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| 18/09/1999 | 15:00 | Bolton Wanderers | - | Barnsley FC | 2:2 (1:1) | |
| 15:00 | Crewe Alexandra | - | Swindon Town | 2:1 (1:0) | ||
| 15:00 | Crystal Palace | - | Grimsby Town | 3:0 (2:0) | ||
| 15:00 | Fulham FC | - | Queens Park Rangers | 1:0 (1:0) | ||
| 15:00 | Huddersfield Town | - | Norwich City | 1:0 (0:0) | ||
| 15:00 | Ipswich Town | - | Birmingham City | 0:1 (0:1) | ||
| 15:00 | Sheffield United | - | Charlton Athletic | 1:2 (1:1) | ||
| 15:00 | Stockport County | - | Port Vale FC | 1:0 (1:0) | ||
| 15:00 | Tranmere Rovers | - | Portsmouth FC | 2:4 (0:3) | ||
| 15:00 | Walsall FC | - | Manchester City | 0:1 (0:1) | ||
| 15:00 | West Bromwich Albion | - | Blackburn Rovers | 2:2 (1:0) | ||
| 19/09/1999 | 13:00 | Nottingham Forest | - | Wolverhampton Wanderers | 1:1 (0:1) |
| » Tables | Home | Away | First round | Second round |
| # | Team | M. | W | D | L | goals | Dif. | Pt. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
Charlton Athletic | 8 | 7 | 0 | 1 | 18:7 | 11 | 21 |
| 2 |
|
Huddersfield Town | 8 | 5 | 1 | 2 | 16:8 | 8 | 16 |
| 3 |
|
Manchester City | 8 | 5 | 1 | 2 | 11:3 | 8 | 16 |
| 4 |
|
Fulham FC | 8 | 4 | 4 | 0 | 9:4 | 5 | 16 |
| 5 |
|
Birmingham City | 8 | 4 | 3 | 1 | 17:11 | 6 | 15 |
| 6 |
|
Ipswich Town | 8 | 4 | 2 | 2 | 18:10 | 8 | 14 |
| 7 |
|
Barnsley FC | 8 | 4 | 1 | 3 | 19:16 | 3 | 13 |
| 8 |
|
Stockport County | 8 | 4 | 1 | 3 | 10:12 | -2 | 13 |
| 9 |
|
Queens Park Rangers | 8 | 3 | 3 | 2 | 15:12 | 3 | 12 |
| 10 |
|
Portsmouth FC | 8 | 3 | 3 | 2 | 10:11 | -1 | 12 |
| 11 |
|
Blackburn Rovers | 8 | 3 | 2 | 3 | 13:10 | 3 | 11 |
| 12 |
|
West Bromwich Albion | 8 | 2 | 5 | 1 | 9:9 | 0 | 11 |
| 13 |
|
Crewe Alexandra | 8 | 3 | 2 | 3 | 12:13 | -1 | 11 |
| 14 |
|
Nottingham Forest | 8 | 2 | 4 | 2 | 10:9 | 1 | 10 |
| 15 |
|
Norwich City | 8 | 2 | 2 | 4 | 6:9 | -3 | 8 |
| 16 |
|
Swindon Town | 8 | 2 | 2 | 4 | 7:11 | -4 | 8 |
| 17 |
|
Grimsby Town | 8 | 2 | 2 | 4 | 6:11 | -5 | 8 |
| 18 |
|
Crystal Palace | 8 | 2 | 2 | 4 | 12:18 | -6 | 8 |
| 19 |
|
Sheffield United | 8 | 2 | 2 | 4 | 11:18 | -7 | 8 |
| 20 |
|
Wolverhampton Wanderers | 8 | 1 | 4 | 3 | 8:10 | -2 | 7 |
| 21 |
|
Port Vale FC | 8 | 2 | 1 | 5 | 9:13 | -4 | 7 |
| 22 |
|
Bolton Wanderers | 8 | 1 | 3 | 4 | 9:13 | -4 | 6 |
| 23 |
|
Walsall FC | 8 | 1 | 3 | 4 | 7:14 | -7 | 6 |
| 24 |
|
Tranmere Rovers | 8 | 1 | 1 | 6 | 5:15 | -10 | 4 |
| Promotion | |
| Relegation |
