| 2018-09-08 | GillinghamvAFC WimbledonLeague One · England | 0–1 | League One · England |
| 2018-09-01 | BarnsleyvGillinghamLeague One · England | 2–1 | League One · England |
| 2018-08-25 | GillinghamvCoventryLeague One · England | 1–1 | League One · England |
| 2018-08-22 | GillinghamvSunderlandLeague One · England | 1–4 | League One · England |
| 2018-08-18 | WalsallvGillinghamLeague One · England | 2–1 | League One · England |
| 2018-08-11 | GillinghamvBurtonLeague One · England | 3–1 | League One · England |
| 2018-08-04 | AccringtonvGillinghamLeague One · England | 0–2 | League One · England |
| 2018-05-05 | GillinghamvPlymouthLeague One · England | 5–2 | League One · England |
| 2018-04-28 | Bristol RvsvGillinghamLeague One · England | 1–1 | League One · England |
| 2018-04-21 | GillinghamvBlackpoolLeague One · England | 0–3 | League One · England |
| 2018-04-17 | GillinghamvRotherhamLeague One · England | 0–1 | League One · England |
| 2018-04-14 | OldhamvGillinghamLeague One · England | 1–1 | League One · England |
| 2018-04-10 | GillinghamvBlackburnLeague One · England | 0–0 | League One · England |
| 2018-04-07 | GillinghamvDoncasterLeague One · England | 0–0 | League One · England |
| 2018-04-02 | SouthendvGillinghamLeague One · England | 4–0 | League One · England |
| 2018-03-29 | GillinghamvMilton Keynes DonsLeague One · England | 1–2 | League One · England |
| 2018-03-24 | BradfordvGillinghamLeague One · England | 1–0 | League One · England |
| 2018-03-10 | PortsmouthvGillinghamLeague One · England | 1–3 | League One · England |
| 2018-02-24 | BuryvGillinghamLeague One · England | 2–1 | League One · England |
| 2018-02-20 | ShrewsburyvGillinghamLeague One · England | 1–1 | League One · England |
| 2018-02-17 | GillinghamvWalsallLeague One · England | 0–0 | League One · England |
| 2018-02-13 | NorthamptonvGillinghamLeague One · England | 1–2 | League One · England |
| 2018-02-10 | GillinghamvPeterboroLeague One · England | 1–1 | League One · England |
| 2018-02-03 | WiganvGillinghamLeague One · England | 2–0 | League One · England |
| 2018-01-27 | GillinghamvFleetwood TownLeague One · England | 2–1 | League One · England |
| 2018-01-20 | ScunthorpevGillinghamLeague One · England | 1–3 | League One · England |
| 2018-01-13 | GillinghamvRochdaleLeague One · England | 2–1 | League One · England |
| 2018-01-01 | CharltonvGillinghamLeague One · England | 1–2 | League One · England |
| 2017-12-30 | GillinghamvAFC WimbledonLeague One · England | 2–2 | League One · England |
| 2017-12-26 | GillinghamvOxfordLeague One · England | 1–1 | League One · England |
| 2017-12-22 | Fleetwood TownvGillinghamLeague One · England | 0–2 | League One · England |
| 2017-12-16 | GillinghamvBristol RvsLeague One · England | 4–1 | League One · England |
| 2017-12-09 | PlymouthvGillinghamLeague One · England | 2–1 | League One · England |
| 2017-11-25 | GillinghamvOldhamLeague One · England | 0–0 | League One · England |
| 2017-11-21 | BlackpoolvGillinghamLeague One · England | 1–1 | League One · England |
| 2017-11-18 | WalsallvGillinghamLeague One · England | 0–1 | League One · England |
| 2017-11-11 | GillinghamvBuryLeague One · England | 1–1 | League One · England |
| 2017-10-28 | RotherhamvGillinghamLeague One · England | 1–3 | League One · England |
| 2017-10-21 | GillinghamvNorthamptonLeague One · England | 1–2 | League One · England |
| 2017-10-17 | GillinghamvWiganLeague One · England | 1–1 | League One · England |
| 2017-10-14 | PeterborovGillinghamLeague One · England | 0–1 | League One · England |
| 2017-10-08 | GillinghamvPortsmouthLeague One · England | 0–1 | League One · England |
| 2017-09-30 | BlackburnvGillinghamLeague One · England | 1–0 | League One · England |
| 2017-09-26 | GillinghamvScunthorpeLeague One · England | 0–0 | League One · England |
| 2017-09-23 | RochdalevGillinghamLeague One · England | 3–0 | League One · England |
| 2017-09-16 | GillinghamvCharltonLeague One · England | 1–0 | League One · England |
| 2017-09-12 | AFC WimbledonvGillinghamLeague One · England | 1–1 | League One · England |
| 2017-09-09 | OxfordvGillinghamLeague One · England | 3–0 | League One · England |
| 2017-09-02 | GillinghamvShrewsburyLeague One · England | 1–2 | League One · England |
| 2017-08-26 | GillinghamvSouthendLeague One · England | 3–3 | League One · England |