Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 10.08.1999 |  | 1. Round First leg | Macclesfield FC - Stoke City | MAC - STK | 1:1 | 2.551 |
Moss Rose
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 10.08.1999 | | 1. Round First leg | Macclesfield FC - Stoke City | MAC - STK | 1:1 | 2.551 |