| 2018-12-29 | CarlislevMacclesfieldLeague Two · England | 2–1 | League Two · England |
| 2018-12-26 | Notts CountyvMacclesfieldLeague Two · England | 1–2 | League Two · England |
| 2018-12-22 | MacclesfieldvPort ValeLeague Two · England | 0–0 | League Two · England |
| 2018-12-15 | MacclesfieldvCrawley TownLeague Two · England | 2–0 | League Two · England |
| 2018-12-08 | ColchestervMacclesfieldLeague Two · England | 1–0 | League Two · England |
| 2018-11-27 | ExetervMacclesfieldLeague Two · England | 0–1 | League Two · England |
| 2018-11-24 | MacclesfieldvYeovilLeague Two · England | 1–0 | League Two · England |
| 2018-11-17 | Milton Keynes DonsvMacclesfieldLeague Two · England | 2–0 | League Two · England |
| 2018-11-03 | MacclesfieldvBuryLeague Two · England | 1–4 | League Two · England |
| 2018-10-27 | CambridgevMacclesfieldLeague Two · England | 1–0 | League Two · England |
| 2018-10-23 | MacclesfieldvNorthamptonLeague Two · England | 0–5 | League Two · England |
| 2018-10-20 | MacclesfieldvCarlisleLeague Two · England | 2–1 | League Two · England |
| 2018-10-12 | TranmerevMacclesfieldLeague Two · England | 1–0 | League Two · England |
| 2018-10-06 | MacclesfieldvNotts CountyLeague Two · England | 0–1 | League Two · England |
| 2018-10-02 | Newport CountyvMacclesfieldLeague Two · England | 3–3 | League Two · England |
| 2018-09-29 | MacclesfieldvForest GreenLeague Two · England | 1–1 | League Two · England |
| 2018-09-22 | MorecambevMacclesfieldLeague Two · England | 2–1 | League Two · England |
| 2018-09-15 | MacclesfieldvLincolnLeague Two · England | 1–2 | League Two · England |
| 2018-09-08 | StevenagevMacclesfieldLeague Two · England | 1–0 | League Two · England |
| 2018-09-01 | CrewevMacclesfieldLeague Two · England | 3–0 | League Two · England |
| 2018-08-25 | MacclesfieldvMansfieldLeague Two · England | 1–1 | League Two · England |
| 2018-08-21 | MacclesfieldvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2018-08-18 | OldhamvMacclesfieldLeague Two · England | 3–1 | League Two · England |
| 2018-08-11 | MacclesfieldvGrimsbyLeague Two · England | 0–2 | League Two · England |
| 2018-08-04 | SwindonvMacclesfieldLeague Two · England | 3–2 | League Two · England |