| League Two | 20.10.18 | Macclesfield Town | - | Carlisle United | 2:1 | ||||
| League Two | 29.12.18 | Carlisle United | - | Macclesfield Town | 2:1 | ||||
| League Two | 06.04.19 | Macclesfield Town | - | Morecambe FC | 1:1 | ||||
| EFL Trophy | 24.09.19 | Macclesfield Town | - | Port Vale FC | 2:3 |  |
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| League Two | 12.10.19 | Macclesfield Town | - | Port Vale FC | 2:1 | |
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| League Two | 01.01.20 | Port Vale FC | - | Macclesfield Town | 2:2 |
Engeland