Search with assistant

Search with photo

Search with color

Recent Searches Clear

Cancel

Search with assistant

Search with photo

Search with color

Recent Searches Clear

Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes

Find Similar

Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes

Find Similar

Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes

Find Similar

Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes

Find Similar

Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes

Find Similar

Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes

Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes

Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes

Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes

Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes

Infinity Leather

Infinity Leather

Ships and sold by

Infinity Leather

men's black leather winklepicker cowboy cuban biker shoes

$192.99

Get 193 Simon+^TM Points with this purchase.

Learn More

Authenticity Ensured

Merchandise is shipped and sold by the brand or store directly or from trusted independent sellers. In all cases, we stand by the authenticity of every product sold on our site and app.

Free Shipping Details

Free Shipping will apply only to standard shipping on eligible purchases and is not available for shipments to AK or HI. Additional charges will apply for expedited delivery or oversized items. Return shipping charges will be applied where applicable. Free shipping is an exclusive benefit (the “Benefit”) and cannot be shared, transferred, or sold. Return-shipping charges will be applied where applicable. Not valid on prior orders. No cash value. Void where prohibited by law. ShopSimon reserves the right to (i) revoke or prohibit your use of the Benefit for any reason, at any time, in our sole discretion, without notice, including when we suspect fraud or misuse; and/or (ii) terminate or modify the Benefit at any time without notice to you. The Benefit and the ShopSimon loyalty program are subject to the complete Terms of Service. For California residents, the value of the Benefit is reasonably related to the value of the personal information you provide; for more information, please see the Notice of Financial Incentives in the Privacy Policy.

FREE SHIPPING & EASY RETURNS

Usually ships within 1-2 business days

Size (Adult - Men)

EU 40

EU 42

EU 41

EU 44

Color — black

black

[{"id":42644718714940,"title":"EU 43 \/ black","option1":"EU 43","option2":"black","option3":null,"sku":"7eb8a71e-f6c0-465f-a811-aa2bb3887639","requires_shipping":true,"taxable":true,"featured_image":{"id":40650340991036,"product_id":7957380956220,"position":1,"created_at":"2025-03-15T19:46:54-04:00","updated_at":"2025-03-15T19:46:57-04:00","alt":null,"width":1488,"height":1800,"src":"\/\/shop.simon.com\/cdn\/shop\/files\/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417","variant_ids":[42644718714940,42644718747708,42644718780476,42644718813244,42644718846012,42644718878780]},"available":false,"name":"Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes - EU 43 \/ black","public_title":"EU 43 \/ black","options":["EU 43","black"],"price":19299,"weight":544,"compare_at_price":19299,"inventory_management":"shopify","barcode":"7427095953340","featured_media":{"alt":null,"id":32159267618876,"position":1,"preview_image":{"aspect_ratio":0.827,"height":1800,"width":1488,"src":"\/\/shop.simon.com\/cdn\/shop\/files\/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":42644718747708,"title":"EU 45 \/ black","option1":"EU 45","option2":"black","option3":null,"sku":"cd91d69f-9887-4f46-b5da-2481baf1f942","requires_shipping":true,"taxable":true,"featured_image":{"id":40650340991036,"product_id":7957380956220,"position":1,"created_at":"2025-03-15T19:46:54-04:00","updated_at":"2025-03-15T19:46:57-04:00","alt":null,"width":1488,"height":1800,"src":"\/\/shop.simon.com\/cdn\/shop\/files\/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417","variant_ids":[42644718714940,42644718747708,42644718780476,42644718813244,42644718846012,42644718878780]},"available":false,"name":"Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes - EU 45 \/ black","public_title":"EU 45 \/ black","options":["EU 45","black"],"price":19299,"weight":544,"compare_at_price":19299,"inventory_management":"shopify","barcode":"7427095953364","featured_media":{"alt":null,"id":32159267618876,"position":1,"preview_image":{"aspect_ratio":0.827,"height":1800,"width":1488,"src":"\/\/shop.simon.com\/cdn\/shop\/files\/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":42644718780476,"title":"EU 40 \/ black","option1":"EU 40","option2":"black","option3":null,"sku":"01eb9205-bd83-408a-aa31-2c82e80b3d9b","requires_shipping":true,"taxable":true,"featured_image":{"id":40650340991036,"product_id":7957380956220,"position":1,"created_at":"2025-03-15T19:46:54-04:00","updated_at":"2025-03-15T19:46:57-04:00","alt":null,"width":1488,"height":1800,"src":"\/\/shop.simon.com\/cdn\/shop\/files\/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417","variant_ids":[42644718714940,42644718747708,42644718780476,42644718813244,42644718846012,42644718878780]},"available":true,"name":"Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes - EU 40 \/ black","public_title":"EU 40 \/ black","options":["EU 40","black"],"price":19299,"weight":544,"compare_at_price":19299,"inventory_management":"shopify","barcode":"7427095953319","featured_media":{"alt":null,"id":32159267618876,"position":1,"preview_image":{"aspect_ratio":0.827,"height":1800,"width":1488,"src":"\/\/shop.simon.com\/cdn\/shop\/files\/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":42644718813244,"title":"EU 42 \/ black","option1":"EU 42","option2":"black","option3":null,"sku":"42f26309-cfaf-436b-95f4-92c3c2a700a3","requires_shipping":true,"taxable":true,"featured_image":{"id":40650340991036,"product_id":7957380956220,"position":1,"created_at":"2025-03-15T19:46:54-04:00","updated_at":"2025-03-15T19:46:57-04:00","alt":null,"width":1488,"height":1800,"src":"\/\/shop.simon.com\/cdn\/shop\/files\/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417","variant_ids":[42644718714940,42644718747708,42644718780476,42644718813244,42644718846012,42644718878780]},"available":true,"name":"Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes - EU 42 \/ black","public_title":"EU 42 \/ black","options":["EU 42","black"],"price":19299,"weight":544,"compare_at_price":19299,"inventory_management":"shopify","barcode":"7427095953333","featured_media":{"alt":null,"id":32159267618876,"position":1,"preview_image":{"aspect_ratio":0.827,"height":1800,"width":1488,"src":"\/\/shop.simon.com\/cdn\/shop\/files\/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":42644718846012,"title":"EU 41 \/ black","option1":"EU 41","option2":"black","option3":null,"sku":"40ac8ed2-db2a-4620-b8e8-9d701acd226e","requires_shipping":true,"taxable":true,"featured_image":{"id":40650340991036,"product_id":7957380956220,"position":1,"created_at":"2025-03-15T19:46:54-04:00","updated_at":"2025-03-15T19:46:57-04:00","alt":null,"width":1488,"height":1800,"src":"\/\/shop.simon.com\/cdn\/shop\/files\/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417","variant_ids":[42644718714940,42644718747708,42644718780476,42644718813244,42644718846012,42644718878780]},"available":true,"name":"Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes - EU 41 \/ black","public_title":"EU 41 \/ black","options":["EU 41","black"],"price":19299,"weight":544,"compare_at_price":19299,"inventory_management":"shopify","barcode":"7427095953326","featured_media":{"alt":null,"id":32159267618876,"position":1,"preview_image":{"aspect_ratio":0.827,"height":1800,"width":1488,"src":"\/\/shop.simon.com\/cdn\/shop\/files\/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}},{"id":42644718878780,"title":"EU 44 \/ black","option1":"EU 44","option2":"black","option3":null,"sku":"ae34cd4d-0d45-4b90-ae7f-e74a2a140b9b","requires_shipping":true,"taxable":true,"featured_image":{"id":40650340991036,"product_id":7957380956220,"position":1,"created_at":"2025-03-15T19:46:54-04:00","updated_at":"2025-03-15T19:46:57-04:00","alt":null,"width":1488,"height":1800,"src":"\/\/shop.simon.com\/cdn\/shop\/files\/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417","variant_ids":[42644718714940,42644718747708,42644718780476,42644718813244,42644718846012,42644718878780]},"available":true,"name":"Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes - EU 44 \/ black","public_title":"EU 44 \/ black","options":["EU 44","black"],"price":19299,"weight":544,"compare_at_price":19299,"inventory_management":"shopify","barcode":"7427095953357","featured_media":{"alt":null,"id":32159267618876,"position":1,"preview_image":{"aspect_ratio":0.827,"height":1800,"width":1488,"src":"\/\/shop.simon.com\/cdn\/shop\/files\/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417"}},"requires_selling_plan":false,"selling_plan_allocations":[],"quantity_rule":{"min":1,"max":null,"increment":1}}]

Details

A classic western look is achieved with this shoe, via a combination between the winklepicker silhouette and a stylish silver concho harness. The shoe additionally features a textured design and smooth leather panelling on the front and uppers to help contribute to the eye-catching appeal that popularised this style. Rounded off by the addition of a 2" heel and made comfortable by the easy slip-on design and leather lining, this is a stylish and comfortable shoe that pairs well with a pair of jeans or slacks. Crafted from genuine cow hide leather with textured uppers, Features distinctive pointed toe and 2â€ Cuban heel, Tri harness metallic strap feature, ETOR branding embellished in the sole

Read More

Sponsored

Sponsored

https://shop.simon.com/products/mens-black-leather-winklepicker-cowboy-cuban-biker-shoes 7957380956220 Men's Black Leather Winklepicker Cowboy Cuban Biker Shoes 192.99 //shop.simon.com/cdn/shop/files/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417 //shop.simon.com/cdn/shop/files/b4b2be6eff5343c790bcf7f216804dc6_large.jpg?v=1742082417 USD InStock men/shoes/boots-chukkas All Products Boot Collection Boot Shop In Season Infinity Leather Men Men's Boots & Chukkas Men's Shoes Men's Shoes & Accessories New Arrivals Under $500 Shoes Under $200 A classic western look is achieved with this shoe, via a combination between the winklepicker silhouette and a stylish silver concho harness. The shoe additionally features a textured design and smooth leather panelling on the front and uppers to help contribute to the eye-catching appeal that popularised this style. Rounded off by the addition of a 2" heel and made comfortable by the easy slip-on design and leather lining, this is a stylish and comfortable shoe that pairs well with a pair of jeans or slacks. Crafted from genuine cow hide leather with textured uppers, Features distinctive pointed toe and 2â€ Cuban heel, Tri harness metallic strap feature, ETOR branding embellished in the sole 2935 brand-type_0 brand_Infinity Leather handling-time_1-2d OUTLET product-condition_New Slack_2025-08-14T15:05:45.290Z variantID_ee2acaac-a6b3-4674-818a-8b830f049ded 2025-03-20 //shop.simon.com/cdn/shop/files/5205e2043f8648e98e6ca79f78ae760c.jpg?v=1742082416 //shop.simon.com/cdn/shop/files/95532c145b3342e3b2e80ac1ee33f42e.jpg?v=1742082416 //shop.simon.com/cdn/shop/files/b9bef2ea235f42ae8e7621da5f33a9ea.jpg?v=1742082416 //shop.simon.com/cdn/shop/files/2ecc998abb7b46c1adeec06b045609ea.jpg?v=1742082416 42644718714940 EU 43 / black 192.99 192.99 //shop.simon.com/cdn/shop/files/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417 https://shop.simon.com/products/mens-black-leather-winklepicker-cowboy-cuban-biker-shoes?variant=42644718714940 OutOfStock EU 43 black 42644718747708 EU 45 / black 192.99 192.99 //shop.simon.com/cdn/shop/files/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417 https://shop.simon.com/products/mens-black-leather-winklepicker-cowboy-cuban-biker-shoes?variant=42644718747708 OutOfStock EU 45 black 42644718780476 EU 40 / black 192.99 192.99 //shop.simon.com/cdn/shop/files/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417 https://shop.simon.com/products/mens-black-leather-winklepicker-cowboy-cuban-biker-shoes?variant=42644718780476 InStock EU 40 black 42644718813244 EU 42 / black 192.99 192.99 //shop.simon.com/cdn/shop/files/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417 https://shop.simon.com/products/mens-black-leather-winklepicker-cowboy-cuban-biker-shoes?variant=42644718813244 InStock EU 42 black 42644718846012 EU 41 / black 192.99 192.99 //shop.simon.com/cdn/shop/files/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417 https://shop.simon.com/products/mens-black-leather-winklepicker-cowboy-cuban-biker-shoes?variant=42644718846012 InStock EU 41 black 42644718878780 EU 44 / black 192.99 192.99 //shop.simon.com/cdn/shop/files/b4b2be6eff5343c790bcf7f216804dc6.jpg?v=1742082417 https://shop.simon.com/products/mens-black-leather-winklepicker-cowboy-cuban-biker-shoes?variant=42644718878780 InStock EU 44 black

Shopping Assistant

Things I can help you find

Not your average loading screen. We’re crafting a masterpiece of shopping delight.

Hold tight, we're untangling virtual shopping bags and decoding the latest trends.

Preparing to dazzle your wardrobe... It's not procrastination; it's fashion anticipation!

Calculating the perfect shopping spree... This may take a fashionably short moment.

In the meantime, imagine a runway walk while we fetch the latest styles for you.

Calculating the couture quotient… Your next style obsession is loading.

Just a sprinkle of tech magic before your runway-worthy styles are revealed.