During the 1995–96 English football season, Chelsea competed in the Premier League.

The big news at Chelsea at the start of the 1995–96 season was the arrival of Manchester United striker Mark Hughes, one of the most accomplished strikers of the last decade in the English leagues, and the arrival of Dutch superstar Ruud Gullit.

Chelsea had a mid-table Premiership campaign in 1995–96, finishing 11th for the third time in four seasons, but once again they enjoyed a good cup run.

This time they reached the FA Cup semi-finals, taking on Manchester United, who had beaten them in the final two years earlier.

Gullit wasted no time in preparing Chelsea for the following season, breaking the club record in a £4.9 million move for Italian midfielder Roberto Di Matteo from Lazio.