2. Round | 10/08/2019 | Macclesfield Town | - | Leyton Orient | 3:0 | ||||
3. Round | 17/08/2019 | Northampton Town | - | Macclesfield Town | 1:2 | ||||
4. Round | 20/08/2019 | Macclesfield Town | - | Morecambe FC | 0:1 | ||||
7. Round | 07/09/2019 | Macclesfield Town | - | Crawley Town | 1:1 | ||||
8. Round | 14/09/2019 | Swindon Town | - | Macclesfield Town | 3:0 | ||||
9. Round | 17/09/2019 | Macclesfield Town | - | Newport County | 1:1 | ||||
10. Round | 21/09/2019 | Grimsby Town | - | Macclesfield Town | 1:0 | ||||
11. Round | 28/09/2019 | Macclesfield Town | - | Colchester United | 1:1 | ||||
12. Round | 05/10/2019 | Cambridge United | - | Macclesfield Town | 2:2 | ||||
15. Round | 22/10/2019 | Cheltenham Town | - | Macclesfield Town | 3:0 | ||||
17. Round | 02/11/2019 | Carlisle United | - | Macclesfield Town | 2:1 |