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Table & Scores on 28/08/1999
| Home | Away | Pl | W | D | L | F | A | W | D | L | F | A | Pts | Manchester United | 5 | 2 | 0 | 0 | 6 | 0 | 2 | 1 | 0 | 5 | 3 | 13 | Aston Villa | 6 | 2 | 1 | 0 | 6 | 2 | 2 | 0 | 1 | 2 | 1 | 13 | Chelsea | 4 | 2 | 0 | 0 | 5 | 0 | 1 | 1 | 0 | 3 | 2 | 10 | West Ham United | 4 | 2 | 0 | 0 | 3 | 1 | 1 | 1 | 0 | 5 | 2 | 10 | Leeds United | 6 | 1 | 1 | 1 | 3 | 3 | 2 | 0 | 1 | 5 | 3 | 10 | Arsenal | 6 | 2 | 0 | 1 | 5 | 3 | 1 | 1 | 1 | 2 | 3 | 10 | Tottenham Hotspur | 5 | 2 | 0 | 1 | 7 | 5 | 1 | 0 | 1 | 2 | 2 | 9 | Liverpool | 5 | 1 | 0 | 1 | 2 | 1 | 2 | 0 | 1 | 4 | 3 | 9 | Southampton | 5 | 2 | 0 | 1 | 6 | 5 | 1 | 0 | 1 | 2 | 4 | 9 | Middlesbrough | 6 | 1 | 0 | 2 | 1 | 4 | 2 | 0 | 1 | 6 | 4 | 9 | Everton | 6 | 2 | 1 | 0 | 9 | 2 | 0 | 0 | 3 | 2 | 7 | 7 | Leicester City | 5 | 1 | 1 | 0 | 3 | 2 | 1 | 0 | 2 | 5 | 4 | 7 | Sunderland | 5 | 1 | 1 | 0 | 2 | 0 | 1 | 0 | 2 | 3 | 7 | 7 | Derby County | 6 | 1 | 0 | 2 | 3 | 5 | 1 | 1 | 1 | 2 | 2 | 7 | Watford | 5 | 1 | 0 | 2 | 3 | 4 | 1 | 0 | 1 | 1 | 2 | 6 | Wimbledon | 6 | 0 | 1 | 2 | 3 | 5 | 1 | 1 | 1 | 6 | 9 | 5 | Coventry City | 5 | 1 | 0 | 2 | 3 | 3 | 0 | 1 | 1 | 1 | 2 | 4 | Bradford City | 5 | 0 | 1 | 1 | 1 | 4 | 1 | 0 | 2 | 1 | 3 | 4 | Newcastle United | 5 | 0 | 1 | 2 | 4 | 6 | 0 | 0 | 2 | 3 | 7 | 1 | Sheffield Wednesday | 6 | 0 | 0 | 3 | 2 | 6 | 0 | 1 | 2 | 1 | 7 | 1 |
| Aston Villa 1 (1) Middlesbrough 0 (0) | Dublin 5 | Attendance: 28,728 |
| Bradford City 0 (0) West Ham United 3 (2) | Di Canio 34, Sinclair 44, Wanchope 49 | Attendance: 17,926 |
| Derby County 1 (0) Everton 0 (0) | Fuertes 47 | Attendance: 26,550 |
| Liverpool 2 (1) Arsenal 0 (0) | Fowler 8, Berger 76 | Attendance: 44,886 |
| Southampton 2 (0) Sheffield Wednesday 0 (0) | Kachloul 53, Oakley 84 | Attendance: 14,815 |
| Tottenham Hotspur 1 (1) Leeds United 2 (0) | Sherwood 36 Smith 53, Harte 83 | Attendance: 36,012 |
| Wimbledon 0 (0) Chelsea 1 (0) | Petrescu 78 | Attendance: 22,167 |