| 1 | Tue 27 Aug | 3 1-5 v Sheffield WednesdayGrimsby Town 1-5 Sheffield Wednesday | Carabao Cup Second Round |
| 2 | Sat 31 Aug | 32-1 v Bradford CityGrimsby Town 2-1 Bradford City | Sky Bet League Two |
| 3 | Sat 7 Sep | 3 1-2 v ChesterfieldChesterfield 2-1 Grimsby Town | Sky Bet League Two |
| 4 | Sat 14 Sep | 31-2 v BarrowGrimsby Town 1-2 Barrow | Sky Bet League Two |
| 5 | Sat 5 Oct | 30-3 v Doncaster RoversGrimsby Town 0-3 Doncaster Rovers | Sky Bet League Two |
| 6 | Tue 8 Oct | 31-2 v Lincoln CityGrimsby Town 1-2 Lincoln City | EFL Trophy Northern Group G |
| 7 | Sat 12 Oct | 3 2-1 v Salford CitySalford City 1-2 Grimsby Town | Sky Bet League Two |
| 8 | Sat 19 Oct | 3 1-4 v WalsallGrimsby Town 1-4 Walsall | Sky Bet League Two |
| 9 | Tue 12 Nov | 32-3 v ChesterfieldChesterfield 3-2 Grimsby Town | EFL Trophy Northern Group G |
| 10 | Sat 21 Dec | 31-3 v Swindon TownSwindon Town 3-1 Grimsby Town | Sky Bet League Two |
| 11 | Sat 25 Jan | 30-3 v BarrowBarrow 3-0 Grimsby Town | Sky Bet League Two |
| 12 | Tue 28 Jan | 31-1 v GillinghamGrimsby Town 1-1 Gillingham | Sky Bet League Two |
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