 |
 |
|
|
| 04/12/1999 | 14:00 | Aston Villa | - | Newcastle United | 0:1 (0:0) | |
| 14:00 | Bradford City | - | Middlesbrough FC | 1:1 (0:1) | ||
| 14:00 | Leicester City | - | Arsenal FC | 0:3 (0:1) | ||
| 14:00 | Manchester United | - | Everton FC | 5:1 (3:1) | ||
| 14:00 | Southampton FC | - | Coventry City | 0:0 (0:0) | ||
| 14:00 | Sunderland AFC | - | Chelsea FC | 4:1 (4:0) | ||
| 14:00 | Wimbledon FC | - | Watford FC | 5:0 (2:0) | ||
| 05/12/1999 | 13:00 | Liverpool FC | - | Sheffield Wednesday | 4:1 (2:1) | |
| 15:00 | Derby County | - | Leeds United | 0:1 (0:0) | ||
| 06/12/1999 | 19:00 | Tottenham Hotspur | - | West Ham United | 0:0 (0:0) |
| » Tables | Home | Away | First round | Second round | First half | Second half |
| # | Team | M. | W | D | L | goals | Dif. | Pt. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
Manchester United | 17 | 12 | 3 | 2 | 41:21 | 20 | 39 |
| 2 |
|
Leeds United | 17 | 12 | 2 | 3 | 30:19 | 11 | 38 |
| 3 |
|
Arsenal FC | 17 | 11 | 2 | 4 | 31:16 | 15 | 35 |
| 4 |
|
Sunderland AFC | 17 | 10 | 4 | 3 | 31:17 | 14 | 34 |
| 5 |
|
Liverpool FC | 17 | 9 | 3 | 5 | 24:14 | 10 | 30 |
| 6 |
|
Leicester City | 17 | 9 | 2 | 6 | 26:23 | 3 | 29 |
| 7 |
|
Chelsea FC | 17 | 8 | 4 | 5 | 23:16 | 7 | 28 |
| 8 |
|
West Ham United | 17 | 8 | 4 | 5 | 19:14 | 5 | 28 |
| 9 |
|
Tottenham Hotspur | 17 | 8 | 3 | 6 | 25:21 | 4 | 27 |
| 10 |
|
Middlesbrough FC | 17 | 7 | 3 | 7 | 21:24 | -3 | 24 |
| 11 |
|
Coventry City | 17 | 5 | 6 | 6 | 23:18 | 5 | 21 |
| 12 |
|
Everton FC | 17 | 5 | 6 | 6 | 25:27 | -2 | 21 |
| 13 |
|
Wimbledon FC | 17 | 4 | 8 | 5 | 27:29 | -2 | 20 |
| 14 |
|
Newcastle United | 17 | 5 | 4 | 8 | 28:30 | -2 | 19 |
| 15 |
|
Aston Villa | 17 | 5 | 4 | 8 | 14:19 | -5 | 19 |
| 16 |
|
Southampton FC | 17 | 4 | 5 | 8 | 20:27 | -7 | 17 |
| 17 |
|
Bradford City | 17 | 3 | 5 | 9 | 14:26 | -12 | 14 |
| 18 |
|
Derby County | 17 | 3 | 3 | 11 | 15:29 | -14 | 12 |
| 19 |
|
Watford FC | 17 | 3 | 2 | 12 | 13:33 | -20 | 11 |
| 20 |
|
Sheffield Wednesday | 17 | 1 | 3 | 13 | 14:41 | -27 | 6 |
