| 2018-12-29 | ExetervGrimsbyLeague Two · England | 1–2 | League Two · England |
| 2018-12-26 | Port ValevGrimsbyLeague Two · England | 0–1 | League Two · England |
| 2018-12-22 | GrimsbyvNotts CountyLeague Two · England | 4–0 | League Two · England |
| 2018-12-15 | GrimsbyvSwindonLeague Two · England | 2–1 | League Two · England |
| 2018-12-08 | CheltenhamvGrimsbyLeague Two · England | 2–1 | League Two · England |
| 2018-11-27 | GrimsbyvTranmereLeague Two · England | 5–2 | League Two · England |
| 2018-11-24 | NorthamptonvGrimsbyLeague Two · England | 2–2 | League Two · England |
| 2018-11-17 | GrimsbyvCrawley TownLeague Two · England | 1–0 | League Two · England |
| 2018-11-06 | MansfieldvGrimsbyLeague Two · England | 2–1 | League Two · England |
| 2018-11-03 | CambridgevGrimsbyLeague Two · England | 1–0 | League Two · England |
| 2018-10-27 | CrewevGrimsbyLeague Two · England | 2–0 | League Two · England |
| 2018-10-23 | GrimsbyvColchesterLeague Two · England | 1–0 | League Two · England |
| 2018-10-20 | GrimsbyvExeterLeague Two · England | 0–0 | League Two · England |
| 2018-10-06 | GrimsbyvPort ValeLeague Two · England | 2–0 | League Two · England |
| 2018-10-02 | CarlislevGrimsbyLeague Two · England | 0–1 | League Two · England |
| 2018-09-29 | GrimsbyvMorecambeLeague Two · England | 1–2 | League Two · England |
| 2018-09-22 | StevenagevGrimsbyLeague Two · England | 1–0 | League Two · England |
| 2018-09-15 | GrimsbyvOldhamLeague Two · England | 0–3 | League Two · England |
| 2018-09-08 | BuryvGrimsbyLeague Two · England | 4–0 | League Two · England |
| 2018-09-01 | GrimsbyvYeovilLeague Two · England | 0–1 | League Two · England |
| 2018-08-25 | Newport CountyvGrimsbyLeague Two · England | 1–0 | League Two · England |
| 2018-08-21 | Milton Keynes DonsvGrimsbyLeague Two · England | 1–1 | League Two · England |
| 2018-08-18 | GrimsbyvLincolnLeague Two · England | 1–1 | League Two · England |
| 2018-08-11 | MacclesfieldvGrimsbyLeague Two · England | 0–2 | League Two · England |
| 2018-08-04 | GrimsbyvForest GreenLeague Two · England | 1–4 | League Two · England |
| 2018-05-05 | Forest GreenvGrimsbyLeague Two · England | 0–3 | League Two · England |
| 2018-04-28 | GrimsbyvNotts CountyLeague Two · England | 2–1 | League Two · England |
| 2018-04-21 | SwindonvGrimsbyLeague Two · England | 0–1 | League Two · England |
| 2018-04-14 | GrimsbyvBarnetLeague Two · England | 2–2 | League Two · England |
| 2018-04-07 | GrimsbyvChesterfieldLeague Two · England | 1–0 | League Two · England |
| 2018-04-02 | WycombevGrimsbyLeague Two · England | 2–1 | League Two · England |
| 2018-03-30 | GrimsbyvStevenageLeague Two · England | 0–0 | League Two · England |
| 2018-03-24 | CoventryvGrimsbyLeague Two · England | 4–0 | League Two · England |
| 2018-03-17 | LincolnvGrimsbyLeague Two · England | 3–1 | League Two · England |
| 2018-03-10 | GrimsbyvPort ValeLeague Two · England | 1–1 | League Two · England |
| 2018-03-03 | CarlislevGrimsbyLeague Two · England | 2–0 | League Two · England |
| 2018-02-24 | GrimsbyvExeterLeague Two · England | 0–1 | League Two · England |
| 2018-02-17 | CambridgevGrimsbyLeague Two · England | 3–1 | League Two · England |
| 2018-02-10 | Crawley TownvGrimsbyLeague Two · England | 3–0 | League Two · England |
| 2018-02-03 | GrimsbyvCheltenhamLeague Two · England | 1–1 | League Two · England |
| 2018-01-30 | YeovilvGrimsbyLeague Two · England | 3–0 | League Two · England |
| 2018-01-27 | GrimsbyvLutonLeague Two · England | 0–1 | League Two · England |
| 2018-01-20 | ColchestervGrimsbyLeague Two · England | 1–1 | League Two · England |
| 2018-01-13 | GrimsbyvNewport CountyLeague Two · England | 1–2 | League Two · England |
| 2018-01-06 | GrimsbyvMorecambeLeague Two · England | 0–2 | League Two · England |
| 2018-01-01 | CrewevGrimsbyLeague Two · England | 2–0 | League Two · England |