Osmond began the 2015–16 season with gold at the 2015 CS Nebelhorn Trophy, an ISU Challenger Series event. Returning to the Grand Prix series at 2015 Skate Canada International, Osmond sprained her ankle in a practice session, but was subsequently deemed healthy enough to compete. In the short program she fell on a spin, injuring her groin and hip flexor, and had a "nightmarish" long program, falling several times and popping other jumps. She finished eleventh overall out of twelve skaters. She later finished sixth at the 2015 NHK Trophy. For the first time, she included the triple loop jump in her program during this season.