| 2010-05-08 | WycombevGillinghamLeague One · England | 3–0 | League One · England |
| 2010-05-01 | GillinghamvSouthamptonLeague One · England | 2–1 | League One · England |
| 2010-04-24 | NorwichvGillinghamLeague One · England | 2–0 | League One · England |
| 2010-04-17 | GillinghamvLeedsLeague One · England | 3–2 | League One · England |
| 2010-04-13 | GillinghamvBrightonLeague One · England | 1–1 | League One · England |
| 2010-04-10 | MillwallvGillinghamLeague One · England | 4–0 | League One · England |
| 2010-04-05 | GillinghamvSouthendLeague One · England | 3–0 | League One · England |
| 2010-04-03 | OldhamvGillinghamLeague One · England | 1–0 | League One · England |
| 2010-03-27 | GillinghamvMilton Keynes DonsLeague One · England | 2–2 | League One · England |
| 2010-03-20 | CharltonvGillinghamLeague One · England | 2–2 | League One · England |
| 2010-03-13 | StockportvGillinghamLeague One · England | 0–0 | League One · England |
| 2010-03-06 | GillinghamvHuddersfieldLeague One · England | 2–0 | League One · England |
| 2010-02-27 | CarlislevGillinghamLeague One · England | 2–0 | League One · England |
| 2010-02-23 | GillinghamvLeyton OrientLeague One · England | 1–1 | League One · England |
| 2010-02-20 | GillinghamvBristol RvsLeague One · England | 1–0 | League One · England |
| 2010-02-13 | YeovilvGillinghamLeague One · England | 0–0 | League One · England |
| 2010-02-09 | GillinghamvTranmereLeague One · England | 0–1 | League One · England |
| 2010-02-06 | BrentfordvGillinghamLeague One · England | 4–0 | League One · England |
| 2010-01-30 | GillinghamvWalsallLeague One · England | 0–0 | League One · England |
| 2010-01-26 | HartlepoolvGillinghamLeague One · England | 1–1 | League One · England |
| 2010-01-23 | GillinghamvColchesterLeague One · England | 0–0 | League One · England |
| 2010-01-16 | SwindonvGillinghamLeague One · England | 3–1 | League One · England |