Because it is a sh!tty life. The mob sprung out of Italian ghettos and prohibition. It was a phenomena. It reached impressive heights. And like anything big that dies, it takes a long time.
All that's left of the Chicago mob is the embers of something that once existed.
Of the known 30-ish made men published by the FBI -- what? -- 15, 20 years ago? -- go through the list and tick off everyone who is either dead or more than 75 years old.
You'll find a very short list.
Do bookies or loan sharks even exist anymore?
I honestly wouldn't be surprised if there is a single, genuinely active mobster in the entire Chicago metro area.