 |
 |
|
|
| 20/11/1999 | 14:00 | Derby County | - | Manchester United | 1:2 (0:0) | |
| 14:00 | Everton FC | - | Chelsea FC | 1:1 (1:0) | ||
| 14:00 | Leeds United | - | Bradford City | 2:1 (0:0) | ||
| 14:00 | Leicester City | - | Wimbledon FC | 2:1 (1:1) | ||
| 14:00 | Southampton FC | - | Tottenham Hotspur | 0:1 (0:0) | ||
| 14:00 | Sunderland AFC | - | Liverpool FC | 0:2 (0:0) | ||
| 14:00 | Watford FC | - | Newcastle United | 1:1 (0:0) | ||
| 16:15 | Arsenal FC | - | Middlesbrough FC | 5:1 (2:0) | ||
| 21/11/1999 | 15:00 | West Ham United | - | Sheffield Wednesday | 4:3 (1:1) | |
| 22/11/1999 | 19:00 | Coventry City | - | Aston Villa | 2:1 (1:1) |
| » Tables | Home | Away | First round | Second round | First half | Second half |
| # | Team | M. | W | D | L | goals | Dif. | Pt. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
Manchester United | 15 | 10 | 3 | 2 | 35:20 | 15 | 33 |
| 2 |
|
Leeds United | 15 | 10 | 2 | 3 | 28:19 | 9 | 32 |
| 3 |
|
Arsenal FC | 15 | 9 | 2 | 4 | 26:15 | 11 | 29 |
| 4 |
|
Sunderland AFC | 15 | 8 | 4 | 3 | 24:14 | 10 | 28 |
| 5 |
|
Liverpool FC | 15 | 8 | 3 | 4 | 20:12 | 8 | 27 |
| 6 |
|
Leicester City | 15 | 8 | 2 | 5 | 25:20 | 5 | 26 |
| 7 |
|
Tottenham Hotspur | 15 | 8 | 2 | 5 | 24:19 | 5 | 26 |
| 8 |
|
Chelsea FC | 15 | 7 | 4 | 4 | 21:12 | 9 | 25 |
| 9 |
|
West Ham United | 15 | 7 | 3 | 5 | 18:14 | 4 | 24 |
| 10 |
|
Middlesbrough FC | 15 | 7 | 1 | 7 | 20:23 | -3 | 22 |
| 11 |
|
Coventry City | 15 | 5 | 5 | 5 | 23:17 | 6 | 20 |
| 12 |
|
Everton FC | 15 | 5 | 5 | 5 | 24:22 | 2 | 20 |
| 13 |
|
Aston Villa | 15 | 5 | 3 | 7 | 14:18 | -4 | 18 |
| 14 |
|
Southampton FC | 15 | 4 | 4 | 7 | 20:26 | -6 | 16 |
| 15 |
|
Wimbledon FC | 15 | 3 | 7 | 5 | 22:29 | -7 | 16 |
| 16 |
|
Newcastle United | 15 | 3 | 4 | 8 | 25:29 | -4 | 13 |
| 17 |
|
Bradford City | 15 | 3 | 4 | 8 | 13:24 | -11 | 13 |
| 18 |
|
Derby County | 15 | 3 | 3 | 9 | 14:26 | -12 | 12 |
| 19 |
|
Watford FC | 15 | 3 | 2 | 10 | 11:25 | -14 | 11 |
| 20 |
|
Sheffield Wednesday | 15 | 1 | 3 | 11 | 13:36 | -23 | 6 |
