Not sure if you're into things like used records or vintage arcade games but there is incredible shop called "Logan's Hardware". On the outside it looks like a random hardware store but when you walk inside you're greeted to a great used/new record store and in the back is a shit ton of vintage arcade games. I'm not an arcade guy but if you like music/records you should really check out this gem.
www.logan-hardware.com/
If you're looking for a great live blues scene you gotta check out Kingston Mines
2 stages, great beer, great music and I ran in to an AHL/NHL player there,
Darren Haydar . Apparently the Chicago Wolves often drink there. I was pretty drunk and asked him lots of prospect questions about guys he played with haha. He obliged.