1. If you are looking for women do not go to Anchor Bar. Anchor Bar is more of a tourist attraction, wings aren't that great and even though it's called a bar I don't know people that go there for it's party atmosphere.
2. The bars around the stadium and in OP are probably mostly going to have drunk dudes, since it's after the game and it will be about 7 pm.
3. I would say most locals your age (29) don't like Chippewa in the same way that locals in Vegas don't go to casinos on the strip. Also, Chippewa might not be that great on a Sunday night. You'd probably enjoy it, but it gets old if you live year round in Buffalo. That's why a lot of people always suggest Allentown and the Elmwood strip...more chill.
4. Chuckie Cheese?