Complex sentence: By the late 1920s she was singing in clubs in Chicago, and she made her first recording, "When You're Smiling, the Whole World Smiles With You," with Jimmie Noone's orchestra in 1930.
Split into simpler sentences: By the late 1920s she was singing in clubs in Chicago. She made her first recording, "When You're Smiling, the Whole World Smiles With You," with Jimmie Noone's orchestra in 1930.