How to start playing first song in playlist after all songs are over? I listen to music on my Mac every day. However after a playlist ends, playback stops and I have to hit Play manually to start playing the playlist again from the beginning.

Is there anyway to restart a playlist automatically after it has finished playing the last song?
Simply enable Repeat → All. Right-click iTunes on your Dock, and the option will appear.



There are several other locations, such as the menu bar item Controls → Repeat → All, or this icon at the top of your iTunes window, opposite the album art: