(Older versions of iTunes required some find/replace voodoo with the iTunes Library.xml file to update file paths, which is why you upgraded prior to transferring.) Since iTunes uses the same file format for both Mac and Windows, the program will be able to read your iTunes Library file and it will show your music, videos, podcasts, and so on with playlists, ratings, play counts, and the like. Once you’ve copied the iTunes folder to the Mac, you can launch iTunes. (Note that you’ll lose any playlists, play counts, and the like associated with those files, however.) However, if you’ve already added music, you won’t be able to merge the libraries in the iTunes Media folder, found in the iTunes folder, move the Music folder to your desktop and add those files into iTunes after you’ve completed this process. If there’s no music there, you can just replace the folder.
If there is already an iTunes folder, it means you’ve launched iTunes at least once on the Mac. In either case, you’ll want to copy the iTunes folder to the Music folder in your user folder on the Mac. Now copy the entire iTunes folder to an external hard drive (OS X should be able to read FAT or NTFS volumes created on a PC), or copy it across your network to your new Mac (the former method will be much faster).
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