The 2018–19 Southampton F.C. season was the club's 20th season in the Premier League and their 42nd in the top division of English football. In addition to the Premier League, the club also competed in the FA Cup and the EFL Cup. Southampton finished the season 16th in the Premier League table with 9 wins, 12 draws and 17 losses. The club were knocked out of the third round of the FA Cup by Championship side Derby County, and were knocked out of the EFL Cup in the fourth round by fellow Premier League team Leicester City. The 2018–19 season was Southampton's last with manager Mark Hughes, who departed on 3 December 2018 with the club in the relegation zone with only one win from fourteen games. Former RB Leipzig manager Ralph Hasenhüttl was appointed as his replacement the next day, after Kelvin Davis took charge of the team's next game.

Stuart Armstrong is a Scottish professional footballer who plays as a midfielder for EFL Championship club Southampton and the Scotland national team.