I’ll comment on this based on the experience of my son and his girlfriend as premeds at Chicago in the class of 2011 (so a while ago now). My son went to college with the express intention of going to medical school, but his commitment to science was always a little suspect. He loved the idea of helping people, got good grades in science in high school, and volunteered in a paleontology lab (where his work a lot like that of a carpenter’s apprentice, and there was a fair amount of sitting around talking about theories of evolution). There were many aspiring pre-meds in his class at Chicago. There was also a certain amount of hostility to people like him at Chicago – the general spirit of the college is in favor of knowledge for its own sake and against pre-professionalism, even if everyone knows that a high percentage of graduates will eventually wind up in professional school somewhere.
The basic science professors, especially in Chemistry and Organic Chemistry, seemed to take a kind of glee in making life difficult for pre-meds, hiding the ball on material and forcing them to work very hard (and learn a lot) to get the coveted As or even A-s. The basic pre-med required courses, in their non-honors versions, were all curved to B-, so that well less than 25% of the class got A-range grades. (The honors basic physical science courses were graded more gently, but covered significantly more material, so the sheer hours to keep up were greater. They were seen as havens for “real” scientists to get away from all the pre-meds, and pre-meds were encouraged not to take them.) There was a lot of weeding out; my son was among the weeds.
My only regret about his college career was that he held on to the medical school idea a couple of quarters too long, in part to please his parents. Once he accepted that he wasn’t headed for medical school, he started learning much more and being much more excited about what he was learning. He loved his college, except for those last quarters of being a pre-med.
In my son’s cohort, there was 100% or near 100% success rate for those who applied to medical school, but the number of people applying was less than you might have seen at peer colleges. There was (and is) a separate pre-med advising team, and they saw their job as counseling out anyone who was not getting all A-range grades in pre-med requirements. There was lots of unhappiness with the pre-med counseling, and I gather that it’s gotten somewhat less harsh since 2008. I don’t know about the perceived punitive nature of the non-honors Organic Chemistry course.
Grade deflation at Chicago has long been more myth than reality. In my son’s class, about 2/3 of the class had a GPA at graduation of 3.25 or higher. The median GPA was somewhere north of 3.4, which is consistent with most peer colleges, although Brown I think had . A 3.8 put you in the top 10% of the class. That may be a little lower than at some colleges. There are some students with 3.9s, but not many. The ethos of the place is that people do not duck challenges in order to preserve their GPAs.
My son’s girlfriend stuck with the pre-med program, while doing a social science major. She is now finishing up at her home-state public medical school, and is apparently a hot property on the residency market (she has had interviews at 20 hospitals coast-to-coast in the past 7 weeks, many with recognizable brand names). She is an enthusiastic Chicago alum.
Re: curmudgeon’s daughter. IIRC, she did not go to Rhodes to be a big fish in a small pond. She went to Rhodes because it was much, much more affordable than her clear favorites, Yale or Amherst (an even smaller pond,). It was a very difficult choice, and made entirely for economic reasons, although she was impressed by Rhodes as an applicant and loved her time there. (Also, her family could watch her play basketball more often.) She entered college a couple of years before all of the top colleges adopted much kinder, gentler financial aid policies, and (again, IIRC) her father had a small ranching business (in addition to a law practice), which was (and probably still is) a kiss of death with financial aid offices. Going to Yale College would have required $100,000+ in debt.