<p>Actually, I think very little of the Rockefeller endowment is left at Chicago.</p>
<p>"Endowment" is a nonprofit institution's fund of capital that is not being used in its operations (unlike, say, dorms, classroom buildings, libraries), and instead is invested and the returns on the investment (and sometimes principal) are used to support the institution's operations. The more endowment an institution has, the more it can spend to do things without raising the money on a current basis, either from ad hoc donations or from fees (like tuition). If two universities have the same tuition, but one's endowment is 20 times the other's, in theory the educational environment at the first will be richer (in many senses) than that at the second. </p>
<p>It's not always so simple. Much of any university's endowment is restricted. The funds used to endow a professorship or a football stadium cannot be switched over to pay for scholarships. Of Harvard's gargantuan endowment, pantagruellian chunks are restricted to use by the Law School, the Business School, or the Medical School, and provide very little benefit to undergraduates. (Poor babies! Luckily, however, there's pretty much enough left at Harvard to go around. And around and around.) </p>
<p>Chicago's endowment is actually small relative to many of its American peers, although it's pretty large in absolute terms. I don't know why (or that) Chicago's endowment is so much bigger than Georgetown's. If I were guessing, I would guess it's some combination of the following: Chicago, the city, has been a center of great wealth and prosperity for over a century; until the last 20 years or so, Washington hasn't. Chicago's professional schools are older, and have historically been more prestigious, than Georgetown's (except for the School of Foreign Service), and law, business, and medical schools are big endowment-attractors. Both schools have traditionally trained students for nonlucrative careers -- Chicago, academia and public service; Georgetown, public service and to a much lesser extent priesthood. Compared to Chicago, which has been seen as a highly prestigious university since its founding, Georgetown is a johnny-come-lately to the prestige world. Georgetown sits on much pricier real estate than Chicago has, and may have had to use a bigger portion of the funds it raises on buying land for dorms and labs, etc.</p>
<p>On the other hand, Chicago hasn't had any NCAA championships or Final Four appearances in my lifetime. Georgetown has, and I'll bet that helped its fundraising a ton.</p>
<p>As you can see, the differences between the two schools' endowments may or may not make a difference to you.</p>