| ROUND | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 |
| 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 | 32 | 33 | 34 | 35 | 36 | 37 | 38 |
| Season archive |
| Games | Goals | H | D | A | ||||
| 18 | 46 | 2.55 | 8 | 44.44% | 2 | 11.11% | 8 | 44.44% |
| 1999/00 | Overall | Home | Away | |||||||||||||||||||||
| P | W | D | L | F | A | Gdf | Pts | Form | P | W | D | L | F | A | P | W | D | L | F | A | ||||
| 1 | 7 | Aston Villa | 2 | 2 | 0 | 0 | 4 | 0 | +4 | 6 | WW-- | 1 | 1 | 0 | 0 | 3 | 0 | 1 | 1 | 0 | 0 | 1 | 0 | |
| 2 | 2 | Arsenal | 2 | 2 | 0 | 0 | 4 | 2 | +2 | 6 | WW-- | 1 | 1 | 0 | 0 | 2 | 1 | 1 | 1 | 0 | 0 | 2 | 1 | |
| 3 | 6 | Manchester United | 2 | 1 | 1 | 0 | 5 | 1 | +4 | 4 | WX-- | 1 | 1 | 0 | 0 | 4 | 0 | 1 | 0 | 1 | 0 | 1 | 1 | |
| 4 | 7 | Leeds United | 2 | 1 | 1 | 0 | 3 | 0 | +3 | 4 | WO-- | 1 | 0 | 1 | 0 | 0 | 0 | 1 | 1 | 0 | 0 | 3 | 0 | |
| 5 | 4 | Chelsea | 1 | 1 | 0 | 0 | 4 | 0 | +4 | 3 | W--- | 1 | 1 | 0 | 0 | 4 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 6 | 10 | Tottenham Hotspur | 2 | 1 | 0 | 1 | 3 | 2 | +1 | 3 | WL-- | 1 | 1 | 0 | 0 | 3 | 1 | 1 | 0 | 0 | 1 | 0 | 1 | |
| 7 | 4 | Liverpool | 1 | 1 | 0 | 0 | 2 | 1 | +1 | 3 | W--- | 0 | 0 | 0 | 0 | 0 | 0 | 1 | 1 | 0 | 0 | 2 | 1 | |
| 8 | 3 | Bradford City | 1 | 1 | 0 | 0 | 1 | 0 | +1 | 3 | W--- | 0 | 0 | 0 | 0 | 0 | 0 | 1 | 1 | 0 | 0 | 1 | 0 | |
| 9 | 3 | West Ham United | 1 | 1 | 0 | 0 | 1 | 0 | +1 | 3 | W--- | 1 | 1 | 0 | 0 | 1 | 0 | 0 | 0 | 0 | 0 | 0 | 0 | |
| 10 | 8 | Wimbledon | 2 | 1 | 0 | 1 | 5 | 5 | +0 | 3 | LW-- | 1 | 0 | 0 | 1 | 2 | 3 | 1 | 1 | 0 | 0 | 3 | 2 | |
| 11 | 7 | Middlesbrough | 2 | 1 | 0 | 1 | 3 | 3 | +0 | 3 | WL-- | 1 | 0 | 0 | 1 | 0 | 1 | 1 | 1 | 0 | 0 | 3 | 2 | |
| 12 | 3 | Leicester City | 2 | 1 | 0 | 1 | 2 | 2 | +0 | 3 | WL-- | 1 | 1 | 0 | 0 | 1 | 0 | 1 | 0 | 0 | 1 | 1 | 2 | |
| 13 | 7 | Sunderland | 2 | 1 | 0 | 1 | 2 | 4 | -2 | 3 | WL-- | 1 | 1 | 0 | 0 | 2 | 0 | 1 | 0 | 0 | 1 | 0 | 4 | |
| 14 | 7 | Southampton | 2 | 1 | 0 | 1 | 1 | 3 | -2 | 3 | LW-- | 1 | 0 | 0 | 1 | 0 | 3 | 1 | 1 | 0 | 0 | 1 | 0 | |
| 15 | 3 | Derby County | 2 | 0 | 1 | 1 | 1 | 2 | -1 | 1 | LO-- | 1 | 0 | 0 | 1 | 1 | 2 | 1 | 0 | 1 | 0 | 0 | 0 | |
| 16 | 6 | Everton | 2 | 0 | 1 | 1 | 1 | 4 | -3 | 1 | LX-- | 1 | 0 | 1 | 0 | 1 | 1 | 1 | 0 | 0 | 1 | 0 | 3 | |
| 17 | 2 | Coventry City | 2 | 0 | 0 | 2 | 0 | 2 | -2 | 0 | LL-- | 1 | 0 | 0 | 1 | 0 | 1 | 1 | 0 | 0 | 1 | 0 | 1 | |
| 18 | 5 | Watford | 2 | 0 | 0 | 2 | 2 | 5 | -3 | 0 | LL-- | 1 | 0 | 0 | 1 | 2 | 3 | 1 | 0 | 0 | 1 | 0 | 2 | |
| 19 | 2 | Newcastle United | 2 | 0 | 0 | 2 | 1 | 4 | -3 | 0 | LL-- | 1 | 0 | 0 | 1 | 0 | 1 | 1 | 0 | 0 | 1 | 1 | 3 | |
| 20 | 6 | Sheffield Wednesday | 2 | 0 | 0 | 2 | 1 | 6 | -5 | 0 | LL-- | 1 | 0 | 0 | 1 | 1 | 2 | 1 | 0 | 0 | 1 | 0 | 4 | |
| 3 | +3 | Michael BRIDGES (Leeds United) |
| 2 | +2 | Hamilton RICARD (Middlesbrough, 1p) |
| +1 | Dennis BERGKAMP (Arsenal) | |
| +1 | Carl CORT (Wimbledon) | |
| Gustavo POYET (Chelsea) | ||
| +1 | Dwight YORKE (Manchester United) | |
| +1 | Julian JOACHIM (Aston Villa) | |
| +2 | Kevin PHILLIPS (Sunderland, 1p) |
| Monday, 9 August 1999 | |||||
| 2 | Tottenham Hotspur | 3-1 | Newcastle United | ||
| 29 | Iversen | 16 | Solano | ||
| 45 | Ferdinand | ||||
| 61 | Sherwood | ||||
| Tuesday, 10 August 1999 | |||||
| 2 | Derby County | 1-2 | Arsenal | ||
| 45 | Delap | 40 | Petit | ||
| 47 | Bergkamp | ||||
| 2 | Sunderland | 2-0 | Watford | ||
| 62(p) | Phillips | ||||
| 86 | Phillips | ||||
| 2 | Wimbledon | 2-3 | Middlesbrough | ||
| 17 | Cort | 23 | Ziege | ||
| 86 | Hartson | 28(p) | Ricard | ||
| 64 | Ricard | ||||
| Wednesday, 11 August 1999 | |||||
| 2 | Aston Villa | 3-0 | Everton | ||
| 9 | Joachim | ||||
| 57 | Dublin | ||||
| 85 | Taylor | ||||
| 2 | Leicester City | 1-0 | Coventry City | ||
| 24(p) | Izzet | ||||
| 2 | Manchester United | 4-0 | Sheffield Wednesday | ||
| 9 | Scholes | ||||
| 35 | Yorke | ||||
| 54 | Cole | ||||
| 84 | Solskjær | ||||
| 2 | Southampton | 0-3 | Leeds United | ||
| 11 | Bridges | ||||
| 51 | Bridges | ||||
| 72 | Bridges | ||||