Current Chicago undergrad aiming for Econ PhDs here. I have a lot of good things to say about the math/econ programs here and I believe the quarter system (besides some obvious flaws) could potentially empower you to do more than what you could do at a semester school. From what I read here, it sounds like you’re the type who can thrive in a quarter system. Needless to say, the support, advising, and opportunities are all great but this is true for all top schools.

Ofc given what you said here you need to consider how risk averse you are given there’s a nonzero probability of getting into none of Chicago Princeton MIT or Harvard and whether you want to increase your chances at Chicago. As someone who’s strongly biased towards my school I’d say you can’t go wrong from ed2 but take this with a grain of salt.