| 02 Sep 99 | r00        | BlackburnBlackburn | 4 - 3 | Manchester CityManchester Ci |
| 02 Sep 99 | r00        | BuryBury | 3 - 0 | WolvesWolves |
| 02 Sep 99 | r00        | DerbyDerby | 0 - 1 | Notts CountyNotts County |
| 02 Sep 99 | r00        | EvertonEverton | 1 - 2 | Sheffield UnitedSheffield Uni |
| 02 Sep 99 | r00        | Glossop North End AFCGlossop North | 2 - 0 | BurnleyBurnley |
| 02 Sep 99 | r00        | Nottingham F.Nottingham F. | 3 - 1 | PrestonPreston |
| 02 Sep 99 | r00        | StokeStoke | 3 - 2 | LiverpoolLiverpool |
| 02 Sep 99 | r00        | SunderlandSunderland | 0 - 1 | Aston VillaAston Villa |
| 02 Sep 99 | r00        | West BromWest Brom | 1 - 1 | NewcastleNewcastle |
| 04 Sep 99 | r00        | Aston VillaAston Villa | 9 - 0 | Glossop North End AFCGlossop North |
| 09 Sep 99 | r00        | Aston VillaAston Villa | 0 - 2 | West BromWest Brom |
| 09 Sep 99 | r00        | BurnleyBurnley | 2 - 2 | StokeStoke |
| 09 Sep 99 | r00        | LiverpoolLiverpool | 0 - 2 | SunderlandSunderland |
| 09 Sep 99 | r00        | Manchester CityManchester Ci | 4 - 0 | DerbyDerby |
| 09 Sep 99 | r00        | NewcastleNewcastle | 2 - 0 | EvertonEverton |
| 09 Sep 99 | r00        | Notts CountyNotts County | 2 - 2 | BuryBury |
| 09 Sep 99 | r00        | PrestonPreston | 1 - 0 | Glossop North End AFCGlossop North |
| 09 Sep 99 | r00        | Sheffield UnitedSheffield Uni | 3 - 0 | BlackburnBlackburn |
| 09 Sep 99 | r00        | WolvesWolves | 2 - 2 | Nottingham F.Nottingham F. |
| 16 Sep 99 | r00        | BlackburnBlackburn | 2 - 3 | NewcastleNewcastle |
| 16 Sep 99 | r00        | BuryBury | 1 - 4 | Manchester CityManchester Ci |
| 16 Sep 99 | r00        | DerbyDerby | 0 - 1 | Sheffield UnitedSheffield Uni |
| 16 Sep 99 | r00        | EvertonEverton | 1 - 2 | Aston VillaAston Villa |
| 16 Sep 99 | r00        | Glossop North End AFCGlossop North | 3 - 0 | Nottingham F.Nottingham F. |
| 16 Sep 99 | r00        | Notts CountyNotts County | 0 - 0 | WolvesWolves |
| 16 Sep 99 | r00        | StokeStoke | 3 - 1 | PrestonPreston |
| 16 Sep 99 | r00        | SunderlandSunderland | 2 - 1 | BurnleyBurnley |
| 16 Sep 99 | r00        | West BromWest Brom | 2 - 0 | LiverpoolLiverpool |
| 18 Sep 99 | r00        | StokeStoke | 1 - 3 | WolvesWolves |
| 23 Sep 99 | r00        | Aston VillaAston Villa | 3 - 1 | BlackburnBlackburn |
| 23 Sep 99 | r00        | BurnleyBurnley | 2 - 0 | West BromWest Brom |
| 23 Sep 99 | r00        | LiverpoolLiverpool | 1 - 2 | EvertonEverton |
| 23 Sep 99 | r00        | Manchester CityManchester Ci | 5 - 1 | Notts CountyNotts County |
| 23 Sep 99 | r00        | NewcastleNewcastle | 2 - 0 | DerbyDerby |
| 23 Sep 99 | r00        | Nottingham F.Nottingham F. | 1 - 0 | StokeStoke |
| 23 Sep 99 | r00        | PrestonPreston | 0 - 1 | SunderlandSunderland |
| 23 Sep 99 | r00        | Sheffield UnitedSheffield Uni | 4 - 0 | BuryBury |
| 23 Sep 99 | r00        | WolvesWolves | 4 - 0 | Glossop North End AFCGlossop North |
| 30 Sep 99 | r00        | BlackburnBlackburn | 2 - 0 | LiverpoolLiverpool |
| 30 Sep 99 | r00        | BuryBury | 2 - 1 | NewcastleNewcastle |
| 30 Sep 99 | r00        | DerbyDerby | 2 - 0 | Aston VillaAston Villa |
| 30 Sep 99 | r00        | EvertonEverton | 2 - 0 | BurnleyBurnley |
| 30 Sep 99 | r00        | Manchester CityManchester Ci | 1 - 1 | WolvesWolves |
| 30 Sep 99 | r00        | Notts CountyNotts County | 1 - 2 | Sheffield UnitedSheffield Uni |
| 30 Sep 99 | r00        | StokeStoke | 1 - 0 | Glossop North End AFCGlossop North |
| 30 Sep 99 | r00        | SunderlandSunderland | 1 - 0 | Nottingham F.Nottingham F. |
| 30 Sep 99 | r00        | West BromWest Brom | 1 - 0 | PrestonPreston |
| 02 Oct 99 | r00        | Sheffield UnitedSheffield Uni | 2 - 2 | SunderlandSunderland |
| 05 Oct 99 | r00        | Notts CountyNotts County | 2 - 1 | LiverpoolLiverpool |
| 07 Oct 99 | r00        | Aston VillaAston Villa | 2 - 1 | BuryBury |
| 07 Oct 99 | r00        | BurnleyBurnley | 1 - 0 | BlackburnBlackburn |
| 07 Oct 99 | r00        | Glossop North End AFCGlossop North | 0 - 2 | SunderlandSunderland |
| 07 Oct 99 | r00        | LiverpoolLiverpool | 0 - 2 | DerbyDerby |
| 07 Oct 99 | r00        | NewcastleNewcastle | 6 - 0 | Notts CountyNotts County |
| 07 Oct 99 | r00        | Nottingham F.Nottingham F. | 6 - 1 | West BromWest Brom |
| 07 Oct 99 | r00        | PrestonPreston | 1 - 1 | EvertonEverton |
| 07 Oct 99 | r00        | Sheffield UnitedSheffield Uni | 3 - 0 | Manchester CityManchester Ci |
| 07 Oct 99 | r00        | WolvesWolves | 0 - 2 | StokeStoke |
| 14 Oct 99 | r00        | BlackburnBlackburn | 3 - 0 | PrestonPreston |
| 14 Oct 99 | r00        | BuryBury | 2 - 1 | LiverpoolLiverpool |
| 14 Oct 99 | r00        | DerbyDerby | 4 - 1 | BurnleyBurnley |
| 14 Oct 99 | r00        | EvertonEverton | 2 - 1 | Nottingham F.Nottingham F. |
| 14 Oct 99 | r00        | Manchester CityManchester Ci | 1 - 0 | NewcastleNewcastle |
| 14 Oct 99 | r00        | Notts CountyNotts County | 1 - 4 | Aston VillaAston Villa |
| 14 Oct 99 | r00        | Sheffield UnitedSheffield Uni | 5 - 2 | WolvesWolves |
| 14 Oct 99 | r00        | SunderlandSunderland | 3 - 0 | StokeStoke |
| 14 Oct 99 | r00        | West BromWest Brom | 3 - 3 | Glossop North End AFCGlossop North |
| 21 Oct 99 | r00        | Aston VillaAston Villa | 2 - 1 | Manchester CityManchester Ci |
| 21 Oct 99 | r00        | BurnleyBurnley | 1 - 0 | BuryBury |
| 21 Oct 99 | r00        | Glossop North End AFCGlossop North | 1 - 1 | EvertonEverton |
| 21 Oct 99 | r00        | LiverpoolLiverpool | 3 - 1 | Notts CountyNotts County |
| 21 Oct 99 | r00        | NewcastleNewcastle | 0 - 0 | Sheffield UnitedSheffield Uni |
| 21 Oct 99 | r00        | Nottingham F.Nottingham F. | 3 - 2 | BlackburnBlackburn |
| 21 Oct 99 | r00        | PrestonPreston | 0 - 0 | DerbyDerby |
| 21 Oct 99 | r00        | StokeStoke | 1 - 0 | West BromWest Brom |
| 28 Oct 99 | r00        | BuryBury | 2 - 0 | PrestonPreston |
| 28 Oct 99 | r00        | DerbyDerby | 2 - 2 | Nottingham F.Nottingham F. |
| 28 Oct 99 | r00        | Manchester CityManchester Ci | 0 - 1 | LiverpoolLiverpool |
| 28 Oct 99 | r00        | NewcastleNewcastle | 0 - 1 | WolvesWolves |
| 28 Oct 99 | r00        | Notts CountyNotts County | 6 - 1 | BurnleyBurnley |
| 28 Oct 99 | r00        | Sheffield UnitedSheffield Uni | 2 - 1 | Aston VillaAston Villa |
| 28 Oct 99 | r00        | StokeStoke | 1 - 1 | EvertonEverton |
| 28 Oct 99 | r00        | West BromWest Brom | 1 - 0 | SunderlandSunderland |
| 04 Nov 99 | r00        | Aston VillaAston Villa | 2 - 1 | NewcastleNewcastle |
| 04 Nov 99 | r00        | BurnleyBurnley | 2 - 0 | Manchester CityManchester Ci |
| 04 Nov 99 | r00        | LiverpoolLiverpool | 2 - 2 | Sheffield UnitedSheffield Uni |
| 04 Nov 99 | r00        | Nottingham F.Nottingham F. | 2 - 2 | BuryBury |
| 04 Nov 99 | r00        | PrestonPreston | 4 - 3 | Notts CountyNotts County |
| 04 Nov 99 | r00        | StokeStoke | 2 - 0 | BlackburnBlackburn |
| 04 Nov 99 | r00        | SunderlandSunderland | 1 - 0 | EvertonEverton |
| 04 Nov 99 | r00        | WolvesWolves | 2 - 0 | West BromWest Brom |
| 06 Nov 99 | r00        | West BromWest Brom | 1 - 2 | Sheffield UnitedSheffield Uni |
| 11 Nov 99 | r00        | Aston VillaAston Villa | 0 - 0 | WolvesWolves |
| 11 Nov 99 | r00        | BlackburnBlackburn | 1 - 2 | SunderlandSunderland |
| 11 Nov 99 | r00        | BuryBury | 2 - 1 | Glossop North End AFCGlossop North |
| 11 Nov 99 | r00        | DerbyDerby | 2 - 0 | StokeStoke |
| 11 Nov 99 | r00        | EvertonEverton | 1 - 3 | West BromWest Brom |
| 11 Nov 99 | r00        | Manchester CityManchester Ci | 3 - 1 | PrestonPreston |
| 11 Nov 99 | r00        | NewcastleNewcastle | 1 - 1 | LiverpoolLiverpool |
| 11 Nov 99 | r00        | Notts CountyNotts County | 1 - 2 | Nottingham F.Nottingham F. |