Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 05.09.2000 |  | 1. Round 2nd leg | Macclesfield FC - Bolton | MAC - BOL | 3:1 | 2.235 |
| 26.09.2000 | | 2. Round 2nd leg | Macclesfield FC - Middlesbrough | MAC - MID | 1:3 | 3.153 |
| 18.11.2000 |  | 1. Round | Macclesfield FC - Oxford United | MAC - OXF | 0:1 | 2.141 |