Chicago Skates was founded by the Ware Brothers in 1905. Besides Chicago roller skates, the brand also carries inline skates and skate boards. Below are a list of all of the Chicago Skates that we carry currently. Chicago roller skates has been available for well over a 100 years, so it is certainly a brand you can trust. While not the top of the line skate, it is a good quality, low cost skate for someone just getting started in roller skating. It's a great first step skate before jumping into a larger-priced, specialized skate. SkatesEmporium.com offers the largest selection of Chicago skates anywhere at the lowest prices. We also offer free shipping on all orders over $99!