| 1er tour | 22.08.2000 | Bolton Wanderers | - | Macclesfield Town | 1:0 | ||||
| 1er tour | 05.09.2000 | Macclesfield Town | - | Bolton Wanderers | 3:1 |  |
|||
| 2e tour | 19.09.2000 | Middlesbrough FC | - | Macclesfield Town | 2:1 | |
|||
| 2e tour | 26.09.2000 | Macclesfield Town | - | Middlesbrough FC | 1:3 |  |
Angleterre