Sunday Night at the Observer Hotel

SYDNEY, AU - - And before you get all "oooh, dirty bits coming up," let me educate you a bit. In Australia, a hotel often is a tavern/pub that may or may not rent out rooms. The Observer Hotel was established in 1848 and I think they know what they're doing...or maybe not.
You know you're in for a special evening of entertainment when the singer/guitarist starts playing a song not because it's on his song list, but because the local guy in the corner started singing it. What song? "You Lost That Loving Feeling" by the Righteous Brothers. And yes, EVERYONE in the bar started singing along!
The next singalong was Frankie Valli's "You're Just too Good to be True."
Things got out of hand pretty quickly after that.
This being my second visit to the Observer in the past week, the bartender apparently recognized me asked me if I wanted a Toohey's New (beer). Refreshed with my cool beverage, I grabbed a seat in the corner of the bar where I could watch the proceedings in safety.
Did I mention that the singer put a piece of gum in his mouth between songs? I don't know if anyone else noticed that but I have NEVER seen a solo performer chew gum during songs.
I don't know if it was the gum or what, but our singer seemed to have a bit of trouble hitting the high notes during "Take on Me" by A-Ha. No worries! The crowd filled in for him.
There was a small TV on the wall near where the singer performed and during one of his songs, a few guy right in front looked up to see the New Zealand All Blacks rugby team doing its warm-ups. If you've never seen this event, you really should. Picture about 20 muscular blokes dressed all in black, beating their chests and chanting in a terribly menacing fashion. It's very primal and actually pretty scary and if I were their opponent, I'd be soiling my pants right now.
The singer looked up to watch, too.
Like I said, things were pretty loose at the Observer.
Just when things were getting somewhat mellow (he actually sang a few songs by Bread, if you know the band), he flew into "Faith" by George Michael. The crowd went bananas, jumping around and singing.
Do we have places like this in Chicago and if so, can someone please tell me where?