Well, the measure here is the Mac itself as the comparison between what it produces (processes) vs USB DAC of reasonable quality. Similarly, many external DACs certainly do a better job than some AVR DAC/pre. I took a compromise with my desktop and went with powered speakers with 24/96 capability DAC. As you pointed out, the entire system is only good as its weakest link. Small speakers are never going to be great but I can certainly hear the difference between my Mac processing, the USB connection to the speaker, blue tooth to the speaker and analogue RCA connect (Peachtree M24). USB opens up the sound a bit and yes, others too noticed.Most assuredly there are differences in DACs. Go to BenchmarkMedia's site to read up on what makes a good DAC.
But really there is no point in getting a high quality DAC until you fix other devices in the audio chain that produce orders of magnitude greater errors than a DAC or any electronic device. And I am, of course, talking about monitors/speakers and room acoustics and EQ and recordings themselves. USB is the standard high quality interface for DACs although thunderbolt and even ethernet and other proprietary interfaces are used as well.
When I had home set up for large screen view and for room music, AVR and/or Oppo pre, and a nice modest surround system. It met my needs quite well and certainly, others seem to get a kick watching any kind of movie and listening to everything from Jazz to hard rock and all that is in between.