| 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 | ||||
| 28 | 76 | 2.71 | 11 | 39.29% | 7 | 25.00% | 10 | 35.71% |
| 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 | 2 | Manchester United | 3 | 2 | 1 | 0 | 7 | 1 | +6 | 7 | WWX- | 2 | 2 | 0 | 0 | 6 | 0 | 1 | 0 | 1 | 0 | 1 | 1 | |
| 2 | 1 | Aston Villa | 3 | 2 | 1 | 0 | 6 | 2 | +4 | 7 | XWW- | 2 | 1 | 1 | 0 | 5 | 2 | 1 | 1 | 0 | 0 | 1 | 0 | |
| 3 | 1 | Arsenal | 3 | 2 | 1 | 0 | 4 | 2 | +2 | 7 | OWW- | 1 | 1 | 0 | 0 | 2 | 1 | 2 | 1 | 1 | 0 | 2 | 1 | |
| 4 | 2 | Tottenham Hotspur | 3 | 2 | 0 | 1 | 6 | 4 | +2 | 6 | WWL- | 2 | 2 | 0 | 0 | 6 | 3 | 1 | 0 | 0 | 1 | 0 | 1 | |
| 5 | 6 | Middlesbrough | 3 | 2 | 0 | 1 | 6 | 4 | +2 | 6 | WWL- | 1 | 0 | 0 | 1 | 0 | 1 | 2 | 2 | 0 | 0 | 6 | 3 | |
| 6 | 8 | Southampton | 3 | 2 | 0 | 1 | 5 | 5 | +0 | 6 | WLW- | 2 | 1 | 0 | 1 | 4 | 5 | 1 | 1 | 0 | 0 | 1 | 0 | |
| 7 | 2 | Chelsea | 2 | 1 | 1 | 0 | 6 | 2 | +4 | 4 | XW-- | 1 | 1 | 0 | 0 | 4 | 0 | 1 | 0 | 1 | 0 | 2 | 2 | |
| 8 | 1 | West Ham United | 2 | 1 | 1 | 0 | 3 | 2 | +1 | 4 | XW-- | 1 | 1 | 0 | 0 | 1 | 0 | 1 | 0 | 1 | 0 | 2 | 2 | |
| 9 | 5 | Leeds United | 3 | 1 | 1 | 1 | 3 | 2 | +1 | 4 | LWO- | 1 | 0 | 1 | 0 | 0 | 0 | 2 | 1 | 0 | 1 | 3 | 2 | |
| 10 | 2 | Bradford City | 2 | 1 | 1 | 0 | 2 | 1 | +1 | 4 | XW-- | 1 | 0 | 1 | 0 | 1 | 1 | 1 | 1 | 0 | 0 | 1 | 0 | |
| 11 | 1 | Wimbledon | 3 | 1 | 1 | 1 | 6 | 6 | +0 | 4 | XLW- | 2 | 0 | 1 | 1 | 3 | 4 | 1 | 1 | 0 | 0 | 3 | 2 | |
| 12 | Leicester City | 3 | 1 | 1 | 1 | 4 | 4 | +0 | 4 | XWL- | 2 | 1 | 1 | 0 | 3 | 2 | 1 | 0 | 0 | 1 | 1 | 2 | ||
| 13 | Sunderland | 3 | 1 | 1 | 1 | 2 | 4 | -2 | 4 | OWL- | 2 | 1 | 1 | 0 | 2 | 0 | 1 | 0 | 0 | 1 | 0 | 4 | ||
| 14 | 7 | Liverpool | 2 | 1 | 0 | 1 | 2 | 2 | +0 | 3 | LW-- | 1 | 0 | 0 | 1 | 0 | 1 | 1 | 1 | 0 | 0 | 2 | 1 | |
| 15 | 3 | Watford | 3 | 1 | 0 | 2 | 3 | 5 | -2 | 3 | WLL- | 1 | 0 | 0 | 1 | 2 | 3 | 2 | 1 | 0 | 1 | 1 | 2 | |
| 16 | 1 | Coventry City | 3 | 0 | 1 | 2 | 1 | 3 | -2 | 1 | XLL- | 1 | 0 | 0 | 1 | 0 | 1 | 2 | 0 | 1 | 1 | 1 | 2 | |
| 17 | 2 | Derby County | 3 | 0 | 1 | 2 | 2 | 5 | -3 | 1 | LLO- | 2 | 0 | 0 | 2 | 2 | 5 | 1 | 0 | 1 | 0 | 0 | 0 | |
| 18 | 2 | Everton | 3 | 0 | 1 | 2 | 3 | 7 | -4 | 1 | LLX- | 1 | 0 | 1 | 0 | 1 | 1 | 2 | 0 | 0 | 2 | 2 | 6 | |
| 19 | 1 | Sheffield Wednesday | 3 | 0 | 1 | 2 | 2 | 7 | -5 | 1 | XLL- | 1 | 0 | 0 | 1 | 1 | 2 | 2 | 0 | 1 | 1 | 1 | 5 | |
| 20 | 1 | Newcastle United | 3 | 0 | 0 | 3 | 3 | 8 | -5 | 0 | LLL- | 1 | 0 | 0 | 1 | 0 | 1 | 2 | 0 | 0 | 2 | 3 | 7 | |
| 4 | +2 | Dwight YORKE (Manchester United) |
| 3 | +2 | Dion DUBLIN (Aston Villa) |
| Michael BRIDGES (Leeds United) | ||
| +1 | Hamilton RICARD (Middlesbrough, 2p) | |
| +1 | Carl CORT (Wimbledon) | |
| 2 | +1 | Tim SHERWOOD (Tottenham Hotspur) |
| +2 | Hassan KACHLOUL (Southampton) | |
| +2 | David UNSWORTH (Everton, 2p) | |
| +1 | Muzzy IZZET (Leicester City, 2p) | |
| Dennis BERGKAMP (Arsenal) | ||
| +1 | Christian ZIEGE (Middlesbrough) | |
| Gustavo POYET (Chelsea) | ||
| +1 | Steffen IVERSEN (Tottenham Hotspur) | |
| Julian JOACHIM (Aston Villa) | ||
| Kevin PHILLIPS (Sunderland, 1p) |
| Saturday, 14 August 1999 | |||||
| 3 | Bradford City | 1-1 | Sheffield Wednesday | ||
| 89(p) | Beagrie | 30(og) | Dreyer | ||
| 3 | Derby County | 1-3 | Middlesbrough | ||
| 41 | Burton | 9 | Deane | ||
| 20 | Ziege | ||||
| 66(p) | Ricard | ||||
| 3 | Leicester City | 2-2 | Chelsea | ||
| 10 | Heskey | 48 | Wise | ||
| 90(p) | Izzet | 90(og) | Sinclair | ||
| 3 | Liverpool | 0-1 | Watford | ||
| 14 | Mooney | ||||
| 3 | Manchester United | 2-0 | Leeds United | ||
| 76 | Yorke | ||||
| 80 | Yorke | ||||
| 3 | Sunderland | 0-0 | Arsenal | ||
| 3 | Tottenham Hotspur | 3-2 | Everton | ||
| 34 | Sherwood | 24(p) | Unsworth | ||
| 82 | Leonhardsen | 77(p) | Unsworth | ||
| 86 | Iversen | ||||
| 3 | Wimbledon | 1-1 | Coventry City | ||
| 67 | Cort | 90(p) | McAllister | ||
| Sunday, 15 August 1999 | |||||
| 3 | Southampton | 4-2 | Newcastle United | ||
| 58 | Kachloul | 22(p) | Shearer | ||
| 66 | Pahars | 84 | Speed | ||
| 68 | Kachloul | ||||
| 78 | Hughes | ||||
| Monday, 16 August 1999 | |||||
| 3 | Aston Villa | 2-2 | West Ham United | ||
| 5 | Dublin | 7(og) | Southgate | ||
| 52 | Dublin | 90 | Sinclair | ||