On 16 January 2019, Chiellini lifted his first title as Juventus's new official captain – the Supercoppa Italiana – following a 1–0 victory over Milan. On 12 March, Chiellini marked his 500th appearance in a Juventus jersey with a 3–0 win home to Atlético Madrid in the Champions League round of 16 second leg to overturn a 2–0 deficit to reach the quarter-finals. Juventus ended the season as league champions, with Chiellini capturing his record eighth Serie A title with the club.