| 1 | Sat 5 Aug | 220-1 v Shrewsbury TownShrewsbury Town 1-0 Cheltenham Town | Sky Bet League One |
| 2 | Tue 15 Aug | 220-1 v ReadingReading 1-0 Cheltenham Town | Sky Bet League One |
| 3 | Sat 19 Aug | 220-0 v PortsmouthPortsmouth 0-0 Cheltenham Town | Sky Bet League One |
| 4 | Sat 7 Oct | 221-1 v Derby CountyCheltenham Town 1-1 Derby County | Sky Bet League One |
| 5 | Tue 10 Oct | 220-2 v Newport CountyCheltenham Town 0-2 Newport County | EFL Trophy |
| 6 | Sat 21 Oct | 221-0 v Cambridge UnitedCheltenham Town 1-0 Cambridge United | Sky Bet League One |
| 7 | Tue 24 Oct | 222-3 v BlackpoolBlackpool 3-2 Cheltenham Town | Sky Bet League One |
| 8 | Sat 16 Dec | 22 1-2 v Leyton OrientCheltenham Town 1-2 Leyton Orient | Sky Bet League One |
| 9 | Sat 23 Dec | 221-0 v Carlisle UnitedCarlisle United 0-1 Cheltenham Town | Sky Bet League One |
| 10 | Tue 26 Dec | 222-0 v Shrewsbury TownCheltenham Town 2-0 Shrewsbury Town | Sky Bet League One |
| 11 | Fri 29 Dec | 22 2-2 v ReadingCheltenham Town 2-2 Reading | Sky Bet League One |
| 12 | Mon 1 Jan | 22 0-1 v Northampton TownNorthampton Town 1-0 Cheltenham Town | Sky Bet League One |
| 13 | Sat 6 Jan | 222-1 v PortsmouthCheltenham Town 2-1 Portsmouth | Sky Bet League One |
| 14 | Sat 3 Feb | 20-0 v Accrington StanleyAccrington Stanley 0-0 Grimsby Town | Sky Bet League Two |
| 15 | Sat 10 Feb | 2 1-3 v Stockport CountyGrimsby Town 1-3 Stockport County | Sky Bet League Two |
| 16 | Sat 17 Feb | 2 1-5 v Doncaster RoversGrimsby Town 1-5 Doncaster Rovers | Sky Bet League Two |
| 17 | Sat 16 Mar | 21-1 v GillinghamGillingham 1-1 Grimsby Town | Sky Bet League Two |
| 18 | Mon 1 Apr | 21-1 v Bradford CityGrimsby Town 1-1 Bradford City | Sky Bet League Two |
| 19 | Sat 6 Apr | 21-0 v Newport CountyGrimsby Town 1-0 Newport County | Sky Bet League Two |
| 20 | Tue 9 Apr | 20-1 v Harrogate TownHarrogate Town 1-0 Grimsby Town | Sky Bet League Two |
| 21 | Sat 13 Apr | 23-0 v Crewe AlexandraCrewe Alexandra 0-3 Grimsby Town | Sky Bet League Two |
| 22 | Tue 16 Apr | 20-2 v Colchester UnitedColchester United 2-0 Grimsby Town | Sky Bet League Two |
| 23 | Sat 20 Apr | 22-0 v Swindon TownGrimsby Town 2-0 Swindon Town | Sky Bet League Two |
| 24 | Sat 27 Apr | 20-2 v Crawley TownCrawley Town 2-0 Grimsby Town | Sky Bet League Two |
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