| 1 | Sat 12 Aug | 92-0 v Atherton CollieriesWhitby Town 2-0 Atherton Collieries | Northern Premier League - Premier Division |
| 2 | Sat 19 Aug | 173-1 v MarineMarine 1-3 Whitby Town | Northern Premier League - Premier Division |
| 3 | Tue 22 Aug | 92-4 v Worksop TownWhitby Town 2-4 Worksop Town | Northern Premier League - Premier Division |
| 4 | Mon 28 Aug | 154-2 v Ilkeston TownIlkeston Town 2-4 Whitby Town | Northern Premier League - Premier Division |
| 5 | Fri 1 Sep | 96-0 v Goole AFCGoole AFC 0-6 Whitby Town | Emirates FA Cup First Qualifying Round |
| 6 | Sat 9 Sep | 91-3 v Warrington RylandsWhitby Town 1-3 Warrington Rylands | Northern Premier League - Premier Division |
| 7 | Sat 16 Sep | 152-1 v Prescot CablesWhitby Town 2-1 Prescot Cables | Emirates FA Cup Second Qualifying Round |
| 8 | Sat 30 Sep | 121-0 v Morpeth TownWhitby Town 1-0 Morpeth Town | Emirates FA Cup Third Qualifying Round |
| 9 | Sat 14 Oct | 9 2-2 v Chelmsford CityChelmsford City 2-2 Whitby Town | Emirates FA Cup Fourth Qualifying Round |
| 10 | Tue 17 Oct | 9 3-1 v Chelmsford CityWhitby Town 3-1 Chelmsford City | Emirates FA Cup Fourth Qualifying Round Replay |
| 11 | Mon 23 Oct | 91-1 v Bradford (Park Avenue)Bradford (Park Avenue) 1-1 Whitby Town | Northern Premier League - Premier Division |
| 12 | Sat 4 Nov | 92-7 v Bristol RoversBristol Rovers 7-2 Whitby Town | Emirates FA Cup First Round |
| 13 | Tue 7 Nov | 92-1 v Hyde UnitedHyde United 1-2 Whitby Town | Northern Premier League - Premier Division |
| 14 | Sat 11 Nov | 91-2 v MacclesfieldMacclesfield 2-1 Whitby Town | Northern Premier League - Premier Division |
| 15 | Sat 18 Nov | 162-0 v Bamber BridgeWhitby Town 2-0 Bamber Bridge | Northern Premier League - Premier Division |
| 16 | Sat 25 Nov | 16 1-1 v Workington AFCWhitby Town 1-1 Workington AFC | Northern Premier League - Premier Division |
| 17 | Tue 28 Nov | 141-2 v Lancaster CityLancaster City 2-1 Whitby Town | Northern Premier League - Premier Division |
| 18 | Sat 2 Dec | 151-1 v Basford UnitedBasford United 1-1 Whitby Town | Northern Premier League - Premier Division |
| 19 | Sat 16 Dec | 93-2 v Atherton CollieriesAtherton Collieries 2-3 Whitby Town | Northern Premier League - Premier Division |
| 20 | Sat 6 Jan | 160-1 v Worksop TownWorksop Town 1-0 Whitby Town | Northern Premier League - Premier Division |
| 21 | Sat 13 Jan | 170-1 v Warrington RylandsWarrington Rylands 1-0 Whitby Town | Northern Premier League - Premier Division |
| 22 | Sat 27 Jan | 90-0 v Workington AFCWorkington AFC 0-0 Whitby Town | Northern Premier League - Premier Division |
| 23 | Tue 12 Mar | 91-1 v Guisborough TownGuisborough Town 1-1 Whitby Town | North Riding Senior Cup Semi Final |
| 24 | Sat 23 Mar | 155-1 v Matlock TownMatlock Town 1-5 Whitby Town | Northern Premier League - Premier Division |
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