All I'm saying is that you need to have a REALLY compelling reason to knock yourself out of HYS. Most people who have the numbers for Chicago ED are actually borderline for HYS. On a personal level, I would have gotten in to H (and law school would have been considerably cheaper) had I not done Chicago ED. It's not the end of the world for me, because my family is in Chicago, I know I want to be in Chicago, etc. Chicago ED was built for me and people in my situation.
Don't you think it's a bit much to say you would
have gotten in to H? Secondly, you had no way of knowing if your rank would stay the same or improve after second semester, so you chose the risk averse option. You are coming at this now with the benefit of hindsight. Truth is: You leveraged an excellent semester's performance into an ED admission at Chicago and you gave up the CHANCE of making HYS. You can only judge a decision's soundness when it was made. I think you made the right decision. Question though: Do you know if any ED admits went down enough that they would have probably failed at regular decision? If the answer is no, then at least there is an empirical basis for saying Chicago ED isn't a smart option. Of course, there is the possibility that applying ED helps you after being deferred to regular decision (stronger interest in school). So strangely ED might make more sense for the marginal candidates.