| 2008-11-25 | MacclesfieldvGrimsbyLeague Two · England | 1–0 | League Two · England |
| 2008-11-22 | BarnetvMacclesfieldLeague Two · England | 1–3 | League Two · England |
| 2008-11-15 | RochdalevMacclesfieldLeague Two · England | 1–1 | League Two · England |
| 2008-11-01 | MacclesfieldvGillinghamLeague Two · England | 0–1 | League Two · England |
| 2008-10-25 | MacclesfieldvRotherhamLeague Two · England | 1–2 | League Two · England |
| 2008-10-21 | MacclesfieldvLincolnLeague Two · England | 1–2 | League Two · England |
| 2008-10-18 | Notts CountyvMacclesfieldLeague Two · England | 1–1 | League Two · England |
| 2008-10-11 | MacclesfieldvAldershotLeague Two · England | 4–2 | League Two · England |
| 2008-10-04 | BrentfordvMacclesfieldLeague Two · England | 1–0 | League Two · England |
| 2008-09-27 | MacclesfieldvExeterLeague Two · England | 1–4 | League Two · England |
| 2008-09-20 | Port ValevMacclesfieldLeague Two · England | 1–4 | League Two · England |
| 2008-09-13 | BournemouthvMacclesfieldLeague Two · England | 0–1 | League Two · England |
| 2008-09-06 | MacclesfieldvLutonLeague Two · England | 2–1 | League Two · England |
| 2008-08-30 | MacclesfieldvDarlingtonLeague Two · England | 0–6 | League Two · England |
| 2008-08-23 | AccringtonvMacclesfieldLeague Two · England | 2–0 | League Two · England |
| 2008-08-16 | MacclesfieldvBradfordLeague Two · England | 0–2 | League Two · England |
| 2008-08-09 | ShrewsburyvMacclesfieldLeague Two · England | 4–0 | League Two · England |
| 2008-05-03 | ChestervMacclesfieldLeague Two · England | 0–0 | League Two · England |
| 2008-04-26 | MacclesfieldvChesterfieldLeague Two · England | 1–0 | League Two · England |
| 2008-04-19 | BuryvMacclesfieldLeague Two · England | 1–0 | League Two · England |
| 2008-04-12 | MacclesfieldvMansfieldLeague Two · England | 0–0 | League Two · England |
| 2008-04-05 | WrexhamvMacclesfieldLeague Two · England | 1–1 | League Two · England |
| 2008-03-29 | MacclesfieldvAccringtonLeague Two · England | 2–1 | League Two · England |
| 2008-03-24 | MacclesfieldvBarnetLeague Two · England | 3–0 | League Two · England |
| 2008-03-21 | StockportvMacclesfieldLeague Two · England | 2–0 | League Two · England |
| 2008-03-15 | MacclesfieldvShrewsburyLeague Two · England | 2–1 | League Two · England |
| 2008-03-11 | Dag and RedvMacclesfieldLeague Two · England | 0–1 | League Two · England |
| 2008-03-08 | BrentfordvMacclesfieldLeague Two · England | 1–0 | League Two · England |
| 2008-03-01 | MacclesfieldvNotts CountyLeague Two · England | 1–1 | League Two · England |
| 2008-02-23 | MacclesfieldvPeterboroLeague Two · England | 0–3 | League Two · England |
| 2008-02-16 | LincolnvMacclesfieldLeague Two · England | 3–1 | League Two · England |
| 2008-02-12 | MacclesfieldvGrimsbyLeague Two · England | 1–2 | League Two · England |
| 2008-02-09 | MorecambevMacclesfieldLeague Two · England | 0–1 | League Two · England |
| 2008-02-05 | MacclesfieldvLincolnLeague Two · England | 1–2 | League Two · England |
| 2008-02-02 | MacclesfieldvBradfordLeague Two · England | 0–1 | League Two · England |
| 2008-01-29 | Milton Keynes DonsvMacclesfieldLeague Two · England | 1–1 | League Two · England |
| 2008-01-26 | DarlingtonvMacclesfieldLeague Two · England | 2–2 | League Two · England |
| 2008-01-12 | PeterborovMacclesfieldLeague Two · England | 0–1 | League Two · England |
| 2008-01-05 | MacclesfieldvMorecambeLeague Two · England | 1–2 | League Two · England |
| 2008-01-01 | RotherhamvMacclesfieldLeague Two · England | 3–0 | League Two · England |
| 2007-12-29 | MacclesfieldvRochdaleLeague Two · England | 2–2 | League Two · England |
| 2007-12-26 | MacclesfieldvHerefordLeague Two · England | 0–1 | League Two · England |
| 2007-12-22 | WycombevMacclesfieldLeague Two · England | 2–1 | League Two · England |
| 2007-12-15 | MacclesfieldvStockportLeague Two · England | 0–2 | League Two · England |
| 2007-12-08 | BarnetvMacclesfieldLeague Two · England | 2–2 | League Two · England |
| 2007-12-01 | ShrewsburyvMacclesfieldLeague Two · England | 2–0 | League Two · England |
| 2007-11-24 | MacclesfieldvDag and RedLeague Two · England | 1–1 | League Two · England |
| 2007-11-17 | Notts CountyvMacclesfieldLeague Two · England | 0–1 | League Two · England |
| 2007-11-06 | MacclesfieldvBrentfordLeague Two · England | 1–0 | League Two · England |
| 2007-11-03 | MansfieldvMacclesfieldLeague Two · England | 5–0 | League Two · England |