| 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 | ||||
| 56 | 147 | 2.62 | 26 | 46.43% | 9 | 16.07% | 21 | 37.50% |
| 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 | Manchester United | 6 | 5 | 1 | 0 | 16 | 4 | +12 | 16 | WWWW | 3 | 3 | 0 | 0 | 11 | 1 | 3 | 2 | 1 | 0 | 5 | 3 | ||
| 2 | Aston Villa | 6 | 4 | 1 | 1 | 8 | 3 | +5 | 13 | WWLX | 3 | 2 | 1 | 0 | 6 | 2 | 3 | 2 | 0 | 1 | 2 | 1 | ||
| 3 | 3 | Chelsea | 4 | 3 | 1 | 0 | 8 | 2 | +6 | 10 | WWXW | 2 | 2 | 0 | 0 | 5 | 0 | 2 | 1 | 1 | 0 | 3 | 2 | |
| 4 | 5 | West Ham United | 4 | 3 | 1 | 0 | 8 | 3 | +5 | 10 | WWXW | 2 | 2 | 0 | 0 | 3 | 1 | 2 | 1 | 1 | 0 | 5 | 2 | |
| 5 | 3 | Leicester City | 6 | 3 | 1 | 2 | 9 | 6 | +3 | 10 | WWLX | 3 | 2 | 1 | 0 | 4 | 2 | 3 | 1 | 0 | 2 | 5 | 4 | |
| 6 | 4 | Leeds United | 6 | 3 | 1 | 2 | 8 | 6 | +2 | 10 | WLWL | 3 | 1 | 1 | 1 | 3 | 3 | 3 | 2 | 0 | 1 | 5 | 3 | |
| 7 | 4 | Arsenal | 6 | 3 | 1 | 2 | 7 | 6 | +1 | 10 | LWLO | 3 | 2 | 0 | 1 | 5 | 3 | 3 | 1 | 1 | 1 | 2 | 3 | |
| 8 | 4 | Tottenham Hotspur | 5 | 3 | 0 | 2 | 9 | 7 | +2 | 9 | LWWW | 3 | 2 | 0 | 1 | 7 | 5 | 2 | 1 | 0 | 1 | 2 | 2 | |
| 9 | 3 | Liverpool | 5 | 3 | 0 | 2 | 6 | 4 | +2 | 9 | WWLL | 2 | 1 | 0 | 1 | 2 | 1 | 3 | 2 | 0 | 1 | 4 | 3 | |
| 10 | 4 | Southampton | 5 | 3 | 0 | 2 | 8 | 9 | -1 | 9 | WLWL | 3 | 2 | 0 | 1 | 6 | 5 | 2 | 1 | 0 | 1 | 2 | 4 | |
| 11 | 6 | Middlesbrough | 6 | 3 | 0 | 3 | 7 | 8 | -1 | 9 | LLWW | 3 | 1 | 0 | 2 | 1 | 4 | 3 | 2 | 0 | 1 | 6 | 4 | |
| 12 | 1 | Sunderland | 6 | 2 | 2 | 2 | 6 | 8 | -2 | 8 | XWLO | 3 | 1 | 2 | 0 | 3 | 1 | 3 | 1 | 0 | 2 | 3 | 7 | |
| 13 | 6 | Everton | 6 | 2 | 1 | 3 | 11 | 9 | +2 | 7 | LWWL | 3 | 2 | 1 | 0 | 9 | 2 | 3 | 0 | 0 | 3 | 2 | 7 | |
| 14 | 4 | Derby County | 6 | 2 | 1 | 3 | 5 | 7 | -2 | 7 | WWLL | 3 | 1 | 0 | 2 | 3 | 5 | 3 | 1 | 1 | 1 | 2 | 2 | |
| 15 | 2 | Watford | 6 | 2 | 0 | 4 | 4 | 7 | -3 | 6 | LLWW | 3 | 1 | 0 | 2 | 3 | 4 | 3 | 1 | 0 | 2 | 1 | 3 | |
| 16 | Coventry City | 6 | 1 | 2 | 3 | 5 | 6 | -1 | 5 | XLWX | 3 | 1 | 0 | 2 | 3 | 3 | 3 | 0 | 2 | 1 | 2 | 3 | ||
| 17 | 2 | Wimbledon | 6 | 1 | 2 | 3 | 9 | 14 | -5 | 5 | LLXX | 3 | 0 | 1 | 2 | 3 | 5 | 3 | 1 | 1 | 1 | 6 | 9 | |
| 18 | 1 | Bradford City | 5 | 1 | 1 | 3 | 2 | 7 | -5 | 4 | LLLX | 2 | 0 | 1 | 1 | 1 | 4 | 3 | 1 | 0 | 2 | 1 | 3 | |
| 19 | Newcastle United | 6 | 0 | 1 | 5 | 8 | 18 | -10 | 1 | LLXL | 3 | 0 | 1 | 2 | 4 | 6 | 3 | 0 | 0 | 3 | 4 | 12 | ||
| 20 | Sheffield Wednesday | 6 | 0 | 1 | 5 | 3 | 13 | -10 | 1 | LLLX | 3 | 0 | 0 | 3 | 2 | 6 | 3 | 0 | 1 | 2 | 1 | 7 | ||
| 5 | +4 | Andrew COLE (Manchester United) |
| Dwight YORKE (Manchester United) | ||
| +1 | Kevin PHILLIPS (Sunderland, 2p) | |
| 4 | +1 | Dion DUBLIN (Aston Villa) |
| Emile HESKEY (Leicester City) | ||
| 3 | Michael BRIDGES (Leeds United) | |
| +1 | Tim SHERWOOD (Tottenham Hotspur) | |
| Hamilton RICARD (Middlesbrough, 2p) | ||
| +1 | Hassan KACHLOUL (Southampton) | |
| David UNSWORTH (Everton, 2p) | ||
| +1 | Muzzy IZZET (Leicester City, 2p) | |
| +1 | Robbie KEANE (Coventry City) | |
| Carl CORT (Wimbledon) |
| Saturday, 28 August 1999 | |||||
| 6 | Aston Villa | 1-0 | Middlesbrough | ||
| 5 | Dublin | ||||
| 6 | Bradford City | 0-3 | West Ham United | ||
| 34 | Di Canio | ||||
| 44 | Sinclair | ||||
| 49 | Wanchope | ||||
| 6 | Derby County | 1-0 | Everton | ||
| 47 | Fuertes | ||||
| 6 | Liverpool | 2-0 | Arsenal | ||
| 8 | Fowler | ||||
| 76 | Berger | ||||
| 6 | Southampton | 2-0 | Sheffield Wednesday | ||
| 53 | Kachloul | ||||
| 84 | Oakley | ||||
| 6 | Tottenham Hotspur | 1-2 | Leeds United | ||
| 36 | Sherwood | 53 | Smith | ||
| 83 | Harte | ||||
| 6 | Wimbledon | 0-1 | Chelsea | ||
| 78 | Petrescu | ||||
| Sunday, 29 August 1999 | |||||
| 6 | Sunderland | 1-1 | Coventry City | ||
| 73 | Phillips | 33 | Keane | ||
| Monday, 30 August 1999 | |||||
| 6 | Leicester City | 1-0 | Watford | ||
| 44 | Izzet | ||||
| 6 | Manchester United | 5-1 | Newcastle United | ||
| 14 | Cole | 31(og) | Berg | ||
| 46 | Cole | ||||
| 65 | Cole | ||||
| 71 | Cole | ||||
| 80 | Giggs | ||||