| 2009-04-13 | MacclesfieldvMorecambeLeague Two · England | 0–1 | League Two · England |
| 2009-04-11 | ChestervMacclesfieldLeague Two · England | 0–2 | League Two · England |
| 2009-04-04 | MacclesfieldvChesterfieldLeague Two · England | 1–1 | League Two · England |
| 2009-03-31 | LincolnvMacclesfieldLeague Two · England | 1–0 | League Two · England |
| 2009-03-28 | Dag and RedvMacclesfieldLeague Two · England | 2–1 | League Two · England |
| 2009-03-21 | LutonvMacclesfieldLeague Two · England | 1–0 | League Two · England |
| 2009-03-14 | MacclesfieldvBournemouthLeague Two · England | 0–2 | League Two · England |
| 2009-03-10 | MacclesfieldvAccringtonLeague Two · England | 0–2 | League Two · England |
| 2009-03-07 | DarlingtonvMacclesfieldLeague Two · England | 1–2 | League Two · England |
| 2009-03-03 | BradfordvMacclesfieldLeague Two · England | 1–0 | League Two · England |
| 2009-02-28 | MacclesfieldvShrewsburyLeague Two · England | 3–0 | League Two · England |
| 2009-02-25 | MacclesfieldvPort ValeLeague Two · England | 0–2 | League Two · England |
| 2009-02-21 | GillinghamvMacclesfieldLeague Two · England | 3–1 | League Two · England |
| 2009-02-17 | MacclesfieldvNotts CountyLeague Two · England | 1–1 | League Two · England |
| 2009-02-14 | MacclesfieldvRochdaleLeague Two · England | 0–1 | League Two · England |
| 2009-02-10 | ExetervMacclesfieldLeague Two · England | 4–0 | League Two · England |
| 2009-01-31 | RotherhamvMacclesfieldLeague Two · England | 2–0 | League Two · England |
| 2009-01-27 | MacclesfieldvWycombeLeague Two · England | 0–0 | League Two · England |
| 2009-01-24 | MacclesfieldvBrentfordLeague Two · England | 2–0 | League Two · England |
| 2009-01-17 | AldershotvMacclesfieldLeague Two · England | 1–1 | League Two · England |
| 2008-12-28 | MacclesfieldvChesterLeague Two · England | 3–1 | League Two · England |
| 2008-12-26 | MorecambevMacclesfieldLeague Two · England | 4–1 | League Two · England |
| 2008-12-20 | MacclesfieldvDag and RedLeague Two · England | 0–4 | League Two · England |
| 2008-12-12 | ChesterfieldvMacclesfieldLeague Two · England | 2–4 | League Two · England |
| 2008-12-06 | MacclesfieldvBuryLeague Two · England | 1–1 | League Two · England |
| 2008-12-02 | WycombevMacclesfieldLeague Two · England | 4–0 | League Two · England |
| 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 |