The February 2014 issue of 
Toronto Life features an illustration.
Rule #10 is: Photos work better than illustrations. But this cover I believe is an exception to the rule.
Here’s what editor Sarah Fulford had to say about this cover:
"A map was the natural way to depict a divided Toronto. To bring the  map to life, we asked Jason Logan, the illustrator (and former creative  director at Rogers) for ideas. He proposed carving up the city according  to cultural stereotypes, by neighbourhood. The editorial team asked if  he could do that for all 44 wards according to the municipal boundaries.  He came back with evocative depictions of each area, chock full with  clever references, whimsical in places, poignant in others. We were  smitten. The text manages to be both satirical and also affectionate—a  tricky thing to pull off. Logan spent many hours reviewing and refining  each word with Christine Dewairy, TL’s art director, to get things  right. I love the way the cover is totally direct while also being so  detailed and smart."