| Hint | Answer |
| Chelsea beat this team to win the 1998 UEFA Super Cup | |
| Scored Chelsea's first equaliser in the 1970 FA Cup final | |
| Chelsea's first black player | |
| North stand at Stamford Bridge | |
| Opponents in the 1920 FA Cup semi-final | |
| Scored the fourth goal in a 4-2 win against Barcelona in 2005 | |
| Chelsea's biggest ever top-flight win was against this team | |
| Record number of unbeaten home league games set from 2004-2008 | |
| Scored five goals against Aston Villa in September 1966 | |
| Club historian and statistician who attended over 3000 Chelsea matches | |
| Venue of the 1970 FA Cup final replay | |
| The King of Stamford Bridge | |
| Ken Bates bought Chelsea for this sum in 1982 | |
| 'Oh _____, scored a f**kin great goal at the San Siro' | |
| So good he had a position named after him | |
| Chelsea's most capped England player | |
| 1965 League Cup final opponents | |
| Manager who led Chelsea to the 1955 league title | |
| Scored the winner in a vital game against Bolton in May 1983 | |
| Nearest tube station to Stamford Bridge | |
| Long-serving half-back who set a then club record 402 starts | |
| Club captain from 2001-2004 | |
| Voted Football Writers' player of the year in 1997 | |
| Chelsea won this competition in 1986 and 1990 | |
| Scored in 7 consecutive matches in the 1993-94 season | |
| The Cat | |
| Chelsea's highest official home attendance | |
| Gianluca Vialli scored four goals against this side in August 1997 | |
| First Chelsea manager to win the Double | |
| The most expensive defender in English football when he signed in 1997 | |
| Chelsea signed Ruud Gullit from this club in 1995 | |
| Year of the 'Cockney Cup Final' | |
| Defender who once played an entire match in goal | |
| In 2009, Chelsea inflicted this team's heaviest home league defeat since 1977 | |