| 1 | Sat 3 Aug 2019 | 2-0 v MorecambeMorecambe 0-2 Grimsby Town | Sky Bet League Two |
| 2 | Sat 31 Aug 2019 | 3-1 v WalsallWalsall 1-3 Grimsby Town | Sky Bet League Two |
| 3 | Sat 7 Sep 2019 | 0-2 v Crewe AlexandraGrimsby Town 0-2 Crewe Alexandra | Sky Bet League Two |
| 4 | Sat 14 Sep 2019 | 2-2 v Oldham AthleticOldham Athletic 2-2 Grimsby Town | Sky Bet League Two |
| 5 | Tue 17 Sep 2019 | 0-1 v Salford CitySalford City 1-0 Grimsby Town | Sky Bet League Two |
| 6 | Sat 19 Oct 2019 | 0-4 v Leyton OrientGrimsby Town 0-4 Leyton Orient | Sky Bet League Two |
| 7 | Tue 22 Oct 2019 | 0-0 v Cambridge UnitedCambridge United 0-0 Grimsby Town | Sky Bet League Two |
| 8 | Sat 9 Nov 2019 | 1-1 v Newport CountyGrimsby Town 1-1 Newport County | Emirates FA Cup First Round |
| 9 | Wed 20 Nov 2019 | 0-2 v Newport CountyNewport County 2-0 Grimsby Town | Emirates FA Cup First Round Replay |
| 10 | Sat 11 Jan 2020 | 1-1 v Leyton OrientLeyton Orient 1-1 Grimsby Town | Sky Bet League Two |
| 11 | Sat 18 Jan 2020 | 0-1 v Exeter CityGrimsby Town 0-1 Exeter City | Sky Bet League Two |
| 12 | Sat 25 Jan 2020 | 2-3 v Crawley TownCrawley Town 3-2 Grimsby Town | Sky Bet League Two |
| 13 | Tue 28 Jan 2020 | 3-1 v StevenageGrimsby Town 3-1 Stevenage | Sky Bet League Two |
| 14 | Sat 1 Feb 2020 | 2-2 v Forest Green RoversGrimsby Town 2-2 Forest Green Rovers | Sky Bet League Two |
| 15 | Tue 11 Feb 2020 | 3-2 v Colchester UnitedColchester United 2-3 Grimsby Town | Sky Bet League Two |
| 16 | Sat 29 Feb 2020 | 0-3 v Northampton TownGrimsby Town 0-3 Northampton Town | Sky Bet League Two |
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