| 1. Round | 12/08/2000 | Grimsby Town | - | Preston North End | 1:2 | ||||
| 3. Round | 26/08/2000 | Grimsby Town | - | Sheffield Wednesday | 0:1 | ||||
| 4. Round | 29/08/2000 | Crewe Alexandra | - | Grimsby Town | 2:0 | ||||
| 6. Round | 09/09/2000 | Grimsby Town | - | Gillingham FC | 1:0 | ||||
| 7. Round | 12/09/2000 | Grimsby Town | - | Bolton Wanderers | 0:1 |
England