| 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 | ||||
| 76 | 210 | 2.76 | 37 | 48.68% | 13 | 17.11% | 26 | 34.21% |
| 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 | 8 | 6 | 2 | 0 | 20 | 7 | +13 | 20 | XWWW | 4 | 3 | 1 | 0 | 12 | 2 | 4 | 3 | 1 | 0 | 8 | 5 | ||
| 2 | 2 | Leeds United | 8 | 5 | 1 | 2 | 14 | 9 | +5 | 16 | WWWL | 4 | 2 | 1 | 1 | 5 | 3 | 4 | 3 | 0 | 1 | 9 | 6 | |
| 3 | 2 | Arsenal | 8 | 5 | 1 | 2 | 11 | 7 | +4 | 16 | WWLW | 4 | 3 | 0 | 1 | 8 | 4 | 4 | 2 | 1 | 1 | 3 | 3 | |
| 4 | 2 | Aston Villa | 8 | 5 | 1 | 2 | 10 | 6 | +4 | 16 | WLWW | 4 | 3 | 1 | 0 | 7 | 2 | 4 | 2 | 0 | 2 | 3 | 4 | |
| 5 | 3 | Sunderland | 8 | 4 | 2 | 2 | 13 | 8 | +5 | 14 | WWXW | 4 | 2 | 2 | 0 | 5 | 1 | 4 | 2 | 0 | 2 | 8 | 7 | |
| 6 | 4 | Chelsea | 6 | 4 | 1 | 1 | 9 | 3 | +6 | 13 | LWWW | 3 | 3 | 0 | 0 | 6 | 0 | 3 | 1 | 1 | 1 | 3 | 3 | |
| 7 | 2 | Everton | 8 | 4 | 1 | 3 | 14 | 9 | +5 | 13 | WWLW | 4 | 3 | 1 | 0 | 10 | 2 | 4 | 1 | 0 | 3 | 4 | 7 | |
| 8 | 5 | West Ham United | 6 | 4 | 1 | 1 | 9 | 4 | +5 | 13 | LWWW | 3 | 3 | 0 | 0 | 4 | 1 | 3 | 1 | 1 | 1 | 5 | 3 | |
| 9 | 1 | Tottenham Hotspur | 7 | 4 | 1 | 2 | 13 | 10 | +3 | 13 | WXLW | 4 | 3 | 0 | 1 | 10 | 7 | 3 | 1 | 1 | 1 | 3 | 3 | |
| 10 | 3 | Middlesbrough | 8 | 4 | 0 | 4 | 10 | 12 | -2 | 12 | LWLL | 4 | 2 | 0 | 2 | 4 | 6 | 4 | 2 | 0 | 2 | 6 | 6 | |
| 11 | Leicester City | 8 | 3 | 2 | 3 | 11 | 10 | +1 | 11 | XLWW | 4 | 2 | 2 | 0 | 6 | 4 | 4 | 1 | 0 | 3 | 5 | 6 | ||
| 12 | Liverpool | 7 | 3 | 1 | 3 | 10 | 9 | +1 | 10 | XLWW | 3 | 1 | 0 | 2 | 4 | 4 | 4 | 2 | 1 | 1 | 6 | 5 | ||
| 13 | Southampton | 7 | 3 | 0 | 4 | 10 | 13 | -3 | 9 | LLWL | 4 | 2 | 0 | 2 | 6 | 6 | 3 | 1 | 0 | 2 | 4 | 7 | ||
| 14 | 1 | Watford | 8 | 3 | 0 | 5 | 5 | 8 | -3 | 9 | WLLL | 4 | 2 | 0 | 2 | 4 | 4 | 4 | 1 | 0 | 3 | 1 | 4 | |
| 15 | 1 | Derby County | 8 | 2 | 2 | 4 | 7 | 14 | -7 | 8 | LXWW | 4 | 1 | 0 | 3 | 3 | 10 | 4 | 1 | 2 | 1 | 4 | 4 | |
| 16 | Wimbledon | 8 | 1 | 4 | 3 | 12 | 17 | -5 | 7 | XXLL | 4 | 0 | 2 | 2 | 5 | 7 | 4 | 1 | 2 | 1 | 7 | 10 | ||
| 17 | Coventry City | 8 | 1 | 2 | 5 | 10 | 13 | -3 | 5 | LLXL | 4 | 1 | 0 | 3 | 6 | 7 | 4 | 0 | 2 | 2 | 4 | 6 | ||
| 18 | Bradford City | 7 | 1 | 2 | 4 | 3 | 9 | -6 | 5 | LXLL | 3 | 0 | 2 | 1 | 2 | 5 | 4 | 1 | 0 | 3 | 1 | 4 | ||
| 19 | Newcastle United | 8 | 1 | 1 | 6 | 16 | 19 | -3 | 4 | WLLL | 4 | 1 | 1 | 2 | 12 | 6 | 4 | 0 | 0 | 4 | 4 | 13 | ||
| 20 | Sheffield Wednesday | 8 | 0 | 1 | 7 | 3 | 23 | -20 | 1 | LLLL | 4 | 0 | 0 | 4 | 2 | 8 | 4 | 0 | 1 | 3 | 1 | 15 | ||
| 8 | +3 | Kevin PHILLIPS (Sunderland, 2p) |
| 6 | Andrew COLE (Manchester United) | |
| +5 | Alan SHEARER (Newcastle United, 3p) | |
| 5 | +1 | Dion DUBLIN (Aston Villa) |
| +1 | Michael BRIDGES (Leeds United) | |
| Dwight YORKE (Manchester United) | ||
| 4 | Hassan KACHLOUL (Southampton) | |
| +1 | Muzzy IZZET (Leicester City, 2p) | |
| +1 | Robbie KEANE (Coventry City) | |
| Emile HESKEY (Leicester City) | ||
| 3 | Tim SHERWOOD (Tottenham Hotspur) | |
| Hamilton RICARD (Middlesbrough, 2p) | ||
| Brian DEANE (Middlesbrough) | ||
| David UNSWORTH (Everton, 2p) | ||
| Carl CORT (Wimbledon) | ||
| +1 | Gary SPEED (Newcastle United) | |
| Marians PAHARS (Southampton) | ||
| +1 | Tony COTTEE (Leicester City) | |
| +1 | Steffen IVERSEN (Tottenham Hotspur) | |
| Paolo DI CANIO (West Ham United) | ||
| Julian JOACHIM (Aston Villa) | ||
| +1 | Øyvind LEONHARDSEN (Tottenham Hotspur) | |
| +1 | Francis JEFFERS (Everton) |
| Saturday, 18 September 1999 | |||||
| 8 | Aston Villa | 1-0 | Bradford City | ||
| 71 | Dublin | ||||
| 8 | Derby County | 0-5 | Sunderland | ||
| 24 | McCann | ||||
| 42 | Phillips | ||||
| 52 | Phillips | ||||
| 55 | Quinn | ||||
| 85 | Phillips | ||||
| 8 | Leicester City | 2-2 | Liverpool | ||
| 2 | Cottee | 23(p) | Owen | ||
| 86 | Izzet | 39 | Owen | ||
| 8 | Manchester United | 1-1 | Wimbledon | ||
| 73 | Cruyff | 16 | Badir | ||
| 8 | Southampton | 0-1 | Arsenal | ||
| 79 | Henry | ||||
| 8 | Watford | 1-0 | Chelsea | ||
| 57 | Smart | ||||
| Sunday, 19 September 1999 | |||||
| 8 | Everton | 1-0 | West Ham United | ||
| 64 | Jeffers | ||||
| 8 | Leeds United | 2-0 | Middlesbrough | ||
| 14 | Bridges | ||||
| 64 | Kewell | ||||
| 8 | Newcastle United | 8-0 | Sheffield Wednesday | ||
| 11 | Hughes | ||||
| 30 | Shearer | ||||
| 33(p) | Shearer | ||||
| 41 | Shearer | ||||
| 46 | Dyer | ||||
| 77 | Speed | ||||
| 81 | Shearer | ||||
| 84(p) | Shearer | ||||
| 8 | Tottenham Hotspur | 3-2 | Coventry City | ||
| 7 | Iversen | 54 | Keane | ||
| 50 | Armstrong | 74 | Chippo | ||
| 52 | Leonhardsen | ||||