Chukka Bennett boots
11 MEDIUM, 11H MEDIUM, 12 MEDIUM, 8 MEDIUM, 8H MEDIUM
Every guy needs a great suede boot, so we made one that's sure to last a lifetime. We started by using the same last that we use for our Kenton bucks to give it a great (read: comfortable) shape. Then we added a Goodyear welt-the same kind our best dress shoes use-to ensure years of wear. Add a richly colored suede upper and a leather lining and, boom, the ultimate chukka boot is born. Why Bennett? It's a nod to James Gordon Bennett, Jr., the dapper gent credited with organizing the first-ever polo match in the U.S., held on May 6, 1876, at Dickel's Riding Academy at 39th Street and Fifth Avenue in New York City.
- Suede upper.
- Leather lining and sole.
We know a good thing when we see it. These heavy-duty boots are a trip in a time machine, back to when American heritage-style work boots were built like they would be your last pair. The oil-resistant sole, classic shape and exclusive-to-J.Crew leather body make the Iron Rangers quite possibly the toughest you'll ever own. For the best fit, we recommend ordering a half size smaller than your usual size. Leather upper. USA. Online only.
Founded in Massachusetts by Charles H. Alden in 1884, the Alden Shoe Company is now in its fourth generation and is the oldest shoe- and boot-maker in New England. A cult classic for decades, the iconic 405 Indy boots (made famous by Indiana Jones) are customized exclusively for us with a stained welt. Because each pair is expertly and carefully crafted by hand, these boots are available in limited quantitie These shoes were shaped over a Trubalance last and run one half size larger than regular US sizes. Horween Chromexcel leather upper and lining. Cotton laces. Neocork sole. USA.
Alden 405 Indy boots $523
If better-than-all-the-others is your game, the Kenton Pacers should be your move. Our take on classic carpenter boots, they're made with some of the best suede in the world and finished with an EVA (aka high-tech foam) sole and a Goodyear welt-which means that they're built for comfort and built to last (you can resole them again and again, which comes in handy since they'll get tons of wear). True to size. Suede upper. Leather lining. Long-wearing brick EVA sole. Import.
J.Crew Kenton suede pacer boots $248 $180–190
From making durable boots for loggers to designing cold-weather boots for infantry soldiers during World War II, Chippewa has been a trusted name in rugged footwear for more than 100 years. In this exclusive collaboration, our design team recreated a pair of 1930s work boots found in Chippewa's archives, selecting each and every detail down to the sole. Handmade in America, this style stands as an example of classic American-made heritage style from a brand that helped build the tradition. Leather upper. Twill vamp. Vibram® rubber outsole. USA.
For over 100 years, LaCrosse has built some of the most rugged footwear available. Inspired by a vintage pair of boots that our designers discovered in Japan, we convinced the celebrated bootmaker to recast its classic duck boot in a lighter-weight version of the original. Ours are built with a waterproof rubber bottom and an exclusive full-grain leather upper for comfort (our designers worked with the factory to perfect the difficult leather-on-rubber construction). A sharp and tough wet-weather essential that you'll only find here. Unisex sizing: Women, please order two sizes smaller than your regular size. Half sizes order up. Leather, rubber upper. Leather lining. Rubber sole. Import.
Founded in Massachusetts by Charles H. Alden in 1884, the Alden Shoe Company is in its fourth generation and is the oldest shoemaker in New England. These handsome boots are made with pebbled Horween Chromexcel leather (the best in America) and finished with a stacked leather sole and a Goodyear welt-that means they can be resoled (in other words, they will last a lifetime). For an added dose of polish, they're finished with brass eyelets and a leather lining. If you want a classic style, this is the way to do it right. Brown Alpine grain leather upper. Leather lining and sole. USA. Online only.
Founded in Massachusetts by Charles H. Alden in 1884, the Alden Shoe Company is now in its fourth generation of shoemaking, and its integrity and attention to craft have made us loyal followers. Designed just for us, these handsome boots are handcrafted from the finest suede and finished with all of Alden's hallmark details (including its famed Goodyear welt and a Thomas heel, designed to support the arch). To be sure they last generations, you can send them to Alden for resoling at any time. Calf suede upper. Leather lining. Cork sole. USA. Online only.
Named after Red Wing founder Charles Beckman, these boots have all the authenticity and true beauty-plus a dash of polish-that have made Red Wing Shoes (est. 1905) a favorite for over a century. We dyed the stitching to match and gave it some extra hand burnishing for a richer, more handsome finish that's exclusive to us. Handcrafted in the U.S. from the finest S.B. Foot leather, they're definitely built to impres For the best fit, we recommend ordering a half size smaller than your usual size. SB Foot leather upper. Roughed-out leather interior with lined cap toe. Signature Vibram® Roccia sole for traction. USA.
Inspired by the crepe-soled boots worn by British officers in WWII, they're made from the finest Italian oiled leather and only get better with age. Unlined for a more casual feel. Unisex sizing: Women, please order two sizes smaller than your regular size. Italian oiled leather upper. Cotton laces, natural eyelets. Stitched-out welt construction, natural crepe rubber sole. Made in Italy. Online only.
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