Last night, I finally got to compare ALAC files ripped with EAC and iTunes - used test and copy to generate the EAC wave files and used error correction with iTunes (V 8.0.2.20). I used iTunes to convert wave to ALAC. My wife(she has better ears than I) and I separately compared several tracks playing through iTunes, including Bye Bye Blackbird from Pop Pop. We both originally thought we could hear differences but in the end neither of us could reliably identify differences. If there were differences they were too subtle to identify reliably. Interesting, the differences we both originally thought we heard were not with soundstage but with the amount of air around notes and the attack in the treble. Unfortunately, iTunes does not have an ABX comparison routine which is very useful for finding subtle differences. I also played the same tracks through my CD player (output to the same DAC) and compared them to iTunes and again any differences were too small to identify reliably.
I also tried comparing the same tracks through J River Media Center 13 using flac files. I thought the J River was a little more dynamic but it is hard to compare different players in real time. Any differences with iTunes and J River were small at most, but I need to do more work on that.
My system is not overly detailed - it is set up as a smooth more "musical" system. Classe CP-65 pre, Levinson 432 amp, Sonus Faber Cremona speakers with Transparent Ultra cables. CD is Classe CDP 10 and DAC is Musical Fidelity A3.24. My USB to optical converter is a Turtle Beach, which is the weakest link in the system. I am sure the jitter will come up, but it does sound very similar to my Classe CD player, so I do not think it is hurting very much. Also, I did prefer my PC source to a McIntosh MC301 CD player (in an all McIntosh system), which is a pretty good player. I will probably replace the USB converter with a 24/192 one in the future - probably using J River.
Moving to J River will mean I probably will start using EAC so it is easier to generate flac files. But I see no reason to re-rip my existing libary at this point.
I would be happy to post my Bye Bye Blackbird files to a ftp server (if I can find a reliable one) if anyone would like to try my files.