Back on the road, Theresa spends a few days in Chicago in between tour stops. Before braving a ride at the top of one of the city's tallest buildings, Theresa brings comfort to a woman who lost her mom after a brief illness. During a moving group reading, Theresa reunites a woman with her sister who she lost to a tragedy. And in one of the most emotional readings of the season, Theresa channels a son who passed away in his mother's arms. Back at home, Theresa wonders if dinner with her son will yield some exciting news.