Italy is just days away, and PJ still doesn't have a date. But it isn't for lack of opportunities, as three of the men in her life make welcome but untimely returns, including botanist Evan, globe-trotting reporter Thorn Packer and Cubs player Matt Dougan. Meanwhile, the gang decides to be tourists in their hometown taking in all the Chicago sites they've never seen, such as the Art Institute and the Sears Tower. And Andy has some surprising, life-changing news involving his new boat, his pregnant wife and their house in the suburbs.