| 1er tour | 12.08.1998 | Grimsby Town | - | Preston North End | 0:0 | ||||
| 1er tour | 18.08.1998 | Preston North End | - | Grimsby Town | 6:7 tab | ||||
| 2e tour | 15.09.1998 | Sheffield United | - | Grimsby Town | 2:1 |  |
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| 2e tour | 22.09.1998 | Grimsby Town | - | Sheffield United | 2:0 ap | ||||
| 3e tour | 27.10.1998 | Sunderland AFC | - | Grimsby Town | 2:1 ap |
Angleterre