1999–2000 FA Cup
| Tournament details | |
|---|---|
| Country | England Wales |
| Final positions | |
| Champions | Chelsea (3rd title) |
| Runners-up | Aston Villa |
| Tournament statistics | |
| Top goal scorer(s) | Gustavo Poyet (6 goals) |
The 1999–2000 FA Cup (known as The FA Cup sponsored by AXA for sponsorship reasons) was the 119th staging of the FA Cup. Both the semifinals and final of the competition were played at Wembley Stadium for the last time before reconstruction work began. The competition culminated with the final between Chelsea and Aston Villa. The game was won by a goal from Chelsea's Roberto Di Matteo, giving them a 1–0 victory.
The title holders Manchester United, withdrew from the 1999–2000 competition due to their participation in the 2000 FIFA Club World Championship in South America, to take place in early 2000, thus becoming the first FA Cup winners not to defend their title. Despite this being at the request of the Football Association (FA), who believed the move would boost England's chances of winning the bid to host the 2006 FIFA World Cup, they received criticism from journalists and television pundits. To keep the competition running smoothly, the FA chose to draw one team from among those lower-division teams defeated in the second round to progress as "lucky losers" to the third. Darlington were the team drawn.
The main competition started in November 1999 for clubs from the Football League and Premiership.