Step into refined elegance with our Chicago Walnut Goodyear Welted Loafers, meticulously crafted in Portugal. The warm walnut hue adds sophistication to your ensemble, making these Goodyear welted Loafers a versatile choice for various occasions. Whether you're heading to the office or enjoying a casual outing, Chicago ensures you do so with style. Immerse yourself in the comfort of full-grain Italian leather, complemented by soft cushion leather inserts that adapt to your foot over time.

GOODYEAR FLEX COLLECTION

Our new GYFlex collection features the same level of craftsmanship in all our footwear, with one main exception - we've made comfortable, more comfortable. Each pair is made with a rubber sole, and stitched without a metal shank in the middle to allow for maximum bend when you walk. That means a shorter break-in period, shoes that conform more easily to your style of walking, and increased overall comfort. 

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The Chicago is a close cousin of our beloved loafer style Maine, only in a round toe style. This style was designed with feedback from customers who wanted a penny loafer with a round toe box like our Connor tassel loafers, and the Chicago is a response to that feedback. 

Built on our R385 round toe last, featuring black rubber soles. 

Only the finest leathers from Tanneries d'Annonay. Goodyear welted construction. Handmade with care in Portugal. 

This style runs large. Pick one size smaller than your usual when ordering. .