| 1996-12-28 | BurnleyvGillinghamLeague One · England | 5–1 | League One · England |
| 1996-12-26 | GillinghamvLutonLeague One · England | 1–2 | League One · England |
| 1996-12-21 | WatfordvGillinghamLeague One · England | 0–0 | League One · England |
| 1996-12-14 | GillinghamvBuryLeague One · England | 2–2 | League One · England |
| 1996-12-03 | GillinghamvCreweLeague One · England | 2–1 | League One · England |
| 1996-11-30 | PrestonvGillinghamLeague One · England | 1–0 | League One · England |
| 1996-11-23 | GillinghamvYorkLeague One · England | 0–1 | League One · England |
| 1996-11-19 | PeterborovGillinghamLeague One · England | 0–1 | League One · England |
| 1996-11-09 | GillinghamvWrexhamLeague One · England | 1–2 | League One · England |
| 1996-11-02 | Bristol RvsvGillinghamLeague One · England | 0–0 | League One · England |
| 1996-10-29 | PlymouthvGillinghamLeague One · England | 2–0 | League One · England |
| 1996-10-26 | GillinghamvPrestonLeague One · England | 1–1 | League One · England |
| 1996-10-19 | GillinghamvMillwallLeague One · England | 2–3 | League One · England |
| 1996-10-15 | ShrewsburyvGillinghamLeague One · England | 1–2 | League One · England |
| 1996-10-12 | BlackpoolvGillinghamLeague One · England | 2–0 | League One · England |
| 1996-10-05 | GillinghamvBournemouthLeague One · England | 1–1 | League One · England |
| 1996-10-01 | GillinghamvNotts CountyLeague One · England | 1–0 | League One · England |
| 1996-09-28 | StockportvGillinghamLeague One · England | 2–1 | League One · England |
| 1996-09-21 | GillinghamvRotherhamLeague One · England | 3–1 | League One · England |
| 1996-09-14 | WalsallvGillinghamLeague One · England | 1–0 | League One · England |
| 1996-09-10 | LutonvGillinghamLeague One · England | 2–1 | League One · England |
| 1996-09-07 | GillinghamvBurnleyLeague One · England | 1–0 | League One · England |
| 1996-08-31 | GillinghamvChesterfieldLeague One · England | 0–1 | League One · England |
| 1996-08-27 | BrentfordvGillinghamLeague One · England | 2–0 | League One · England |
| 1996-08-24 | WycombevGillinghamLeague One · England | 1–1 | League One · England |
| 1996-08-17 | GillinghamvBristol CityLeague One · England | 3–2 | League One · England |