| 2016-12-31 | GrimsbyvBlackpoolLeague Two · England | 0–0 | League Two · England |
| 2016-12-26 | GrimsbyvAccringtonLeague Two · England | 2–0 | League Two · England |
| 2016-12-17 | DoncastervGrimsbyLeague Two · England | 1–0 | League Two · England |
| 2016-12-10 | GrimsbyvPortsmouthLeague Two · England | 0–1 | League Two · England |
| 2016-11-26 | Crawley TownvGrimsbyLeague Two · England | 3–2 | League Two · England |
| 2016-11-22 | GrimsbyvCarlisleLeague Two · England | 2–2 | League Two · England |
| 2016-11-19 | PlymouthvGrimsbyLeague Two · England | 0–3 | League Two · England |
| 2016-11-12 | GrimsbyvBarnetLeague Two · England | 2–2 | League Two · England |
| 2016-10-29 | YeovilvGrimsbyLeague Two · England | 0–0 | League Two · England |
| 2016-10-22 | GrimsbyvCheltenhamLeague Two · England | 0–1 | League Two · England |
| 2016-10-15 | CambridgevGrimsbyLeague Two · England | 0–1 | League Two · England |
| 2016-10-08 | ExetervGrimsbyLeague Two · England | 0–0 | League Two · England |
| 2016-10-01 | GrimsbyvHartlepoolLeague Two · England | 0–3 | League Two · England |
| 2016-09-27 | GrimsbyvNewport CountyLeague Two · England | 1–0 | League Two · England |
| 2016-09-24 | MansfieldvGrimsbyLeague Two · England | 0–1 | League Two · England |
| 2016-09-17 | GrimsbyvCreweLeague Two · England | 0–2 | League Two · England |
| 2016-09-10 | LutonvGrimsbyLeague Two · England | 1–2 | League Two · England |
| 2016-09-03 | Notts CountyvGrimsbyLeague Two · England | 2–2 | League Two · England |
| 2016-08-27 | GrimsbyvStevenageLeague Two · England | 5–2 | League Two · England |
| 2016-08-20 | GrimsbyvLeyton OrientLeague Two · England | 1–2 | League Two · England |
| 2016-08-16 | ColchestervGrimsbyLeague Two · England | 3–2 | League Two · England |
| 2016-08-13 | WycombevGrimsbyLeague Two · England | 2–1 | League Two · England |
| 2016-08-06 | GrimsbyvMorecambeLeague Two · England | 2–0 | League Two · England |