Sherwood Square is a shared online storefront built exclusively for Chicago’s independent shops. Our mission is to make shopping local as easy and convenient as ordering from a national retailer, while keeping more money in Chicago’s neighborhoods and supporting the businesses that give this city its character.

Customers today want convenience. They want fast delivery, one checkout, and a single place to browse products across multiple stores. They also want to shop local but often struggle to find items or purchase from multiple independent websites. Most small businesses don’t have the time, budget, staffing, or technology to build and manage this type of online experience. Sherwood Square removes that barrier.

With Sherwood Square, businesses list their products once. We handle the logistics. That includes local delivery, payments, taxes, customer support, and the system that brings everything together. Shops maintain their identity, pricing, and inventory, while benefiting from shared technology and shared visibility across Chicago.

Sherwood Square is not here to replace independent shops, their websites, or their in-person experience. We exist to support them. The marketplace allows customers to discover new local products, shop from multiple stores in a single cart, and choose fast delivery from a unified system that works across neighborhoods.

Sherwood Square

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Sherwood Square

Org chart

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