| Goals | Clubs | VS Club | Date | Sections | |
|---|---|---|---|---|---|
| 5 | Chelsea | Gillingham | 20-02-2000 | Sixth Round | Match details |
| 3 | Arsenal | Blackpool | 13-12-1999 | Third Round | Match details |
| 2 | Chelsea | Newcastle United | 09-04-2000 | Semi Final | Match details |
| 2 | Chelsea | Leicester City | 30-01-2000 | Fifth Round | Match details |
| 2 | Liverpool | Huddersfield Town | 12-12-1999 | Third Round | Match details |
| 1 | Chelsea | Aston Villa | 20-05-2000 | Final | Match details |
| 1 | Newcastle United | Chelsea | 09-04-2000 | Semi Final | Match details |
| 1 | Leicester City | Chelsea | 30-01-2000 | Fifth Round | Match details |
| 1 | Blackburn Rovers | Liverpool | 10-01-2000 | Fourth Round | Match details |
| 1 | Blackpool | Arsenal | 13-12-1999 | Third Round | Match details |
