Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 11.08.1998 |  | 1. Round First leg | Macclesfield FC - Stoke City | MAC - STK | 3:1 | 2.963 |
| 15.09.1998 | | 2. Round First leg | Macclesfield FC - Birmingham | MAC - BIR | 0:3 | 2.275 |
Moss Rose
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 11.08.1998 | | 1. Round First leg | Macclesfield FC - Stoke City | MAC - STK | 3:1 | 2.963 |
| 15.09.1998 | | 2. Round First leg | Macclesfield FC - Birmingham | MAC - BIR | 0:3 | 2.275 |