Import songs to iTunes
Open the iTunes application on your computer.
Click the ‘File’ menu, select ‘Preferences’ and click the ‘Advanced’ tab. If the ‘Copy files to iTunes Music folder when adding to library’ option is selected, iTunes will actually copy all imported songs to its own folder without deleting your original files. This setting is recommended as it makes it easier to move and manage your library. If you prefer iTunes to just read your existing files without copying them, deselect this option and click ‘OK’.
Click the ‘File’ menu again, and select ‘Add Folder to Library’. (See Reference 1) In the dialog that appears, browse to the folder where your Windows Media songs are stored (usually the ‘My Music’ folder) and open it.
Select the folder you want to import to iTunes and click ‘OK’. To have multiple folders, press and hold the ‘Shift’ button or the ‘Alt’ button while selecting. At this time, iTunes will start importing your songs. Depending on how many folders you select, and if iTunes copies the files, it may take a few minutes. When the process is complete, your songs should appear in the iTunes library on your computer.
Tips and warnings
Do you have songs in Windows Media Player that you want to move to iTunes? The process is actually quite easy, using the iTunes’ ‘Add to Library’ command – and you do not even have to move any music files, if you do not want to.