 |
 |
|
|
| 25/09/1999 | 14:00 | Arsenal FC | - | Watford FC | 1:0 (0:0) | |
| 14:00 | Coventry City | - | West Ham United | 1:0 (1:0) | ||
| 14:00 | Derby County | - | Bradford City | 0:1 (0:0) | ||
| 14:00 | Leeds United | - | Newcastle United | 3:2 (2:1) | ||
| 14:00 | Leicester City | - | Aston Villa | 3:1 (1:0) | ||
| 14:00 | Manchester United | - | Southampton FC | 3:3 (2:1) | ||
| 14:00 | Middlesbrough FC | - | Chelsea FC | 0:1 (0:0) | ||
| 14:00 | Sunderland AFC | - | Sheffield Wednesday | 1:0 (0:0) | ||
| 26/09/1999 | 15:00 | Wimbledon FC | - | Tottenham Hotspur | 1:1 (0:0) | |
| 27/09/1999 | 19:00 | Liverpool FC | - | Everton FC | 0:1 (0:1) |
| » Tables | Home | Away | First round | Second round | First half | Second half |
| # | Team | M. | W | D | L | goals | Dif. | Pt. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
Manchester United | 9 | 6 | 3 | 0 | 23:10 | 13 | 21 |
| 2 |
|
Chelsea FC | 9 | 6 | 2 | 1 | 12:4 | 8 | 20 |
| 3 |
|
Leeds United | 9 | 6 | 1 | 2 | 17:11 | 6 | 19 |
| 4 |
|
Arsenal FC | 9 | 6 | 1 | 2 | 12:7 | 5 | 19 |
| 5 |
|
Sunderland AFC | 9 | 5 | 2 | 2 | 14:8 | 6 | 17 |
| 6 |
|
Everton FC | 9 | 5 | 1 | 3 | 15:9 | 6 | 16 |
| 7 |
|
West Ham United | 9 | 5 | 1 | 3 | 11:6 | 5 | 16 |
| 8 |
|
Aston Villa | 9 | 5 | 1 | 3 | 11:9 | 2 | 16 |
| 9 |
|
Leicester City | 9 | 4 | 2 | 3 | 14:11 | 3 | 14 |
| 10 |
|
Tottenham Hotspur | 9 | 4 | 2 | 3 | 14:12 | 2 | 14 |
| 11 |
|
Liverpool FC | 9 | 4 | 1 | 4 | 11:10 | 1 | 13 |
| 12 |
|
Middlesbrough FC | 9 | 4 | 0 | 5 | 10:13 | -3 | 12 |
| 13 |
|
Southampton FC | 9 | 3 | 1 | 5 | 13:18 | -5 | 10 |
| 14 |
|
Watford FC | 9 | 3 | 0 | 6 | 5:9 | -4 | 9 |
| 15 |
|
Bradford City | 9 | 2 | 3 | 4 | 5:10 | -5 | 9 |
| 16 |
|
Coventry City | 9 | 2 | 2 | 5 | 11:13 | -2 | 8 |
| 17 |
|
Wimbledon FC | 9 | 1 | 5 | 3 | 13:18 | -5 | 8 |
| 18 |
|
Derby County | 9 | 2 | 2 | 5 | 7:15 | -8 | 8 |
| 19 |
|
Newcastle United | 9 | 1 | 1 | 7 | 18:22 | -4 | 4 |
| 20 |
|
Sheffield Wednesday | 9 | 0 | 1 | 8 | 3:24 | -21 | 1 |
