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Topic collecting songs about Chicago...
Let's start by a classic
not necessarily about chicago in itself, but this album is still amazing and i 10/10 reccomend
I love this one though...
This Is a must have song in any Chicago playlist!
The one and only Frank Sinatra
My grandma really loves Sinatra for whatever the reason may be. Could it be only for the looks? or his music? or both? I remember her playing this song along with others like "fly me to the moon", and his christmas album. What a classic!