Those are very interesting observations, Dun. Pardon me if I invite you to elucidate a bit. (Or take a pass on it if you prefer.)
What forms does this resentment take? Is it primarily about financial aid? Or are you suggesting that some affluent kids think their low income confreres are getting breaks in grading and other academic matters? The U of C is a demanding place, and some kids are always going to struggle, but are the rich now blaming the poor for their struggles? Have I got that right? If so, that’s hardly logical, and of course it’s hardly moral.
I hope that is not what you are saying. It would be very disappointing and very far from anything I recognize about the University of Chicago. A year or so ago a very long thread dealt quite exhaustively with some intriguing stats suggesting that Chicago had historically been very unlike its peer schools in its egalitarian ethic, lack of class consciousness and happy outcomes for those of its students in the lowest SES quintile. The statistics in question came from barely a decade ago. They certainly reflected my experience in that lower SES cohort in the more distant past.
You might be turning a rock over here. These things are seldom spoken of on this board or anywhere else. Perhaps only among students themselves far from parental ears.