It's a Spybar snap back baseball hat!  Not a 5950 though, its a DAD HAT.  So it fits a bit more casually because you're older now and a mature you deserves a mature hat.  
Lean into it.  
 
*Features Spybar Chicago logo on front, New Era inspired '96 (Spybar opened in 1996) , and Chicago stars on the back.