At the start of the 2019–20 season, Wijnaldum was first choice in Liverpool's competitive midfield selection. Following Manchester City's FA Cup and League double the previous season, Liverpool were invited to the 2019 FA Community Shield as the league runners-up. Wijnaldum was named in the starting lineup, playing the full match and was one of Liverpool's penalty takers in the subsequent penalty shoot-out but missed what turned out to be the crucial penalty as Man City won 5–4 on spot-kicks. After starting against Norwich City in the Red's opening Premier League game, he was on the bench for the 2019 UEFA Super Cup which Liverpool had qualified for via last seasons Champions League win. Wijnaldum was brought on for James Milner in the 64th minute. He played the remainder of the game but was not included among the penalty takers for the resulting shoot-out. Liverpool ended up winning 6–5 on penalties as Wijnaldum won his second trophy in three months. On 4 December 2019, just two days after being voted 26th in the polls for the 2019 Ballon d'Or award, Wijnaldum scored for Liverpool in the club's 5–2 Merseyside derby win over Everton as Liverpool extended their unbeaten run in league football to a club-record 32 matches. He was one of Liverpool's key players as they won their first league title in 30 years, playing in all but one of the club's 38 Premier League matches, scoring four goals.