Stylish Men’s Dress Boots to Take Your Look to the Next Level

If you’ve been looking for a way to upgrade your wardrobe, a great place to start is with your footwear. A pair of sleek dress boots crafted from genuine leather or suede is guaranteed to complement more formal outfits like a dapper suit or timeless button-down shirt and trousers, or easily dress up everyday jeans-and-tee ensembles.

With so many styles on the market to choose from, though, shopping can be overwhelming. There are classic oxford-style silhouettes, chukkas, staple Chelsea boots and edgier combat-inspired styles with wingtip details.

To make life easier, we rounded up a selection of our favorite dress boots for men from popular brands like Rockport, Clarks, Bruno Marc and more.

We included styles with and without laces so you can choose whichever look that speaks to your individual taste. Each pick on our list is available in multiple colors, and a few pairs are offered in extended size options to accommodate men with wider feet.

For more than 75 years, Footwear News has been the shoe authority. Our coverage spans top industry news, retail trends, head-to-toe fashion, athletic and outdoor analysis and more. Footwear News’ global network of editors has carefully curated all product selections featured using our expansive brand knowledge and thorough research to find quality, long-lasting items. If you purchase an independently reviewed product or service through a link on our website, we may receive an affiliate commission.

1. La Milano Lace-Up Boot

These leather lace-up boots with brogue detailing feature a faux fur lining and soft padded collar for enhanced warmth.

Key Features: A cushioned memory foam footbed is built to provide long-lasting comfort underfoot. Non-skid tread should provide added grip and traction.

Take Note: Some may find they run a bit narrow.

La Milano Lace-Up Boot, men's dress boots
CREDIT: Courtesy of Amazon

2. Rockport High Trend Toloni Boot

These square toe boots have a supple leather upper and lightweight EVA footbed that conforms to the shape of your foot.

Key Features: Mesh lining encourages proper airflow. A medial side zip allows for easy entry and removal. Available in wide-width size options.

Take Note: May run somewhat large.

Rockport Men's Toloni Boot, men's dress boots
CREDIT: Courtesy of Amazon

3. Bruno Marc Ankle Boots

This pull-on ankle style is equipped with a smooth suede upper, classic round toe and elastic side panels for easy on and off.

Key Features: A soft, breathable leather lining and EVA foam footbed should help keep feet comfortable. Set on soles made for durable wear.

Take Note: Some may find they lack arch support.

Bruno Marc Ankle Boots, men's dress boots
CREDIT: Courtesy of Amazon

4. Clarks Bushacre 2 Chukka Boot

This chukka style also boasts a rounded toe with a secure lace-up closure and soft full-grain leather sockliner for plush comfort.

Key Features: Equipped with foam cushioning underfoot. Offered in wide-wide sizes. Available in both full-grain leather and suede finishes.

Take Note: Not as much arch support as other pairs.

men's dress boots, Clarks Men's Bushacre 2 Chukka Boot
CREDIT: Courtesy of Amazon

5. Johnston & Murphy XC Flex Cody Wingtip Zip Boot

These boots have a rich full-grain leather upper complete with a wingtip design and a moisture-wicking sheepskin textile lining.

Key Features: Memory foam cushioning and shock-absorbing XC Flex midsoles enhance comfort. An interior zipper allows for easy on and off.

Take Note: May run small.

Johnston & Murphy XC Flex Cody Wingtip Zip Boot, men's dress boots
CREDIT: Courtesy of Amazon

Access exclusive content