Chicago, Chicago that toddling town
Chicago, Chicago I will show you around - I love it
Bet your bottom dollar you lose the blues in Chicago, Chicago
The town that Billy Sunday couldn't shut down
On State Street, that great street, I just want to say
They do things they don't do on Broadway
They have the time, the time of their life
I saw a man, he danced with his wife
In Chicago, Chicago my home town
Published in 1922. Recorded by Sinatra in 1957, and used in his film, The Joker Is Wild. The song first appeared on the album, Come Fly With Me. Previously a vaudeville song sung by Blossom Seeley.
Original lyrics indicate that *Billy Sunday *, the evangelist, could not close Chicago down-after all, it WAS Capone's town!!. later Billy Sunday was replaced with Marty Faye who was a Chicago radio DJ and TV talk show host from the 40/50/60s. He was known for his abrasive style and voice. If you ever heard him, you wouldn't be likely to forget him, though you might try to, very hard.
Toddlin' was considered the word for "casually walkin' home from having a leasurely drink"... so I presume it had something to do with that... but that's all I got!