Got another old Four Roses ad; this one from Chicago. Also have 5 more coming as a group, including a replacement NY one that the framer faded when mounting.

the tower on the left in the background is the Wrigley (as in gum) building

I'm not sure what the other smaller skyscraper to the right of the Wrigley Building is.
My guess is that the street scene is on the Gold Coast, just north of downtown. Maybe one day I'll drive around and see if these are actual buildings (I'd guess Astor St or Dearborn).