Drag them to the iTunes window and confirm the import. Then choose the option to keep all the song files themselves, and when the iTunes window is empty open the "iTunes Music" directory and select all items in that directory. To do this, select all of the songs in iTunes and press the delete key. Rebuild the entire iTunes library Depending on the extent of the problem, it may be easier to remove all songs from the library and reimport them. Alternatively, before doing the import users can remove the song in iTunes to ensure there are no duplicate entries to mess around with afterwards. If there are any warning signs about duplicate files, click "OK" to go forward with the import and the file should play. Manually reimport the "lost" files In the Finder, locate the songs that will not play and manually drag them into the iTunes window to reimport them. If the iTunes Music folder should be in the default location in the user's "Music" directory, clicking the "Reset" button should correct any path errors for the library. Then select "change" and locate your "iTunes Music" folder in the resulting window. Ensure the iTunes library is properly located by going to the "Advanced" section of the iTunes preferences and selecting the "Importing" tab. This problem can occur for a variety of reasons, including corrupt iTunes libraries and relocated song files.Įnsure iTunes' directory structure is properly set up In the iTunes folder there should be several folders and files:Įnsure these files and folders exist, and are appropriately named. When this happens, iTunes may display an exclamation point next to the song in the iTunes window.
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