Hi Pelicanman, I really feel for you and we all know how much you've been wanting to get into Pritzker.
Part of me says go to Chicago and show just how you're interested in them by any means possible. The other part of me says don't overdo it because you may be setting yourself up for disappointment.
You see, there was this one school that I was gungho about getting into probably just as much as you want to get into Pritzker. I went out of my way like crazy just for that one school. Well, I got rejected anyways for the 2nd straight year and, in retrospect, I was just allowing myself to be toyed around. And in the end, I was really hurt.
This was my second time applying there. After my first rejection, the dean told me to do this and this and that if I wanted to get in as a reapplicant. I followed up on every single suggestion he made, including one that was very difficult. I'm sorry, I don't want to go into details, but I'll just say that what he suggested strained my relationship with my parents and cost me an opportunity to improve my standings with some of the other med schools I was gonna apply to. I followed his advice anyways, because that's how badly I wanted to get in there. So I interviewed there late last year for the second time. During the interview, I talked about how the dean gave me several suggestions and I followed up on every one of them. This time I felt good about my chances; how could possibly they reject me after all this? Well, I was rejected anyways. Today, I talked to the dean, the same guy. He says to me that the interviewers' inputs were that they felt I'm too laidback and don't smile enough. They said in the report that I should go back to engineering (I quit engineering 3 years ago to try to get into med school), given my personality. (What do they know about engineering?! To be a successful engineer, you need to have a lot of the same intagible skills as doctors.)
Pelicanman, the advice I'm trying to give you is do your best within a reasonable extent to draw Pritzker's interest. A letter of intent is definitely good. You definitely need to maintain regular contact with them and send them any updates you have. However, you must keep in mind that adcoms at most schools are not a sympathetic bunch. Their bottomline is that they want students who have the best stats and the most favourable interview impressions in that cycle. They will not be made to feel like they owe you something just because you bent over backward for their school. Med schools receive thousands of applications and I really believe that each school is like some machine without feelings, only adhering to its bottomline (whatever that may be).
I really hope you get into Pritzker. But I don't want you to get burned, either. I think you should fly out to Chicago to do this, only if you think that it will give you the necessary peace of mind knowing you'll really have done all you could to convince them.