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| 05/11/1999 | 19:45 | Port Vale FC | - | Crewe Alexandra | 1:0 (0:0) | |
| 06/11/1999 | 15:00 | Barnsley FC | - | Sheffield United | 2:0 (1:0) | |
| 15:00 | Blackburn Rovers | - | Ipswich Town | 2:2 (1:0) | ||
| 15:00 | Bolton Wanderers | - | Crystal Palace | 2:0 (0:0) | ||
| 15:00 | Charlton Athletic | - | Walsall FC | 2:1 (1:1) | ||
| 15:00 | Huddersfield Town | - | Swindon Town | 4:0 (2:0) | ||
| 15:00 | Norwich City | - | Nottingham Forest | 1:0 (1:0) | ||
| 15:00 | Portsmouth FC | - | Birmingham City | 2:2 (1:0) | ||
| 15:00 | Queens Park Rangers | - | Manchester City | 1:1 (1:0) | ||
| 15:00 | Stockport County | - | Fulham FC | 2:1 (2:0) | ||
| 15:00 | Tranmere Rovers | - | West Bromwich Albion | 3:0 (2:0) | ||
| 15:00 | Wolverhampton Wanderers | - | Grimsby Town | 3:0 (1:0) |
| » Tables | Home | Away | First round | Second round |
| # | Team | M. | W | D | L | goals | Dif. | Pt. | |
|---|---|---|---|---|---|---|---|---|---|
| 1 |
|
Manchester City | 17 | 11 | 3 | 3 | 26:11 | 15 | 36 |
| 2 |
|
Charlton Athletic | 17 | 11 | 2 | 4 | 31:19 | 12 | 35 |
| 3 |
|
Huddersfield Town | 17 | 9 | 4 | 4 | 33:19 | 14 | 31 |
| 4 |
|
Fulham FC | 17 | 7 | 8 | 2 | 19:11 | 8 | 29 |
| 5 |
|
Barnsley FC | 17 | 9 | 2 | 6 | 32:27 | 5 | 29 |
| 6 |
|
Ipswich Town | 17 | 8 | 4 | 5 | 33:24 | 9 | 28 |
| 7 |
|
Queens Park Rangers | 17 | 7 | 7 | 3 | 27:19 | 8 | 28 |
| 8 |
|
Birmingham City | 17 | 7 | 6 | 4 | 27:19 | 8 | 27 |
| 9 |
|
Stockport County | 17 | 7 | 6 | 4 | 22:23 | -1 | 27 |
| 10 |
|
Wolverhampton Wanderers | 17 | 6 | 7 | 4 | 20:18 | 2 | 25 |
| 11 |
|
Norwich City | 17 | 6 | 6 | 5 | 18:17 | 1 | 24 |
| 12 |
|
Bolton Wanderers | 17 | 6 | 5 | 6 | 25:21 | 4 | 23 |
| 13 |
|
Blackburn Rovers | 17 | 5 | 7 | 5 | 22:20 | 2 | 22 |
| 14 |
|
Portsmouth FC | 17 | 5 | 5 | 7 | 23:28 | -5 | 20 |
| 15 |
|
Grimsby Town | 17 | 5 | 5 | 7 | 16:24 | -8 | 20 |
| 16 |
|
Nottingham Forest | 17 | 4 | 7 | 6 | 20:18 | 2 | 19 |
| 17 |
|
West Bromwich Albion | 17 | 3 | 10 | 4 | 14:17 | -3 | 19 |
| 18 |
|
Tranmere Rovers | 17 | 5 | 4 | 8 | 23:27 | -4 | 19 |
| 19 |
|
Crewe Alexandra | 17 | 4 | 4 | 9 | 17:27 | -10 | 16 |
| 20 |
|
Sheffield United | 17 | 4 | 4 | 9 | 19:30 | -11 | 16 |
| 21 |
|
Port Vale FC | 17 | 4 | 3 | 10 | 19:26 | -7 | 15 |
| 22 |
|
Crystal Palace | 17 | 3 | 6 | 8 | 22:32 | -10 | 15 |
| 23 |
|
Walsall FC | 17 | 3 | 5 | 9 | 14:28 | -14 | 14 |
| 24 |
|
Swindon Town | 17 | 3 | 4 | 10 | 12:29 | -17 | 13 |
| Promotion | |
| Relegation |
