Troupe 2055 was originally going to do Chicago as their spring production in 2020, but it got canceled due to the pandemic. 2023 is the graduation year for all the freshmen from that year, so they decided to try again. Most of the cast is different, though Alexis kept her role as Mary Sunshine and Morgan, who originally was ensemble, got promoted to Mama
This production received Broadway Stars of the Future Nominations for Outstanding Musical and Outstanding Technical Achievements for Costume Design, Makeup Design, and Stage Management. Ava Ramsberger (Velma), Owen Stewart (Billy), and Morgan Gray (Mama) were all nominated for Outstanding Performer in a Lead Role in a Musical, a title which Owen Stewart also won. Landon Moore (Fred Casely) was nominated for Outstanding Performer in a Supporting Role in a Musical. Chelsea Bolduc received a nomination for Outstanding Musical Direction.