| 2008-11-25 | GillinghamvRochdaleLeague Two · England | 1–1 | League Two · England |
| 2008-11-22 | BuryvGillinghamLeague Two · England | 4–0 | League Two · England |
| 2008-11-15 | GillinghamvRotherhamLeague Two · England | 4–0 | League Two · England |
| 2008-11-01 | MacclesfieldvGillinghamLeague Two · England | 0–1 | League Two · England |
| 2008-10-28 | LincolnvGillinghamLeague Two · England | 2–0 | League Two · England |
| 2008-10-25 | GillinghamvChesterLeague Two · England | 2–0 | League Two · England |
| 2008-10-21 | GillinghamvNotts CountyLeague Two · England | 2–2 | League Two · England |
| 2008-10-18 | BradfordvGillinghamLeague Two · England | 2–2 | League Two · England |
| 2008-10-11 | GillinghamvMorecambeLeague Two · England | 5–0 | League Two · England |
| 2008-10-04 | ExetervGillinghamLeague Two · England | 3–0 | League Two · England |
| 2008-09-27 | GillinghamvPort ValeLeague Two · England | 1–0 | League Two · England |
| 2008-09-20 | AldershotvGillinghamLeague Two · England | 2–1 | League Two · England |
| 2008-09-13 | ShrewsburyvGillinghamLeague Two · England | 7–0 | League Two · England |
| 2008-09-06 | GillinghamvGrimsbyLeague Two · England | 3–0 | League Two · England |
| 2008-08-30 | GillinghamvAccringtonLeague Two · England | 1–0 | League Two · England |
| 2008-08-23 | DarlingtonvGillinghamLeague Two · England | 1–2 | League Two · England |
| 2008-08-16 | GillinghamvLutonLeague Two · England | 0–1 | League Two · England |
| 2008-08-09 | BournemouthvGillinghamLeague Two · England | 1–1 | League Two · England |
| 1996-05-04 | GillinghamvScarboroughLeague Two · England | 1–0 | League Two · England |
| 1996-04-27 | FulhamvGillinghamLeague Two · England | 0–0 | League Two · England |
| 1996-04-20 | NorthamptonvGillinghamLeague Two · England | 1–1 | League Two · England |
| 1996-04-16 | ColchestervGillinghamLeague Two · England | 1–1 | League Two · England |
| 1996-04-13 | GillinghamvExeterLeague Two · England | 1–0 | League Two · England |
| 1996-04-08 | DoncastervGillinghamLeague Two · England | 0–1 | League Two · England |
| 1996-04-06 | GillinghamvHartlepoolLeague Two · England | 2–0 | League Two · England |
| 1996-04-02 | GillinghamvDarlingtonLeague Two · England | 0–0 | League Two · England |
| 1996-03-30 | RochdalevGillinghamLeague Two · England | 2–0 | League Two · England |
| 1996-03-23 | GillinghamvLeyton OrientLeague Two · England | 1–1 | League Two · England |
| 1996-03-16 | MansfieldvGillinghamLeague Two · England | 0–1 | League Two · England |
| 1996-03-12 | TorquayvGillinghamLeague Two · England | 0–0 | League Two · England |
| 1996-03-09 | GillinghamvPrestonLeague Two · England | 1–1 | League Two · England |
| 1996-03-02 | PlymouthvGillinghamLeague Two · England | 1–0 | League Two · England |
| 1996-02-27 | GillinghamvScunthorpeLeague Two · England | 0–0 | League Two · England |
| 1996-02-24 | CardiffvGillinghamLeague Two · England | 2–0 | League Two · England |
| 1996-02-17 | GillinghamvHerefordLeague Two · England | 1–1 | League Two · England |
| 1996-02-13 | GillinghamvBarnetLeague Two · England | 1–0 | League Two · England |
| 1996-02-10 | GillinghamvTorquayLeague Two · England | 2–0 | League Two · England |
| 1996-02-03 | CambridgevGillinghamLeague Two · England | 0–0 | League Two · England |
| 1996-01-30 | GillinghamvMansfieldLeague Two · England | 2–0 | League Two · England |
| 1996-01-20 | WiganvGillinghamLeague Two · England | 2–1 | League Two · England |
| 1996-01-13 | GillinghamvLincolnLeague Two · England | 2–0 | League Two · England |
| 1996-01-09 | GillinghamvChesterLeague Two · England | 3–1 | League Two · England |
| 1996-01-01 | Leyton OrientvGillinghamLeague Two · England | 0–1 | League Two · England |
| 1995-12-26 | GillinghamvPlymouthLeague Two · England | 1–0 | League Two · England |
| 1995-12-23 | PrestonvGillinghamLeague Two · England | 0–0 | League Two · England |
| 1995-12-16 | BuryvGillinghamLeague Two · England | 1–0 | League Two · England |
| 1995-11-25 | GillinghamvFulhamLeague Two · England | 1–0 | League Two · England |
| 1995-11-18 | ScarboroughvGillinghamLeague Two · England | 0–2 | League Two · England |
| 1995-11-04 | GillinghamvNorthamptonLeague Two · England | 0–0 | League Two · England |
| 1995-10-31 | ExetervGillinghamLeague Two · England | 0–0 | League Two · England |