Lunchtime: Two stops on the Red Line will put you at Franks & Dawgs for a bacon- & fried egg-laden brunch dog with maple mayo. If F&D turns out to be a sausage fest of the "crowded with dudes" variety, or you're feeling burgers and managed to restrain yourself at the Billy Goat, march over to Edzo's. Have a shake while you're at it.
Post-lunch: You need to walk off whatever you ate. Again. So get to Lincoln Ave and march Northwest to Rotofugi to marvel at the selection of Japanese vinyl toys, comic books, and other stuff you didn't know you wanted until you ended up buying it.
Early afternoon: You STILL need to walk off everything you ate today (who told you to get that milkshake?), so head West to Lincoln Park. Throw a frisbee around. Maybe take a walk through the zoo and a few introspective moments pondering what it means to be human.