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Men's Florsheim Castellano Chukka, Black Leather
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Men's Florsheim Castellano Chukka, Black Leather

A refined chukka is a must-have for any proud shoe collector. The Castellano Chukka Boot is a tasteful shoe with a classic silhouette, carefully constructed to distinguish you among the sea of oxfords and saddles. It's time to up your game....

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Men's Florsheim NDNS Chukka Boot, Black Leather
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Men's Florsheim NDNS Chukka Boot, Black Leather

The NDNS Chukka Boot is both practical and tasteful, an unsurpassable combination. With its supremely structured last, Memory Foam footbed, and non-slip outsole, as well as its waterproof leather, the NDNS Chukka Boot will far outlive its...

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Men's Florsheim Castellano Chukka, Brown Leather
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Men's Florsheim Castellano Chukka, Brown Leather

A refined chukka is a must-have for any proud shoe collector. The Castellano Chukka Boot is a tasteful shoe with a classic silhouette, carefully constructed to distinguish you among the sea of oxfords and saddles. It's time to up your game....

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Boys' Florsheim Getaway Chukka Boot, Jr. II, Cognac Leather
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Boys' Florsheim Getaway Chukka Boot, Jr. II, Cognac Leather

The classic design and easy comfort of the Florsheim Getaway Chukka Boot Jr. II ensures that these shoes will soon become a new favorite. The Chukka features durable construction for long-term wearability. Smooth leather upper, clean cut design....

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Boys' Florsheim Curb Chukka Boot, Jr, Black Synthetic
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Boys' Florsheim Curb Chukka Boot, Jr, Black Synthetic

Striking the perfect balance between style and comfort, the Florsheim Curb Chukka Boot Jr. is an effortless addition to a boy's everyday look. This shoe features a subtle design that pairs easily with his favorite pair of jeans or khakis....

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Boys' Florsheim Curb Chukka Boot, Jr, Cognac Synthetic
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Boys' Florsheim Curb Chukka Boot, Jr, Cognac Synthetic

Striking the perfect balance between style and comfort, the Florsheim Curb Chukka Boot Jr. is an effortless addition to a boy's everyday look. This shoe features a subtle design that pairs easily with his favorite pair of jeans or khakis....

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Men's Florsheim Casey Chukka Boot, Black Leather
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Men's Florsheim Casey Chukka Boot, Black Leather

Sometimes less is more. Why would you want something complicated when there's a simple shoe solution to all of your wardrobe problems? With its smooth leather and classic, clean design, the Casey Chukka Boot is all you need. Florsheim Mens Size...

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Women's SoftWalk Ramsey Lace Chukka Bootie, Sand Leather
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Women's SoftWalk Ramsey Lace Chukka Bootie, Sand Leather

Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes: 5.5...

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Women's SoftWalk Ramsey Lace Chukka Bootie, Cognac Leather
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Women's SoftWalk Ramsey Lace Chukka Bootie, Cognac Leather

Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes: 6...

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Men's Florsheim Hamilton Chukka Boot, Brown
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Men's Florsheim Hamilton Chukka Boot, Brown

The Florsheim Hamilton Chukka Boot is a classic dress boot with a modern edge, constructed from our finest materials. Clean lines and simple perforations define this handsome member of the Imperial line. Sheepskin linings XL Extralight sole...

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Women's SoftWalk Ramsey Lace Chukka Bootie, Dark Brown Suede
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Women's SoftWalk Ramsey Lace Chukka Bootie, Dark Brown Suede

Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes: 6.5...

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Women's SoftWalk Ramsey Lace Chukka Bootie, Black Cow Suede Leather
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Women's SoftWalk Ramsey Lace Chukka Bootie, Black Cow Suede Leather

Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes: 6...

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Men's Florsheim Pivot Chukka Boot, Black Leather
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Men's Florsheim Pivot Chukka Boot, Black Leather

With its clean upper and sneaker-inspired construction, the Florsheim Pivot Chukka Boot is a sophisticated, four-season style designed for long-term staying power and wearability. Suedetec lining Fully cushioned, removable footbed Leather footbed...

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Men's Florsheim Pivot Chukka Boot, Brown Leather
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Men's Florsheim Pivot Chukka Boot, Brown Leather

With its clean upper and sneaker-inspired construction, the Florsheim Pivot Chukka Boot is a sophisticated, four-season style designed for long-term staying power and wearability. Suedetec lining Fully cushioned, removable footbed Leather footbed...

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Women's SoftWalk Ramsey Lace Chukka Bootie, Black Soft Mini Tumbled Leather
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Women's SoftWalk Ramsey Lace Chukka Bootie, Black Soft Mini Tumbled Leather

Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes: 5.5...

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Men's Frye Ludlow Chukka Sneaker, Loden Wool
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Men's Frye Ludlow Chukka Sneaker, Loden Wool

The Frye Ludlow Chukka Sneaker is designed for people who like to ride, but you don't have to be a moto enthusiast to appreciate them. Made to resemble sleek chukka boots, this high-top sneaker is set on a thick rubber sole. Fabric lined Rubber...

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Women's SoftWalk Ramsey Lace Chukka Bootie, Sand Grey Cow Suede Leather
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Women's SoftWalk Ramsey Lace Chukka Bootie, Sand Grey Cow Suede Leather

Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes: 6...

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Women's SoftWalk Ramsey Lace Chukka Bootie, Dark Grey Cow Suede Leather
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Women's SoftWalk Ramsey Lace Chukka Bootie, Dark Grey Cow Suede Leather

Hello Chukka boots! Ramsey couples the Americana wester influence with the popular Ramsey Lace Chukka Bootie. You will be right on trend. Super-comfortable dual-density footbed with arch support Synthetic rubber sole Lace Up Stacked Heel. Sizes:...

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Men's Frye Ludlow Chukka Sneaker, Charcoal Wool
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Men's Frye Ludlow Chukka Sneaker, Charcoal Wool

The Frye Ludlow Chukka Sneaker is designed for people who like to ride, but you don't have to be a moto enthusiast to appreciate them. Made to resemble sleek chukka boots, this high-top sneaker is set on a thick rubber sole. Fabric lined Rubber...

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Men's Frye Ludlow Chukka Sneaker, Olive Canvas
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Men's Frye Ludlow Chukka Sneaker, Olive Canvas

The Frye Ludlow Chukka Sneaker is designed for people who like to ride, but you don't have to be a moto enthusiast to appreciate them. Made to resemble sleek chukka boots, this high-top sneaker is set on a thick rubber sole. Fabric lined Rubber...

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Men's Frye Ludlow Chukka Sneaker, Cognac Canvas
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Men's Frye Ludlow Chukka Sneaker, Cognac Canvas

The Frye Ludlow Chukka Sneaker is designed for people who like to ride, but you don't have to be a moto enthusiast to appreciate them. Made to resemble sleek chukka boots, this high-top sneaker is set on a thick rubber sole. Fabric lined Rubber...

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Children's Old West Chukka Outdoor Boot, Brown Leather
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Children's Old West Chukka Outdoor Boot, Brown Leather

The Old West Boots Chukka Outdoor Boot is a classic, rugged chukka boot with a removable cushioned insole. Genuine leather Padded collar provides comfort for all day wear Lace up closures for customized and secure fit Manmade soft cushioned lining...

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Men's Florsheim Estabrook Chukka Boot, Black Smooth Leather
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Men's Florsheim Estabrook Chukka Boot, Black Smooth Leather

Stylish and handsome, the Florsheim Estabrook Chukka Boot features a fully cushioned footbed and a flexible rubber sole. Leather uppers and linings help air flow through and keep your feet cool Fully cushioned footbed with leather cover. Florsheim...

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Men's Florsheim Foundry Plain Toe Chukka Boot, Black Horween Leather
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Men's Florsheim Foundry Plain Toe Chukka Boot, Black Horween Leather

Designed with flexible Goodyear welt construction, the sleek and handsome Florsheim Foundry Plain Toe Chukka Boot features a fully cushioned footbed for added comfort. Goodyear welt construction Cushioned footbed with leather cover. Florsheim Mens...

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Men's Florsheim Estabrook Chukka Boot, Brown Crazy Horse Leather
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Men's Florsheim Estabrook Chukka Boot, Brown Crazy Horse Leather

Stylish and handsome, the Florsheim Estabrook Chukka Boot features a fully cushioned footbed and a flexible rubber sole. Leather uppers and linings help air flow through and keep your feet cool Fully cushioned footbed with leather cover. Florsheim...

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Men's Florsheim Truman Chukka Boot, Cognac Leather
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Men's Florsheim Truman Chukka Boot, Cognac Leather

With clean and graceful lines, the Florsheim Truman Chukka Boot complements any wardrobe. Built on their XL Extralight sole, this lightweight and handsome boot features both Comfortech technology and memory foam for a lasting, cushioned experience....

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Men's Caterpillar Mitch Chukka Boot, Dark Beige Leather
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Men's Caterpillar Mitch Chukka Boot, Dark Beige Leather

Whatever the occasion, from a walk on the trail to a trip into the office, the Mitch Chukka Boot from Caterpillar covers all your bases. The minimalistic design in handsome leather gives this classic chukka a casual style, making it an easy addition...

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Men's Florsheim Foundry Plain Toe Chukka Boot, Brown Horween Leather
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Men's Florsheim Foundry Plain Toe Chukka Boot, Brown Horween Leather

Designed with flexible Goodyear welt construction, the sleek and handsome Florsheim Foundry Plain Toe Chukka Boot features a fully cushioned footbed for added comfort. Goodyear welt construction Cushioned footbed with leather cover. Florsheim Mens...

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Women's Twisted X Boots Driving Moc Chukka, Bomber/Mahogany Leather
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Women's Twisted X Boots Driving Moc Chukka, Bomber/Mahogany Leather

The comfort of the Twisted X Boots WDM0071 Driving Moc Chukka will have you convinced that you're kicking about in your most comfortable slippers! Patented Twisted X technology Removable moisture wicking, machine washable, and antimicrobial EVA...

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Women's Twisted X Boots Driving Moc Chukka, Bomber/Tan Leather
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Women's Twisted X Boots Driving Moc Chukka, Bomber/Tan Leather

The comfort of the Twisted X Boots WDM0071 Driving Moc Chukka will have you convinced that you're kicking about in your most comfortable slippers! Patented Twisted X technology Removable moisture wicking, machine washable, and antimicrobial EVA...

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Women's Twisted X Boots Driving Moc Chukka, Brown/Turquoise Leather
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Women's Twisted X Boots Driving Moc Chukka, Brown/Turquoise Leather

The comfort of the Twisted X Boots WDM0071 Driving Moc Chukka will have you convinced that you're kicking about in your most comfortable slippers! Patented Twisted X technology Removable moisture wicking, machine washable, and antimicrobial EVA...

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Men's Florsheim Union Plain Toe Chukka Boot, Black Leather
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Men's Florsheim Union Plain Toe Chukka Boot, Black Leather

The sleek and handsome Florsheim Union Plain Toe Chukka Boot features a fully cushioned footbed and a lightweight sole. Leather uppers and linings help air flow through and keep your feet cool Fully cushioned footbed with leather cover Lightweight...

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Men's Florsheim Foundry Plain Toe Chukka Boot, Burgundy CF Stead Leather
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Men's Florsheim Foundry Plain Toe Chukka Boot, Burgundy CF Stead Leather

Designed with flexible Goodyear welt construction, the sleek and handsome Florsheim Foundry Plain Toe Chukka Boot features a fully cushioned footbed for added comfort. Goodyear welt construction Cushioned footbed with leather cover. Florsheim Mens...

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Men's Florsheim Foundry Plain Toe Chukka Boot, Army Green CF Stead Leather
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Men's Florsheim Foundry Plain Toe Chukka Boot, Army Green CF Stead Leather

Designed with flexible Goodyear welt construction, the sleek and handsome Florsheim Foundry Plain Toe Chukka Boot features a fully cushioned footbed for added comfort. Goodyear welt construction Cushioned footbed with leather cover. Florsheim Mens...

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Men's Florsheim Uptown Plain Toe Chukka Boot, Cognac Leather
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Men's Florsheim Uptown Plain Toe Chukka Boot, Cognac Leather

Stylish and handsome, the Florsheim Uptown Plain Toe Chukka Boot features a fully cushioned, removable footbed with Ortholite high rebound foam for ultimate comfort. The rubber sole has Flexsole technology for Flexibility. Comfortechnology...

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Men's Florsheim Union Plain Toe Chukka Boot, Saddle Tan Leather
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Men's Florsheim Union Plain Toe Chukka Boot, Saddle Tan Leather

The sleek and handsome Florsheim Union Plain Toe Chukka Boot features a fully cushioned footbed and a lightweight sole. Leather uppers and linings help air flow through and keep your feet cool Fully cushioned footbed with leather cover Lightweight...

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Men's Florsheim Uptown Plain Toe Chukka Boot, Black Leather
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Men's Florsheim Uptown Plain Toe Chukka Boot, Black Leather

Stylish and handsome, the Florsheim Uptown Plain Toe Chukka Boot features a fully cushioned, removable footbed with Ortholite high rebound foam for ultimate comfort. The rubber sole has Flexsole technology for Flexibility. Comfortechnology...

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Men's Florsheim Foundry Plain Toe Chukka Boot, Saddle Tan Horween Leather
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Men's Florsheim Foundry Plain Toe Chukka Boot, Saddle Tan Horween Leather

Designed with flexible Goodyear welt construction, the sleek and handsome Florsheim Foundry Plain Toe Chukka Boot features a fully cushioned footbed for added comfort. Goodyear welt construction Cushioned footbed with leather cover. Florsheim Mens...

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Men's Florsheim Blaze Chukka Boot, Cognac Leather
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Men's Florsheim Blaze Chukka Boot, Cognac Leather

With its plain yet sophisticated look, the Florsheim Blaze Chukka Boot features a clean leather design and polished finish. A brogue-inspired toe medallion keeps this dress boot a step ahead of the rest. CLASSIC STYLE: the Blaze Chukka Boot features...

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Men's Florsheim Navigator Chukka Boot, Cocoa Nubuck
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Men's Florsheim Navigator Chukka Boot, Cocoa Nubuck

The casually low Florsheim Navigator Chukka Boot uses Comfortech technology and Ortholite foam to encourage a comfortable and relaxing step. Built on an XL Extralight sole, this lightweight boot cuts the weight without sacrificing durability or...

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Men's Stacy Adams Dabney Plain Toe Chukka Boot 24977, Chestnut Suede
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Men's Stacy Adams Dabney Plain Toe Chukka Boot 24977, Chestnut Suede

An urbane chukka that conveys a sense of sophistication, the Dabney Chukka boot is characterized by its oiled suede upper. This material provides a rare texture and look for an elegant, yet casual appearance that is hard to match. Sizes: 10 W, 7.5...

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Women's Twisted X Boots Driving Moc Chukka Boot, Brown/Brown Print Leather
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Women's Twisted X Boots Driving Moc Chukka Boot, Brown/Brown Print Leather

Casual, comfortable, and stylish, the Twisted X Boots Driving Moc Chukka Boot is an ideal addition to your footwear collection. This casual shoe features a rubber outsole that offers slip resistance and an antibacterial, molded footbed that provides...

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Men's Florsheim Edge Chukka Boot, Olive Nubuck
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Men's Florsheim Edge Chukka Boot, Olive Nubuck

Stylish and laid-back, the Florsheim Edge Chukka Boot features elastic laces for an easy pull-on design. The removable footbed is fully cushioned for comfort, while the direct attach lightweight PU midsole with TPU sole is ultra durable. The outsole...

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Women's Twisted X Boots Driving Moc Chukka Boot, Bomber/Nude Print Leather
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Women's Twisted X Boots Driving Moc Chukka Boot, Bomber/Nude Print Leather

Casual, comfortable, and stylish, the Twisted X Boots Driving Moc Chukka Boot is an ideal addition to your footwear collection. This casual shoe features a rubber outsole that offers slip resistance and an antibacterial, molded footbed that provides...

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Men's Florsheim Uptown Plain Toe Chukka Boot, Mocha Suede
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Men's Florsheim Uptown Plain Toe Chukka Boot, Mocha Suede

Stylish and handsome, the Florsheim Uptown Plain Toe Chukka Boot features a fully cushioned, removable footbed with Ortholite high rebound foam for ultimate comfort. The rubber sole has Flexsole technology for Flexibility. Comfortechnology...

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Women's Twisted X Boots Driving Moc Chukka Boot, Brown/Turquoise Print Leather
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Women's Twisted X Boots Driving Moc Chukka Boot, Brown/Turquoise Print Leather

Casual, comfortable, and stylish, the Twisted X Boots Driving Moc Chukka Boot is an ideal addition to your footwear collection. This casual shoe features a rubber outsole that offers slip resistance and an antibacterial, molded footbed that provides...

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Boys' Florsheim Quinlan Jr, Brown Suede
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Boys' Florsheim Quinlan Jr, Brown Suede

Quinlan Jr. is a cute chukka boot that features leather linings, and a rubber sole. CLASSIC STYLE: The Quinlan Jr. is a classic lace up Chukka Boot featuring a lightweight, contrast outsole. QUALITY: The uppers are genuine leather. The linings are...

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Men's Florsheim Blaze Chukka Boot, Black Leather
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Men's Florsheim Blaze Chukka Boot, Black Leather

With its plain yet sophisticated look, the Florsheim Blaze Chukka Boot features a clean leather design and polished finish. A brogue-inspired toe medallion keeps this dress boot a step ahead of the rest. CLASSIC STYLE: the Blaze Chukka Boot features...

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Women's Twisted X Boots WDM0081 Driving Moc Chukka Boot, Brown/Tooled Flowers Leather
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Women's Twisted X Boots WDM0081 Driving Moc Chukka Boot, Brown/Tooled Flowers Leather

Complete your everyday look with the stylish Twisted X Boots Driving Moc Chukka Boot. Featuring a slip-resistant outsole and an antibacterial molded footbed, this moisture-wicking boot offers all-day comfort. Moisture-wicking Antibacterial...

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Children's Twisted X Boots YDM0031 Driving Moc Chukka, Serape Fringe Leather/Canvas
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Children's Twisted X Boots YDM0031 Driving Moc Chukka, Serape Fringe Leather/Canvas

The comfort of the Twisted X Boots YDM0031 Driving Moc Chukka will have them convinced that they're kicking about in their most comfortable slippers! Patented Twisted X technology Removable moisture wicking, machine washable, and antimicrobial...

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Men's Florsheim Edge Chukka Boot, Charcoal Nubuck
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Men's Florsheim Edge Chukka Boot, Charcoal Nubuck

Stylish and laid-back, the Florsheim Edge Chukka Boot features elastic laces for an easy pull-on design. The removable footbed is fully cushioned for comfort, while the direct attach lightweight PU midsole with TPU sole is ultra durable. The outsole...

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Boys' Florsheim Quinlan Jr, Black Suede
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Boys' Florsheim Quinlan Jr, Black Suede

Quinlan Jr. is a cute chukka boot that features leather linings, and a rubber sole. CLASSIC STYLE: The Quinlan Jr. is a classic lace up Chukka Boot featuring a lightweight, contrast outsole. QUALITY: The uppers are genuine leather. The linings are...

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Men's Florsheim Fuel Plain Toe Chukka, Brown Leather/Navy Sole
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Men's Florsheim Fuel Plain Toe Chukka, Brown Leather/Navy Sole

The Florsheim Fuel Plain Toe Chukka features a fully cushioned, removable footbed for ultimate comfort. The durable and extra flexible sole is dual density EVA with rubber. Fully cushioned, removable molded PU footbed Extra flexible dual density EVA...

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Vans Chukka DX SF Sneaker, Surf Check Black Canvas/White
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Vans Chukka DX SF Sneaker, Surf Check Black Canvas/White

The Vans Chukka DX SF builds upon the original Chukka Boot silhouette by combining durable uppers with comfortable UltraCush sockliners for long lasting comfort, and signature waffle rubber outsoles. Chukka boot styling UltraCush Lite midsole...

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Men's Florsheim Edge Chukka Boot, Navy Nubuck
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Men's Florsheim Edge Chukka Boot, Navy Nubuck

Stylish and laid-back, the Florsheim Edge Chukka Boot features elastic laces for an easy pull-on design. The removable footbed is fully cushioned for comfort, while the direct attach lightweight PU midsole with TPU sole is ultra durable. The outsole...

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Men's Florsheim Edge Chukka Boot, Loden Nubuck
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Men's Florsheim Edge Chukka Boot, Loden Nubuck

Stylish and laid-back, the Florsheim Edge Chukka Boot features elastic laces for an easy pull-on design. The removable footbed is fully cushioned for comfort, while the direct attach lightweight PU midsole with TPU sole is ultra durable. The outsole...

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Men's Florsheim Edge Chukka Boot, Black Nubuck
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Men's Florsheim Edge Chukka Boot, Black Nubuck

Stylish and laid-back, the Florsheim Edge Chukka Boot features elastic laces for an easy pull-on design. The removable footbed is fully cushioned for comfort, while the direct attach lightweight PU midsole with TPU sole is ultra durable. The outsole...

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Men's UGG Maksim Chukka Boot, Black Suede
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Men's UGG Maksim Chukka Boot, Black Suede

The UGG Maksim Chukka Boot combines classic UGG comfort with a relaxed chukka silhouette that's perfect for downtime. Suede UGGpure wool insole EVA outsole. Sizes: 15 M, 17 M, 16 M, 18 M; Color: Black Suede. Gender: Male. Age Group: Adult.

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Men's UGG Maksim Chukka Boot, Tamarind Suede
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Men's UGG Maksim Chukka Boot, Tamarind Suede

The UGG Maksim Chukka Boot combines classic UGG comfort with a relaxed chukka silhouette that's perfect for downtime. Suede UGGpure wool insole EVA outsole. Sizes: 18 M, 17 M, 15 M, 16 M; Color: Tamarind Suede. Gender: Male. Age Group: Adult.

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Men's Florsheim Fuel Plain Toe Chukka, Gray Leather/Black Sole
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Men's Florsheim Fuel Plain Toe Chukka, Gray Leather/Black Sole

The Florsheim Fuel Plain Toe Chukka features a fully cushioned, removable footbed for ultimate comfort. The durable and extra flexible sole is dual density EVA with rubber. Fully cushioned, removable molded PU footbed Extra flexible dual density EVA...

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