As a matter of fact, music in iTunes exists as data instead of media files for pirate-proof intention by Apple.
So you have to convert iTunes library data to individual media files which can be played by windows media player and then make a transfer into the player. In this case we would like to use Aniosoft iTunes to iTunes Transfer.
Step 1: launch the program Aniosoft iTunes to iTunes Transfer and iTunes
Step 2: backup the iTunes data by selecting backup type “DB and files” which means that you not only backup iTunes library but also backup the media files as MP3 format.
Step 3: import the backup MP3-formated files to the windows media player.