I've taken a quick shot at a new urban toronto logo.
The design is meant to evoke many of Toronto's special street patterns such as queen's park or up on Avenue Rd north of St Clair, and Spadina circle. These special street patterns signify areas of interest in this city. Using this shape I have also included the letters U & T which stand for urban toronto.
Urban Toronto is also a typeface called Neutraface which closely resembles the font of the TTC. Neutraface is a font based upon design of Richard Neutra , an architect famous for his art deco elements. It is these elements which were borrowed in the creation of the ttc font.