1. Round | 07/08/1999 | Ipswich Town | - | Nottingham Forest | 3:1 | ||||
2. Round | 14/08/1999 | Nottingham Forest | - | Grimsby Town | 2:1 | ||||
3. Round | 20/08/1999 | West Bromwich Albion | - | Nottingham Forest | 1:1 | ||||
5. Round | 30/08/1999 | Manchester City | - | Nottingham Forest | 1:0 | ||||
9. Round | 25/09/1999 | Bolton Wanderers | - | Nottingham Forest | 3:2 | ||||
10. Round | 01/10/1999 | Nottingham Forest | - | Barnsley FC | 3:0 | ||||
12. Round | 16/10/1999 | Sheffield United | - | Nottingham Forest | 2:1 | ||||
13. Round | 19/10/1999 | Port Vale FC | - | Nottingham Forest | 0:2 | ||||
19. Round | 20/11/1999 | Tranmere Rovers | - | Nottingham Forest | 3:0 | ||||
20. Round | 24/11/1999 | Nottingham Forest | - | Portsmouth FC | 2:0 |