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RELATED: How to Delete Duplicate Songs in i Tunes, i Phone & i Pod To begin deleting a song, go to your i Tunes library and finding the song, songs, or album you want to delete (the steps here vary slightly depending on how you're viewing i Tunes, but the basic ideas are the same in all views). When you hit the delete key, i Tunes pops up a window that lets you decide what to do with the file: will it be deleted for good or just removed from i Tunes? If you chose an option that deletes a file, you may need to empty your trash or recycling bin in order to free up space on your hard drive.