| 1 | Sat 12 Aug | 112-0 v Atherton CollieriesWhitby Town 2-0 Atherton Collieries | Northern Premier League - Premier Division |
| 2 | Tue 15 Aug | 123-1 v GuiseleyGuiseley 1-3 Whitby Town | Northern Premier League - Premier Division |
| 3 | Sat 19 Aug | 113-1 v MarineMarine 1-3 Whitby Town | Northern Premier League - Premier Division |
| 4 | Tue 22 Aug | 112-4 v Worksop TownWhitby Town 2-4 Worksop Town | Northern Premier League - Premier Division |
| 5 | Sat 26 Aug | 141-3 v Ashton UnitedWhitby Town 1-3 Ashton United | Northern Premier League - Premier Division |
| 6 | Mon 28 Aug | 104-2 v Ilkeston TownIlkeston Town 2-4 Whitby Town | Northern Premier League - Premier Division |
| 7 | Fri 1 Sep | 116-0 v Goole AFCGoole AFC 0-6 Whitby Town | Emirates FA Cup First Qualifying Round |
| 8 | Sat 23 Sep | 111-1 v FC United of ManchesterFC United of Manchester 1-1 Whitby Town | Northern Premier League - Premier Division |
| 9 | Sat 30 Sep | 111-0 v Morpeth TownWhitby Town 1-0 Morpeth Town | Emirates FA Cup Third Qualifying Round |
| 10 | Sat 7 Oct | 112-3 v RadcliffeRadcliffe 3-2 Whitby Town | Isuzu FA Trophy Third Qualifying Round |
| 11 | Sat 14 Oct | 112-2 v Chelmsford CityChelmsford City 2-2 Whitby Town | Emirates FA Cup Fourth Qualifying Round |
| 12 | Tue 17 Oct | 113-1 v Chelmsford CityWhitby Town 3-1 Chelmsford City | Emirates FA Cup Fourth Qualifying Round Replay |
| 13 | Mon 23 Oct | 11 1-1 v Bradford (Park Avenue)Bradford (Park Avenue) 1-1 Whitby Town | Northern Premier League - Premier Division |
| 14 | Sat 4 Nov | 112-7 v Bristol RoversBristol Rovers 7-2 Whitby Town | Emirates FA Cup First Round |
| 15 | Tue 7 Nov | 11 2-1 v Hyde UnitedHyde United 1-2 Whitby Town | Northern Premier League - Premier Division |
| 16 | Sat 11 Nov | 111-2 v MacclesfieldMacclesfield 2-1 Whitby Town | Northern Premier League - Premier Division |
| 17 | Sat 18 Nov | 112-0 v Bamber BridgeWhitby Town 2-0 Bamber Bridge | Northern Premier League - Premier Division |
| 18 | Tue 21 Nov | 111-0 v RadcliffeRadcliffe 0-1 Whitby Town | Northern Premier League - Premier Division |
| 19 | Sat 25 Nov | 111-1 v Workington AFCWhitby Town 1-1 Workington AFC | Northern Premier League - Premier Division |
| 20 | Tue 28 Nov | 111-2 v Lancaster CityLancaster City 2-1 Whitby Town | Northern Premier League - Premier Division |
| 21 | Sat 2 Dec | 111-1 v Basford UnitedBasford United 1-1 Whitby Town | Northern Premier League - Premier Division |
| 22 | Sat 16 Dec | 113-2 v Atherton CollieriesAtherton Collieries 2-3 Whitby Town | Northern Premier League - Premier Division |
| 23 | Tue 19 Dec | 111-0 v Stafford RangersWhitby Town 1-0 Stafford Rangers | Northern Premier League - Premier Division |
| 24 | Sat 23 Dec | 11 1-1 v MarineWhitby Town 1-1 Marine | Northern Premier League - Premier Division |
| 25 | Tue 26 Dec | 11 1-0 v Morpeth TownMorpeth Town 0-1 Whitby Town | Northern Premier League - Premier Division |
| 26 | Mon 1 Jan | 113-0 v Ilkeston TownWhitby Town 3-0 Ilkeston Town | Northern Premier League - Premier Division |
| 27 | Sat 3 Feb | 113-0 v Basford UnitedWhitby Town 3-0 Basford United | Northern Premier League - Premier Division |
| 28 | Tue 6 Feb | 113-1 v Northallerton TownNorthallerton Town 1-3 Whitby Town | North Riding Senior Cup Second Round |
| 29 | Sat 24 Feb | 11 2-1 v Hyde UnitedWhitby Town 2-1 Hyde United | Northern Premier League - Premier Division |
| 30 | Tue 27 Feb | 111-1 v Lancaster CityWhitby Town 1-1 Lancaster City | Northern Premier League - Premier Division |
| 31 | Sat 2 Mar | 110-2 v Gainsborough TrinityGainsborough Trinity 2-0 Whitby Town | Northern Premier League - Premier Division |
| 32 | Tue 5 Mar | 151-0 v Matlock TownWhitby Town 1-0 Matlock Town | Northern Premier League - Premier Division |
| 33 | Sat 9 Mar | 15 0-1 v Gainsborough TrinityWhitby Town 0-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 34 | Tue 12 Mar | 111-1 v Guisborough TownGuisborough Town 1-1 Whitby Town | North Riding Senior Cup Semi Final |
| 35 | Sat 16 Mar | 111-1 v Bradford (Park Avenue)Whitby Town 1-1 Bradford (Park Avenue) | Northern Premier League - Premier Division |
| 36 | Tue 19 Mar | 161-2 v GuiseleyWhitby Town 1-2 Guiseley | Northern Premier League - Premier Division |
| 37 | Sat 23 Mar | 11 5-1 v Matlock TownMatlock Town 1-5 Whitby Town | Northern Premier League - Premier Division |
| 38 | Tue 26 Mar | 111-2 v FC United of ManchesterWhitby Town 1-2 FC United of Manchester | Northern Premier League - Premier Division |
| 39 | Fri 29 Mar | 171-4 v Ashton UnitedAshton United 4-1 Whitby Town | Northern Premier League - Premier Division |
| 40 | Sat 6 Apr | 110-1 v Stafford RangersStafford Rangers 1-0 Whitby Town | Northern Premier League - Premier Division |
| 41 | Sat 13 Apr | 161-2 v RadcliffeWhitby Town 1-2 Radcliffe | Northern Premier League - Premier Division |
| 42 | Tue 16 Apr | 143-1 v Morpeth TownWhitby Town 3-1 Morpeth Town | Northern Premier League - Premier Division |
| 43 | Sat 20 Apr | 112-3 v Bamber BridgeBamber Bridge 3-2 Whitby Town | Northern Premier League - Premier Division |
| 44 | Sat 27 Apr | 11 2-0 v MacclesfieldWhitby Town 2-0 Macclesfield | Northern Premier League - Premier Division |
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