| 2025-12-29 | GillinghamvColchesterLeague Two · England | 1–1 | League Two · England |
| 2025-12-26 | GillinghamvCambridgeLeague Two · England | 1–1 | League Two · England |
| 2025-12-20 | Fleetwood TownvGillinghamLeague Two · England | 2–1 | League Two · England |
| 2025-12-13 | GillinghamvBarrowLeague Two · England | 2–2 | League Two · England |
| 2025-12-06 | ColchestervGillinghamLeague Two · England | 0–0 | League Two · England |
| 2025-11-29 | ShrewsburyvGillinghamLeague Two · England | 3–3 | League Two · England |
| 2025-11-22 | GillinghamvBarnetLeague Two · England | 1–1 | League Two · England |
| 2025-11-15 | GillinghamvCrawley TownLeague Two · England | 2–2 | League Two · England |
| 2025-11-08 | Bristol RvsvGillinghamLeague Two · England | 0–1 | League Two · England |
| 2025-10-25 | GillinghamvSalfordLeague Two · England | 1–2 | League Two · England |
| 2025-10-18 | GrimsbyvGillinghamLeague Two · England | 1–0 | League Two · England |
| 2025-10-11 | GillinghamvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2025-10-04 | Milton Keynes DonsvGillinghamLeague Two · England | 3–2 | League Two · England |
| 2025-09-27 | GillinghamvHarrogateLeague Two · England | 0–1 | League Two · England |
| 2025-09-20 | Newport CountyvGillinghamLeague Two · England | 1–3 | League Two · England |
| 2025-09-13 | GillinghamvNotts CountyLeague Two · England | 1–0 | League Two · England |
| 2025-09-06 | BromleyvGillinghamLeague Two · England | 2–2 | League Two · England |
| 2025-08-30 | OldhamvGillinghamLeague Two · England | 0–1 | League Two · England |
| 2025-08-23 | GillinghamvCreweLeague Two · England | 1–0 | League Two · England |
| 2025-08-19 | GillinghamvChesterfieldLeague Two · England | 4–1 | League Two · England |
| 2025-08-16 | TranmerevGillinghamLeague Two · England | 1–1 | League Two · England |
| 2025-08-09 | GillinghamvWalsallLeague Two · England | 1–0 | League Two · England |
| 2025-08-02 | AccringtonvGillinghamLeague Two · England | 1–1 | League Two · England |
| 2025-05-03 | Port ValevGillinghamLeague Two · England | 0–1 | League Two · England |
| 2025-04-26 | GillinghamvSwindonLeague Two · England | 1–1 | League Two · England |
| 2025-04-21 | GillinghamvAFC WimbledonLeague Two · England | 1–0 | League Two · England |
| 2025-04-18 | CheltenhamvGillinghamLeague Two · England | 1–1 | League Two · England |
| 2025-04-12 | GillinghamvMilton Keynes DonsLeague Two · England | 1–0 | League Two · England |
| 2025-04-08 | ChesterfieldvGillinghamLeague Two · England | 1–1 | League Two · England |
| 2025-04-05 | SalfordvGillinghamLeague Two · England | 2–2 | League Two · England |
| 2025-04-01 | GillinghamvColchesterLeague Two · England | 1–1 | League Two · England |
| 2025-03-29 | HarrogatevGillinghamLeague Two · England | 1–1 | League Two · England |
| 2025-03-22 | GillinghamvWalsallLeague Two · England | 0–0 | League Two · England |
| 2025-03-15 | AccringtonvGillinghamLeague Two · England | 1–1 | League Two · England |
| 2025-03-08 | GillinghamvBradfordLeague Two · England | 1–0 | League Two · England |
| 2025-03-04 | Newport CountyvGillinghamLeague Two · England | 3–1 | League Two · England |
| 2025-03-01 | GillinghamvMorecambeLeague Two · England | 1–0 | League Two · England |
| 2025-02-25 | GillinghamvFleetwood TownLeague Two · England | 1–2 | League Two · England |
| 2025-02-22 | CarlislevGillinghamLeague Two · England | 0–0 | League Two · England |
| 2025-02-15 | GillinghamvCreweLeague Two · England | 0–0 | League Two · England |
| 2025-02-11 | WalsallvGillinghamLeague Two · England | 1–1 | League Two · England |
| 2025-02-08 | BarrowvGillinghamLeague Two · England | 3–0 | League Two · England |
| 2025-02-01 | GillinghamvNotts CountyLeague Two · England | 1–2 | League Two · England |
| 2025-01-28 | GrimsbyvGillinghamLeague Two · England | 1–1 | League Two · England |
| 2025-01-25 | TranmerevGillinghamLeague Two · England | 1–1 | League Two · England |
| 2025-01-18 | GillinghamvDoncasterLeague Two · England | 0–1 | League Two · England |
| 2025-01-02 | GillinghamvBromleyLeague Two · England | 0–3 | League Two · England |