into the ground. Just take a look at the chukka boots he rocked earlier this week. While out and ...

Easy: Shearling boots. Because the chill isn't letting up ... Adamiyatt is also loving Freda Salvador's reimagined take on the classic chukka featuring a velvety suede upper with cozy shearling ...

The Banks boot is a versatile business casual shoe that works for office settings and after-hours plans and it’s just $83 at ...

If you buy something, we may earn an affiliate commission. Some guys like to keep their shoes box-fresh. But Keanu Reeves? Yeah, he likes to wear his straight into the ground. Just take a look at ...