1. Round | 04/08/2018 | Swindon Town | - | Macclesfield Town | 3:2 | ||||
2. Round | 11/08/2018 | Macclesfield Town | - | Grimsby Town | 0:2 | ||||
3. Round | 18/08/2018 | Oldham Athletic | - | Macclesfield Town | 3:1 | ||||
4. Round | 21/08/2018 | Macclesfield Town | - | Cheltenham Town | 1:1 | ||||
5. Round | 25/08/2018 | Macclesfield Town | - | Mansfield Town | 1:1 | ||||
6. Round | 01/09/2018 | Crewe Alexandra | - | Macclesfield Town | 3:0 | ||||
7. Round | 08/09/2018 | Stevenage FC | - | Macclesfield Town | 1:0 | ||||
8. Round | 15/09/2018 | Macclesfield Town | - | Lincoln City | 1:2 | ||||
9. Round | 22/09/2018 | Morecambe FC | - | Macclesfield Town | 2:1 | ||||
11. Round | 02/10/2018 | Newport County | - | Macclesfield Town | 3:3 | ||||
12. Round | 06/10/2018 | Macclesfield Town | - | Notts County | 0:1 | ||||
13. Round | 12/10/2018 | Tranmere Rovers | - | Macclesfield Town | 1:0 | ||||
14. Round | 20/10/2018 | Macclesfield Town | - | Carlisle United | 2:1 | ||||
15. Round | 23/10/2018 | Macclesfield Town | - | Northampton Town | 0:5 | ||||
26. Round | 01/01/2019 | Macclesfield Town | - | Tranmere Rovers | 1:1 |