David Turner (David Gamble), Jessie Mueller (Melinda Wells), Harry Connick Jr (Dr. Mark Bruckner), Drew Gehling (Warren Smith), Kerry O'Malley (Dr. Sharone Stein), Sarah Stiles (Muriel Bunson), Paul O'Brien (Anton/Dr. Leo Kravis/Maurice/Mr. Van Deusen/Gene Miller/Wesley Porter in 1974), Heather Ayers (Leora Kahn/Club Vedado Singer/Betsy Rappaport/Cynthia Roland/Radio Singer), Lori Wilner (Vera/Mrs. Hatch/Mrs. Lloyd/Radio Singer), Benjamin Eakeley (Preston/Announcer/Radio Singer/Stage Manager), Alex Ellis (Hannah), Tyler Maynard (Roger/Sawyer/Radio Singer), Zachary Prince (Alan/Wesley Porter in 1944), Alysha Umphress (Paula)