Laconic / Chicago

Definition 1: The third most populous city in the USA. In Illinois, on the border of Lake Michigan.

Definition 2: A Jazz-Fusion Band formed in 1967.

Definition 3: A musical/film about a celebrity trial in said city during The Roaring '20s.
For the City, Go HERE, or for The Band, Go HERE or for the Musical/Film, Go HERE, and all that Jazz.