| 1 | Tue 15 Aug | 22-0 v Salford CityGrimsby Town 2-0 Salford City | Sky Bet League Two |
| 2 | Tue 5 Sep | 20-2 v BarnsleyBarnsley 2-0 Grimsby Town | EFL Trophy |
| 3 | Sat 9 Sep | 21-1 v Bradford CityBradford City 1-1 Grimsby Town | Sky Bet League Two |
| 4 | Sat 16 Sep | 20-3 v WrexhamWrexham 3-0 Grimsby Town | Sky Bet League Two |
| 5 | Sat 23 Sep | 22-3 v Crawley TownGrimsby Town 2-3 Crawley Town | Sky Bet League Two |
| 6 | Sat 30 Sep | 21-2 v Swindon TownSwindon Town 2-1 Grimsby Town | Sky Bet League Two |
| 7 | Tue 3 Oct | 22-1 v BarrowGrimsby Town 2-1 Barrow | Sky Bet League Two |
| 8 | Sat 7 Oct | 22-2 v Tranmere RoversTranmere Rovers 2-2 Grimsby Town | Sky Bet League Two |
| 9 | Tue 10 Oct | 21-2 v Bradford CityGrimsby Town 1-2 Bradford City | EFL Trophy |
| 10 | Sat 21 Oct | 22-3 v Stockport CountyStockport County 3-2 Grimsby Town | Sky Bet League Two |
| 11 | Tue 24 Oct | 22-3 v Colchester UnitedGrimsby Town 2-3 Colchester United | Sky Bet League Two |
| 12 | Sat 28 Oct | 20-1 v Doncaster RoversDoncaster Rovers 1-0 Grimsby Town | Sky Bet League Two |
| 13 | Sun 5 Nov | 2 1-1 v Slough TownSlough Town 1-1 Grimsby Town | Emirates FA Cup First Round |
| 14 | Sat 23 Dec | 21-2 v Harrogate TownGrimsby Town 1-2 Harrogate Town | Sky Bet League Two |
| 15 | Tue 26 Dec | 20-2 v Mansfield TownMansfield Town 2-0 Grimsby Town | Sky Bet League Two |
| 16 | Sat 3 Feb | 990-1 v St JohnstoneRoss County 0-1 St Johnstone | Cinch Premiership |
| 17 | Tue 6 Feb | 240-5 v MotherwellMotherwell 5-0 Ross County | Cinch Premiership |
| 18 | Wed 14 Feb | 24 1-3 v RangersRangers 3-1 Ross County | Cinch Premiership |
| 19 | Sat 17 Feb | 240-2 v DundeeDundee 2-0 Ross County | Cinch Premiership |
| 20 | Sat 24 Feb | 243-2 v LivingstonRoss County 3-2 Livingston | Cinch Premiership |
| 21 | Tue 27 Feb | 241-1 v St MirrenRoss County 1-1 St Mirren | Cinch Premiership |
| 22 | Sat 2 Mar | 240-2 v HibernianHibernian 2-0 Ross County | Cinch Premiership |
| 23 | Wed 13 Mar | 242-2 v HibernianRoss County 2-2 Hibernian | Cinch Premiership |
| 24 | Sat 16 Mar | 242-1 v Heart of MidlothianRoss County 2-1 Heart of Midlothian | Cinch Premiership |
| 25 | Sat 30 Mar | 241-2 v AberdeenAberdeen 2-1 Ross County | Cinch Premiership |
| 26 | Sat 6 Apr | 240-1 v KilmarnockKilmarnock 1-0 Ross County | Cinch Premiership |
| 27 | Sun 14 Apr | 24 3-2 v RangersRoss County 3-2 Rangers | Cinch Premiership |
| 28 | Sat 27 Apr | 240-2 v LivingstonLivingston 2-0 Ross County | Cinch Premiership |
| 29 | Sat 4 May | 242-1 v HibernianRoss County 2-1 Hibernian | Cinch Premiership |
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