If you notice in your Windows installation that iTunes audio is coming out of the speakers for iTunes even when you plug in headphones, try this tweak, which should fix the behavior to be the normal expected behavior (no headphones, play through speaker; headphones, play through headphones).
In iTunes, go to Preferences.
Click on the Playback tab.
Under Play audio using, select Direct Sound instead of Windows Audio Session.
Restart iTunes after saving your changes.
Big shout-out to my colleague Jerold Malone for finding this fix.
This does not work for me – audio still not coming through headphones (just speaker)
Rocks !… Thank you
Worked like a champ.. I’ve been banging my head off the table for weeks on this
Wonderful and easy fix for Windows 10 playing iTunes. Thanks
Thanks, issue solved.
I still cannot hear audio for movies, not through speakers or headset