Do not choose "Erase and Sync"--you'll erase your music before you move it.
For ones that don't, you can redownload them onto the merged library for free.
More » If your i Tunes library comes primarily from the i Tunes Store, try this option.
are stored just how your new i Tunes library will expect them to be. If you cannot select “Reorganize files in the folder ‘i Tunes Music”, it means that your computer has already done this. Next you’ll want to make sure all of your file types are being exported. If you are transferring your music with an external hard drive (EHD), you’ll need to first export Computer A’s library to the EHD, and then import it from the EHD onto Computer B. Navigate to the EHD and select the file you’ve just saved there ending in Power Tunes seemed to be the more highly recommended program among Mac forum users, but with a $20 price tag you might be more interested in it for some of the other features (such as doing the opposite and creating multiple libraries). Regardless of your method choice, you should be the proud owner of one beautiful i Tunes library with all of your media in one place.
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The drawback is that it probably won't work for everything (most people have music from CDs and other stores), but it can reduce the transferring you need to do in other ways.