Kaleyn started her 2019 season competing at the GCP Lisbon senior International Tournament where she ranked 5th in the all-around. She qualified to 2 finals, winning gold with hoop and bronze with ball. On March 28 – April 1, she competed at the 2019 Grand Prix Thiais, where she placed 4th in the all-around behind Arina Averina, Linoy Ashram, and Dina Averina. She qualified for 3 apparatus finals, winning silver with ribbon and placing 5th with ball and 8th with hoop. Kaleyn then competed at the 2019 Pesaro World Cup, winning her first World Cup all-around medal by finishing in 3rd place behind Dina and Arina Averina. She qualified for 3 apparatus finals, winning silver in ball, placing 4th in hoop, and 5th in clubs. At the 2019 Tashkent World Cup, Kaleyn won silver in the all-around and qualified to all 4 apparatus finals; she won silver with ball and ribbon and finished 7th with clubs and 8th with hoop. On April 16–19, she competed in the 2019 European Championships with her teammates Katrin Taseva and Neviana Vladinova, with whom she won the bronze medal in the team event. She qualified for 3 apparatus finals, winning bronze in ball and ribbon and placing 7th with hoop.