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Table & Scores on 16/10/1999
| Home | Away | Pl | W | D | L | F | A | W | D | L | F | A | Pts | Leeds United | 11 | 4 | 1 | 1 | 10 | 5 | 4 | 0 | 1 | 11 | 7 | 25 | Manchester United | 11 | 4 | 2 | 0 | 19 | 6 | 3 | 1 | 1 | 8 | 10 | 24 | Arsenal | 11 | 5 | 0 | 1 | 13 | 5 | 2 | 1 | 2 | 4 | 5 | 22 | Sunderland | 10 | 3 | 2 | 0 | 6 | 1 | 3 | 0 | 2 | 12 | 7 | 20 | Leicester City | 11 | 4 | 2 | 0 | 11 | 6 | 2 | 0 | 3 | 8 | 8 | 20 | Chelsea | 9 | 4 | 0 | 0 | 11 | 0 | 2 | 1 | 2 | 4 | 4 | 19 | Tottenham Hotspur | 10 | 3 | 0 | 2 | 12 | 10 | 2 | 2 | 1 | 5 | 4 | 17 | Everton | 11 | 3 | 2 | 0 | 11 | 3 | 2 | 0 | 4 | 6 | 11 | 17 | Aston Villa | 10 | 3 | 2 | 0 | 7 | 2 | 2 | 0 | 3 | 4 | 7 | 17 | West Ham United | 8 | 4 | 0 | 0 | 6 | 2 | 1 | 1 | 2 | 5 | 4 | 16 | Liverpool | 10 | 2 | 0 | 3 | 5 | 5 | 2 | 2 | 1 | 6 | 5 | 14 | Coventry City | 11 | 3 | 0 | 3 | 11 | 8 | 0 | 3 | 2 | 5 | 7 | 12 | Middlesbrough | 10 | 2 | 0 | 3 | 4 | 7 | 2 | 0 | 3 | 7 | 8 | 12 | Southampton | 10 | 2 | 1 | 2 | 9 | 9 | 1 | 1 | 3 | 8 | 12 | 11 | Wimbledon | 11 | 1 | 3 | 2 | 9 | 10 | 1 | 2 | 2 | 8 | 15 | 11 | Watford | 11 | 2 | 0 | 3 | 5 | 6 | 1 | 0 | 5 | 2 | 9 | 9 | Derby County | 11 | 1 | 0 | 5 | 3 | 12 | 1 | 3 | 1 | 7 | 7 | 9 | Bradford City | 10 | 0 | 2 | 2 | 2 | 9 | 2 | 0 | 4 | 4 | 7 | 8 | Newcastle United | 11 | 2 | 1 | 2 | 14 | 7 | 0 | 0 | 6 | 7 | 20 | 7 | Sheffield Wednesday | 11 | 1 | 0 | 4 | 7 | 9 | 0 | 1 | 5 | 1 | 18 | 4 |
| Arsenal 4 (1) Everton 1 (1) | Dixon 40, Suker 54, 61, Kanu 90 Collins 16 | Attendance: 38,042 |
| Coventry City 4 (3) Newcastle United 1 (0) | Palmer 13, Williams 21, Keane 39, Hadji 90 Domi 81 | Attendance: 23,031 |
| Derby County 0 (0) Tottenham Hotspur 1 (1) | Armstrong 37 | Attendance: 29,815 |
| Leeds United 2 (0) Sheffield Wednesday 0 (0) | Smith 72, 78 | Attendance: 39,437 |
| Leicester City 2 (2) Southampton 1 (0) | Guppy 8, Cottee 39 Pahars 84 | Attendance: 19,556 |
| Liverpool 1 (0) Chelsea 0 (0) | Thompson 47 | Attendance: 44,826 |
| Manchester United 4 (3) Watford 1 (0) | Yorke 39, Cole 42, 50, Irwin 44 Pen Johnson 68 | Attendance: 55,188 |
| Wimbledon 3 (2) Bradford City 2 (1) | Hartson 22, 36, Cort 75 Mills 45, Windass 90 | Attendance: 10,029 |