| 1 | Sat 5 Aug | 14 0-1 v Shrewsbury TownShrewsbury Town 1-0 Cheltenham Town | Sky Bet League One |
| 2 | Tue 15 Aug | 140-1 v ReadingReading 1-0 Cheltenham Town | Sky Bet League One |
| 3 | Sat 19 Aug | 14 0-0 v PortsmouthPortsmouth 0-0 Cheltenham Town | Sky Bet League One |
| 4 | Sat 26 Aug | 140-1 v Northampton TownCheltenham Town 0-1 Northampton Town | Sky Bet League One |
| 5 | Sat 2 Sep | 140-2 v BarnsleyCheltenham Town 0-2 Barnsley | Sky Bet League One |
| 6 | Sat 30 Sep | 140-2 v Lincoln CityLincoln City 2-0 Cheltenham Town | Sky Bet League One |
| 7 | Tue 3 Oct | 140-2 v Fleetwood TownCheltenham Town 0-2 Fleetwood Town | Sky Bet League One |
| 8 | Sat 7 Oct | 141-1 v Derby CountyCheltenham Town 1-1 Derby County | Sky Bet League One |
| 9 | Tue 10 Oct | 140-2 v Newport CountyCheltenham Town 0-2 Newport County | EFL Trophy |
| 10 | Sat 21 Oct | 141-0 v Cambridge UnitedCheltenham Town 1-0 Cambridge United | Sky Bet League One |
| 11 | Tue 24 Oct | 142-3 v BlackpoolBlackpool 3-2 Cheltenham Town | Sky Bet League One |
| 12 | Sat 28 Oct | 142-1 v Port ValePort Vale 1-2 Cheltenham Town | Sky Bet League One |
| 13 | Sat 4 Nov | 14 1-5 v AFC WimbledonAFC Wimbledon 5-1 Cheltenham Town | Emirates FA Cup First Round |
| 14 | Sat 11 Nov | 141-1 v Wigan AthleticCheltenham Town 1-1 Wigan Athletic | Sky Bet League One |
| 15 | Sat 16 Dec | 141-2 v Leyton OrientCheltenham Town 1-2 Leyton Orient | Sky Bet League One |
| 16 | Tue 26 Dec | 14 2-0 v Shrewsbury TownCheltenham Town 2-0 Shrewsbury Town | Sky Bet League One |
| 17 | Fri 29 Dec | 142-2 v ReadingCheltenham Town 2-2 Reading | Sky Bet League One |
| 18 | Mon 1 Jan | 140-1 v Northampton TownNorthampton Town 1-0 Cheltenham Town | Sky Bet League One |
| 19 | Sat 6 Jan | 142-1 v PortsmouthCheltenham Town 2-1 Portsmouth | Sky Bet League One |
| 20 | Sat 27 Jan | 141-2 v Derby CountyDerby County 2-1 Cheltenham Town | Sky Bet League One |
| 21 | Sat 3 Feb | 60-0 v Accrington StanleyAccrington Stanley 0-0 Grimsby Town | Sky Bet League Two |
| 22 | Sat 10 Feb | 6 1-3 v Stockport CountyGrimsby Town 1-3 Stockport County | Sky Bet League Two |
| 23 | Sat 2 Mar | 61-0 v Forest Green RoversGrimsby Town 1-0 Forest Green Rovers | Sky Bet League Two |
| 24 | Tue 5 Mar | 6 0-0 v AFC WimbledonAFC Wimbledon 0-0 Grimsby Town | Sky Bet League Two |
| 25 | Sat 9 Mar | 6 1-1 v Sutton UnitedSutton United 1-1 Grimsby Town | Sky Bet League Two |
| 26 | Tue 12 Mar | 6 1-0 v Milton Keynes DonsGrimsby Town 1-0 Milton Keynes Dons | Sky Bet League Two |
| 27 | Sat 16 Mar | 61-1 v GillinghamGillingham 1-1 Grimsby Town | Sky Bet League Two |
| 28 | Sat 23 Mar | 61-3 v WrexhamGrimsby Town 1-3 Wrexham | Sky Bet League Two |
| 29 | Fri 29 Mar | 61-3 v BarrowBarrow 3-1 Grimsby Town | Sky Bet League Two |
| 30 | Mon 1 Apr | 61-1 v Bradford CityGrimsby Town 1-1 Bradford City | Sky Bet League Two |
| 31 | Sat 6 Apr | 6 1-0 v Newport CountyGrimsby Town 1-0 Newport County | Sky Bet League Two |
| 32 | Tue 9 Apr | 60-1 v Harrogate TownHarrogate Town 1-0 Grimsby Town | Sky Bet League Two |
| 33 | Sat 13 Apr | 63-0 v Crewe AlexandraCrewe Alexandra 0-3 Grimsby Town | Sky Bet League Two |
| 34 | Tue 16 Apr | 60-2 v Colchester UnitedColchester United 2-0 Grimsby Town | Sky Bet League Two |
| 35 | Sat 20 Apr | 62-0 v Swindon TownGrimsby Town 2-0 Swindon Town | Sky Bet League Two |
| 36 | Sat 27 Apr | 60-2 v Crawley TownCrawley Town 2-0 Grimsby Town | Sky Bet League Two |
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