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Chaco Men's Brio Boot - L8AQMKOLR

The Chaco Brio is the perfect chukka for this fall. Crafted with durable uppers and a rugged bottom,.....

Sebago Men's Tremont Boot - WNB3O64V4

You could walk from Fenway to Cambridge and back again with the support of a rugged cross trainer an.....

Dockers Men's Tussock Boot - GXKDVKXVO

Plain toe chukka boot B00BPQQ264 .....

Eastland Men's Brooklyn Chukka Boot - XAZE9FDHK

For decades, the Eastland Shoe Company has offered quality, comfortable, casual leather footwear of .....

Nunn Bush Men's Woodbury Boot - QOWGJLI7J

Whether it's jeans or something dressier, these Nunn Bush® boots are sure to have you stepping out i.....

Eastland Men's Silverado 1955 Boot - 2JIEKMMMQ

Eastland-1955 Edition boots in smooth leather with rugged industrial details. An adjustable buckle s.....

Florsheim Men's Rockit Chukka Boot - 8LD2GUNN2

Your easy-going personality and this bohemian-inspired dress boot are sure to catch the attention Di.....

Clarks Men's Desert Chukka Boot - IMHD0NWX7

An international cult classic, the iconic men's desert boot from the Clarks Originals® collection wa.....

Timberland Men's Earthkeepers City Chukka Boot - XV72PCHTM

The classic chukka gets a polished update in this eco-conscious offering from Timberland's Earthkeep.....

Dr. Martens Men's Ember Chukka Boot - 46AWZU09I

The ember desert boot is crafted from slippery wp, a soft and supple nubuck leather that's waterproo.....

Alpine Swiss Men's Leather Lined Dressy Ankle Boots - ZBT7EPXYC

Men's Ankle Boots By Alpine Swiss Color: Black Brown Sizes: 7 - 12 Full sizes Product Features: Clas.....

FRYE Men's Jim Chukka - XDXSJPJSO

Easily transition from work to evening with the Jim Chukka from Frye®. Soft vintage leather upper wi.....

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