| 2022-12-29 | SuttonvGillinghamLeague Two · England | 2–1 | League Two · England |
| 2022-12-26 | GillinghamvColchesterLeague Two · England | 0–1 | League Two · England |
| 2022-12-03 | GillinghamvSalfordLeague Two · England | 0–3 | League Two · England |
| 2022-11-22 | Crawley TownvGillinghamLeague Two · England | 0–0 | League Two · England |
| 2022-11-19 | Newport CountyvGillinghamLeague Two · England | 2–0 | League Two · England |
| 2022-11-12 | GillinghamvNorthamptonLeague Two · England | 0–2 | League Two · England |
| 2022-10-29 | DoncastervGillinghamLeague Two · England | 1–0 | League Two · England |
| 2022-10-25 | Leyton OrientvGillinghamLeague Two · England | 2–0 | League Two · England |
| 2022-10-22 | GillinghamvBarrowLeague Two · England | 1–1 | League Two · England |
| 2022-10-15 | GillinghamvStevenageLeague Two · England | 1–1 | League Two · England |
| 2022-10-08 | CrewevGillinghamLeague Two · England | 1–1 | League Two · England |
| 2022-10-01 | GillinghamvSuttonLeague Two · England | 1–0 | League Two · England |
| 2022-09-24 | HartlepoolvGillinghamLeague Two · England | 0–0 | League Two · England |
| 2022-09-17 | GillinghamvMansfieldLeague Two · England | 0–2 | League Two · England |
| 2022-09-13 | GrimsbyvGillinghamLeague Two · England | 1–1 | League Two · England |
| 2022-09-03 | GillinghamvSwindonLeague Two · England | 0–0 | League Two · England |
| 2022-08-27 | CarlislevGillinghamLeague Two · England | 1–0 | League Two · England |
| 2022-08-20 | GillinghamvWalsallLeague Two · England | 0–0 | League Two · England |
| 2022-08-16 | GillinghamvHarrogateLeague Two · England | 0–2 | League Two · England |
| 2022-08-13 | TranmerevGillinghamLeague Two · England | 3–0 | League Two · England |
| 2022-08-06 | GillinghamvRochdaleLeague Two · England | 1–0 | League Two · England |
| 2022-07-30 | AFC WimbledonvGillinghamLeague Two · England | 2–0 | League Two · England |