 |
 |
|
|
| 18/12/1999 | 14:00 | Leicester City | - | Derby County | 0:1 (0:0) | |
| 14:00 | Liverpool FC | - | Coventry City | 2:0 (1:0) | ||
| 14:00 | Middlesbrough FC | - | Tottenham Hotspur | 2:1 (1:1) | ||
| 14:00 | Sunderland AFC | - | Southampton FC | 2:0 (1:0) | ||
| 14:00 | Watford FC | - | Everton FC | 1:3 (0:2) | ||
| 14:00 | West Ham United | - | Manchester United | 2:4 (1:3) | ||
| 14:00 | Arsenal FC | - | Wimbledon FC | 1:1 (0:1) | ||
| 14:00 | Aston Villa | - | Sheffield Wednesday | 2:1 (0:1) | ||
| 14:00 | Bradford City | - | Newcastle United | 2:0 (0:0) | ||
| 19/12/1999 | 15:00 | Chelsea FC | - | Leeds United | 0:2 (0:0) |
| » Tables | Home | Away | First round | Second round | First half | Second half |
| # | Team | M. | W | D | L | goals | Dif. | Pt. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
Manchester United | 18 | 13 | 3 | 2 | 45:23 | 22 | 42 |
| 2 |
|
Leeds United | 18 | 13 | 2 | 3 | 32:19 | 13 | 41 |
| 3 |
|
Sunderland AFC | 18 | 11 | 4 | 3 | 33:17 | 16 | 37 |
| 4 |
|
Arsenal FC | 18 | 11 | 3 | 4 | 32:17 | 15 | 36 |
| 5 |
|
Liverpool FC | 18 | 10 | 3 | 5 | 26:14 | 12 | 33 |
| 6 |
|
Leicester City | 18 | 9 | 2 | 7 | 26:24 | 2 | 29 |
| 7 |
|
Chelsea FC | 18 | 8 | 4 | 6 | 23:18 | 5 | 28 |
| 8 |
|
West Ham United | 18 | 8 | 4 | 6 | 21:18 | 3 | 28 |
| 9 |
|
Tottenham Hotspur | 18 | 8 | 3 | 7 | 26:23 | 3 | 27 |
| 10 |
|
Middlesbrough FC | 18 | 8 | 3 | 7 | 23:25 | -2 | 27 |
| 11 |
|
Everton FC | 18 | 6 | 6 | 6 | 28:28 | 0 | 24 |
| 12 |
|
Aston Villa | 18 | 6 | 4 | 8 | 16:20 | -4 | 22 |
| 13 |
|
Coventry City | 18 | 5 | 6 | 7 | 23:20 | 3 | 21 |
| 14 |
|
Wimbledon FC | 18 | 4 | 9 | 5 | 28:30 | -2 | 21 |
| 15 |
|
Newcastle United | 18 | 5 | 4 | 9 | 28:32 | -4 | 19 |
| 16 |
|
Southampton FC | 18 | 4 | 5 | 9 | 20:29 | -9 | 17 |
| 17 |
|
Bradford City | 18 | 4 | 5 | 9 | 16:26 | -10 | 17 |
| 18 |
|
Derby County | 18 | 4 | 3 | 11 | 16:29 | -13 | 15 |
| 19 |
|
Watford FC | 18 | 3 | 2 | 13 | 14:36 | -22 | 11 |
| 20 |
|
Sheffield Wednesday | 18 | 1 | 3 | 14 | 15:43 | -28 | 6 |
