Having talked to my IP dork friend, he had the following to say:
If you are looking to do general IP work, trademarks/copyrights, he feels both schools will suit you well. However, if you want to do patents, he recommends here as we have quite a few specialty patent classes (patent prosecution, litigation, advanced patent practice, etc).
Also, goes back to where you want to practice IP work. I feel like Chicago has a lot more to offer but as a aspiring litigator with a humanities background, you could stun a team of oxen in their tracks with what I don't know about IP.
Good information, thanks! Yeah, I'm fairly confident I'll be staying in patent law. I didn't waste away all of last spring getting a patent practitioner registration number just for show. It looks like UMN has a few courses focused entirely on patents. I wouldn't be surprised if UIUC has more. Having said that, I hear in patent law, you learn a lot on the job.