| 2008-12-28 | DarlingtonvChesterfieldLeague Two · England | 0–0 | League Two · England |
| 2008-12-26 | BuryvDarlingtonLeague Two · England | 2–2 | League Two · England |
| 2008-12-20 | DarlingtonvBarnetLeague Two · England | 2–2 | League Two · England |
| 2008-12-13 | MorecambevDarlingtonLeague Two · England | 1–0 | League Two · England |
| 2008-11-25 | DarlingtonvChesterLeague Two · England | 1–2 | League Two · England |
| 2008-11-22 | BrentfordvDarlingtonLeague Two · England | 1–1 | League Two · England |
| 2008-11-15 | DarlingtonvLincolnLeague Two · England | 2–0 | League Two · England |
| 2008-11-01 | GrimsbyvDarlingtonLeague Two · England | 1–2 | League Two · England |
| 2008-10-28 | RotherhamvDarlingtonLeague Two · England | 0–1 | League Two · England |
| 2008-10-25 | DarlingtonvDag and RedLeague Two · England | 3–0 | League Two · England |
| 2008-10-20 | DarlingtonvBradfordLeague Two · England | 2–1 | League Two · England |
| 2008-10-18 | WycombevDarlingtonLeague Two · England | 1–1 | League Two · England |
| 2008-10-11 | LutonvDarlingtonLeague Two · England | 1–2 | League Two · England |
| 2008-10-04 | DarlingtonvShrewsburyLeague Two · England | 1–1 | League Two · England |
| 2008-09-27 | BournemouthvDarlingtonLeague Two · England | 3–1 | League Two · England |
| 2008-09-20 | DarlingtonvAccringtonLeague Two · England | 3–0 | League Two · England |
| 2008-09-13 | DarlingtonvPort ValeLeague Two · England | 2–1 | League Two · England |
| 2008-09-06 | AldershotvDarlingtonLeague Two · England | 2–1 | League Two · England |
| 2008-08-30 | MacclesfieldvDarlingtonLeague Two · England | 0–6 | League Two · England |
| 2008-08-23 | DarlingtonvGillinghamLeague Two · England | 1–2 | League Two · England |
| 2008-08-16 | Notts CountyvDarlingtonLeague Two · England | 0–0 | League Two · England |
| 2008-08-09 | DarlingtonvExeterLeague Two · England | 1–1 | League Two · England |
| 2008-05-03 | PeterborovDarlingtonLeague Two · England | 0–2 | League Two · England |
| 2008-04-26 | DarlingtonvDag and RedLeague Two · England | 2–3 | League Two · England |
| 2008-04-19 | ChesterfieldvDarlingtonLeague Two · England | 1–1 | League Two · England |
| 2008-04-12 | DarlingtonvHerefordLeague Two · England | 0–1 | League Two · England |
| 2008-04-05 | StockportvDarlingtonLeague Two · England | 1–0 | League Two · England |
| 2008-04-01 | BarnetvDarlingtonLeague Two · England | 0–0 | League Two · England |
| 2008-03-29 | DarlingtonvBradfordLeague Two · England | 1–3 | League Two · England |
| 2008-03-24 | DarlingtonvMorecambeLeague Two · England | 2–2 | League Two · England |
| 2008-03-22 | ChestervDarlingtonLeague Two · England | 2–1 | League Two · England |
| 2008-03-15 | DarlingtonvGrimsbyLeague Two · England | 3–2 | League Two · England |
| 2008-03-11 | ShrewsburyvDarlingtonLeague Two · England | 0–0 | League Two · England |
| 2008-03-08 | WycombevDarlingtonLeague Two · England | 2–0 | League Two · England |
| 2008-03-04 | DarlingtonvChesterLeague Two · England | 1–0 | League Two · England |
| 2008-03-01 | DarlingtonvBrentfordLeague Two · England | 3–1 | League Two · England |
| 2008-02-23 | BuryvDarlingtonLeague Two · England | 1–2 | League Two · England |
| 2008-02-16 | DarlingtonvMansfieldLeague Two · England | 1–2 | League Two · England |
| 2008-02-12 | Notts CountyvDarlingtonLeague Two · England | 0–1 | League Two · England |
| 2008-02-09 | DarlingtonvBarnetLeague Two · England | 1–0 | League Two · England |
| 2008-02-02 | WrexhamvDarlingtonLeague Two · England | 2–0 | League Two · England |
| 2008-01-29 | DarlingtonvAccringtonLeague Two · England | 1–0 | League Two · England |
| 2008-01-26 | DarlingtonvMacclesfieldLeague Two · England | 2–2 | League Two · England |
| 2008-01-19 | MansfieldvDarlingtonLeague Two · England | 0–1 | League Two · England |
| 2008-01-15 | MorecambevDarlingtonLeague Two · England | 0–3 | League Two · England |
| 2008-01-12 | DarlingtonvBuryLeague Two · England | 3–0 | League Two · England |
| 2008-01-01 | RochdalevDarlingtonLeague Two · England | 3–1 | League Two · England |