Pretty much every city and municipality in the world has a Wikipedia page (in at least one language). They will usually have the flag and CoA.
Is this actually the flag of the city of Detroit? Because no wonder it became bankrupt, because in the background you see the city on fire, while the two women are wondering what the hell is going on. Seriously this looks fake, but I found it on Google Images, and it looks real by the way it looks.
It's a traditional motif called kanaga. It was removed because Muslims objected, no depictions of humans allowed.
This was the flag of Mali after it became independent from France. Reason I consider it really bad is because obviously you can tell a stick figure must be the worse thing you can do by putting it on a flag.