A headphone case assembly includes a housing that has a device opening integrated therein for insertably receiving a personal electronic device. The housing has a spool chamber integrated therein. A spool is rotatably integrated into the housing. The spool is rotatable in a first direction and the spool is biased to rotate in a second direction. A pair of headphones is wrapped around the spool. The headphones can be pulled outwardly from the housing to be worn in the user's ears. The headphones are retracted into the housing when the spool rotates in the second direction. A connection cord is electrically coupled to the headphones and the connection cord is pluggable into a headphone jack in the personal electronic device. In this way the headphones receive an audio signal from the personal electronic device.