 Red Star Belgrade caused one of the biggest upsets of that UEFA Champions League season by defeating the later winner of the season Liverpool at home with 2–0.In the 2019–20 season, Milojević again managed to reach the UEFA Champions League group stage after defeating some tough opponents in the likes of København and Young Boys.On 19th December 2019, Milojevic announced his resignation as manager of Red Star Belgrade even though the team is 11 points clear in the Serbian league.