As some of you have read, I’m headed to Chicago next weekend for my first visit to Wrigley. We’ll be accompanied by a cousin who’s a local so we’re in his hands for what to do around town.
But once inside the park I’m untethered. Where should I go? What should I eat? I like to explore new baseball stadiums and engage the parks, so no suggestion is too detailed or too far fetched. 
This sounds like a really good trip. I’d probably watch baseball.
Go to the men’s room during the 7th inning stretch and pee in the trough shoulder to shoulder with a bunch of drunk men.
Honestly just walk around and take in the scene. There’s nothing particularly unique about Wrigley (IMO) outside of the experience of sitting in smaller seats and soaking up the game…which is what I would do. Going to Comiskey (or whatever they call it anymore…US Cell?) has more walking around things like statues and dedications of prior Sox players spread around the stadium. It’s a much more modern ball field so it’s designed around going to a game being more of a baseball-holistic experience. Wrigley is, right now anyhow, designed around watching the Cubbies.
BUT if you do like to get up and explore try to avoid doing it towards the later innings when folks are attempting to double fist beers before they are cut off. Also if you need to hit the restroom do it DURING and inning and not in between innings.
Having said that urinal surfing was a thing (at least for a few disgusting sons of bitches) back in the day. Guessing this type of thing happens around beer 97:
Go to the men’s room during the 7th inning stretch and pee in the trough shoulder to shoulder with a bunch of drunk men.
Sounds like Dodger stadium.
They renovated most of the bathrooms and added a lot more of them so the troughs still exist it’s just not as “cozy” as it has been in the past.