Chris, a look at Cubs.com suggests that Cubs games on the weekends are pretty much sold out for the summer. If you want to do that, you'll probably have to try StubHub, which means paying quite a premium. If you can get to town on Friday, you'd have a better shot at a game at a little cheaper price. I'd be happy to do that with you if you are able/interested.
I'm potentially interested in most of the activities you have mentioned, particularly a repeat of the chocolate do.
I understand
izzik has a fabulous West Loop condo under construction. Perhaps it will be ready for a cocktail party by the time you arrive?