| 1 | Tue 15 Aug | 290-3 v Tranmere RoversTranmere Rovers 3-0 Harrogate Town | Sky Bet League Two |
| 2 | Sat 19 Aug | 291-2 v Accrington StanleyAccrington Stanley 2-1 Harrogate Town | Sky Bet League Two |
| 3 | Sat 26 Aug | 292-0 v MorecambeHarrogate Town 2-0 Morecambe | Sky Bet League Two |
| 4 | Wed 30 Aug | 290-8 v Blackburn RoversHarrogate Town 0-8 Blackburn Rovers | Carabao Cup Second Round |
| 5 | Sat 9 Sep | 290-1 v GillinghamGillingham 1-0 Harrogate Town | Sky Bet League Two |
| 6 | Sat 16 Sep | 291-1 v Bradford CityBradford City 1-1 Harrogate Town | Sky Bet League Two |
| 7 | Sat 23 Sep | 293-2 v Salford CityHarrogate Town 3-2 Salford City | Sky Bet League Two |
| 8 | Tue 3 Oct | 290-1 v AFC WimbledonHarrogate Town 0-1 AFC Wimbledon | Sky Bet League Two |
| 9 | Sat 7 Oct | 292-1 v Newport CountyNewport County 1-2 Harrogate Town | Sky Bet League Two |
| 10 | Tue 10 Oct | 293-5 v Accrington StanleyHarrogate Town 3-5 Accrington Stanley | EFL Trophy |
| 11 | Sat 21 Oct | 292-1 v Colchester UnitedColchester United 1-2 Harrogate Town | Sky Bet League Two |
| 12 | Tue 24 Oct | 291-4 v Mansfield TownHarrogate Town 1-4 Mansfield Town | Sky Bet League Two |
| 13 | Sat 28 Oct | 290-1 v Crewe AlexandraHarrogate Town 0-1 Crewe Alexandra | Sky Bet League Two |
| 14 | Tue 14 Nov | 290-2 v Carlisle UnitedCarlisle United 2-0 Harrogate Town | EFL Trophy |
| 15 | Sat 6 Jan | 351-2 v Exeter CityExeter City 2-1 Carlisle United | Sky Bet League One |
| 16 | Sat 13 Jan | 351-3 v Oxford UnitedCarlisle United 1-3 Oxford United | Sky Bet League One |
| 17 | Tue 16 Jan | 35 1-2 v BarnsleyBarnsley 2-1 Carlisle United | Sky Bet League One |
| 18 | Sat 27 Jan | 351-4 v Bolton WanderersCarlisle United 1-4 Bolton Wanderers | Sky Bet League One |
| 19 | Sat 3 Feb | 352-3 v Leyton OrientLeyton Orient 3-2 Carlisle United | Sky Bet League One |
| 20 | Sat 10 Feb | 350-1 v PortsmouthCarlisle United 0-1 Portsmouth | Sky Bet League One |
| 21 | Sat 17 Feb | 350-4 v Cambridge UnitedCarlisle United 0-4 Cambridge United | Sky Bet League One |
| 22 | Sat 24 Feb | 35 1-2 v Bristol RoversBristol Rovers 2-1 Carlisle United | Sky Bet League One |
| 23 | Tue 27 Feb | 351-0 v Burton AlbionBurton Albion 0-1 Carlisle United | Sky Bet League One |
| 24 | Sat 2 Mar | 351-3 v ReadingCarlisle United 1-3 Reading | Sky Bet League One |
| 25 | Sat 9 Mar | 352-3 v Charlton AthleticCharlton Athletic 3-2 Carlisle United | Sky Bet League One |
| 26 | Tue 12 Mar | 352-3 v BarnsleyCarlisle United 2-3 Barnsley | Sky Bet League One |
| 27 | Sat 16 Mar | 350-1 v Shrewsbury TownShrewsbury Town 1-0 Carlisle United | Sky Bet League One |
| 28 | Sat 23 Mar | 352-2 v StevenageCarlisle United 2-2 Stevenage | Sky Bet League One |
| 29 | Fri 29 Mar | 353-1 v Peterborough UnitedPeterborough United 1-3 Carlisle United | Sky Bet League One |
| 30 | Mon 1 Apr | 351-3 v Lincoln CityCarlisle United 1-3 Lincoln City | Sky Bet League One |
| 31 | Sat 6 Apr | 350-2 v Northampton TownNorthampton Town 2-0 Carlisle United | Sky Bet League One |
| 32 | Tue 9 Apr | 351-0 v Cheltenham TownCheltenham Town 0-1 Carlisle United | Sky Bet League One |
| 33 | Sat 13 Apr | 350-1 v BlackpoolCarlisle United 0-1 Blackpool | Sky Bet League One |
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