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*To receive a 20% discount on items totaling $99 or more (before taxes and shipping), enter promo code SHOEME20 during checkout. If the item is regularly priced, we'll discount it by 20%. If the item is on sale, we'll give you 20% off the regular price or give you the current sale price, whichever is greater. Not valid on clearance items. Cannot be applied to previous purchases, gift certificates or combined with other offers. Offer valid on U.S. orders only. Additional restrictions apply.

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Some people refer to men's chukkas simply as ankle boots, but we prefer to call them the "perfect companion." Sure they go up to a guy's ankle, but that's where the comparison stops. Because a chukka has a unique look all its own. While some styles are polished enough for that special night out, most feature a laid-back, minimal eyelet design that's perfect for kicking around on a Saturday and right after work (or even at work as they slip perfectly under a pair of jeans for that casual dress code). And when someone says "nice ankle boots" to you, just smile. In a relaxed, carefree way.