My Kind Of Town
Frank Sinatra · Duets II
And only happen in a town like this
So may I say to each of you, most gratefully
As I throw each one of you a kiss
This is my kind of town
Chicago is my kind of town
Chicago is my kind of people too
People who smile at you and
Each time I roam
Chicago is calling me home
Chicago is why I just grin like a clown
It's my kind of town.
My kind of town,
Chicago is my kind of town,
Chicago is my kind of raz-ma-taz
And it has all that jazz and
Each time I leave,
Chicago is tuggin' my sleeve
Chicago is a Wrigley Building
Chicago is the Union Stockyard
Chicago is one town that won't let you down
It's my kind of town
My Kind Of Town
Frank Sinatra's rendition of "My Kind Of Town" stands as a definitive anthem celebrating the spirit of Chicago. Originally recorded in the 1960s, the track captures the crooner's deep affection for the Windy City, blending his signature smooth vocal delivery with a lush orchestral arrangement. This version appears on the 2007 album Duets II, where Sinatra's timeless performance is paired with contemporary collaborators to create a fresh listening experience. The song remains a staple in his extensive discography, reflecting his enduring connection to American cities and his ability to transform a simple tribute into a grand musical statement. It continues to resonate with audiences who appreciate the classic pop and jazz traditions that defined his career.