| 1 | Sat 6 Jul | 53-1 v Bishop AucklandWhitby Town 3-1 Bishop Auckland | Friendly |
| 2 | Sat 13 Jul | 31-5 v Redcar AthleticRedcar Athletic 5-1 Whitby Town | Friendly |
| 3 | Sat 10 Aug | 51-2 v Bamber BridgeWhitby Town 1-2 Bamber Bridge | Northern Premier League - Premier Division |
| 4 | Tue 13 Aug | 52-0 v Matlock TownMatlock Town 0-2 Whitby Town | Northern Premier League - Premier Division |
| 5 | Sat 17 Aug | 51-0 v Warrington RylandsWarrington Rylands 0-1 Whitby Town | Northern Premier League - Premier Division |
| 6 | Tue 20 Aug | 50-0 v FC United of ManchesterWhitby Town 0-0 FC United of Manchester | Northern Premier League - Premier Division |
| 7 | Sat 24 Aug | 52-3 v MacclesfieldWhitby Town 2-3 Macclesfield | Northern Premier League - Premier Division |
| 8 | Mon 26 Aug | 30-2 v Stockton TownStockton Town 2-0 Whitby Town | Northern Premier League - Premier Division |
| 9 | Sat 31 Aug | 52-2 v MossleyMossley 2-2 Whitby Town | Emirates FA Cup First Qualifying Round |
| 10 | Tue 3 Sep | 53-3 v MossleyWhitby Town 3-3 Mossley | Emirates FA Cup First Qualifying Round Replay |
| 11 | Sat 7 Sep | 51-5 v Ilkeston TownIlkeston Town 5-1 Whitby Town | Northern Premier League - Premier Division |
| 12 | Sat 14 Sep | 31-2 v Ashton UnitedWhitby Town 1-2 Ashton United | Northern Premier League - Premier Division |
| 13 | Tue 17 Sep | 56-2 v Hebburn TownHebburn Town 2-6 Whitby Town | Northern Premier League - Premier Division |
| 14 | Sat 21 Sep | 51-3 v Workington AFCWorkington AFC 3-1 Whitby Town | Northern Premier League - Premier Division |
| 15 | Sat 28 Sep | 30-0 v Matlock TownWhitby Town 0-0 Matlock Town | Northern Premier League - Premier Division |
| 16 | Sat 5 Oct | 3 0-1 v Newton AycliffeWhitby Town 0-1 Newton Aycliffe | Isuzu FA Trophy Third Qualifying Round |
| 17 | Sat 12 Oct | 31-1 v Morpeth TownMorpeth Town 1-1 Whitby Town | Northern Premier League - Premier Division |
| 18 | Sat 19 Oct | 30-0 v Leek TownWhitby Town 0-0 Leek Town | Northern Premier League - Premier Division |
| 19 | Sat 2 Nov | 62-1 v Prescot CablesWhitby Town 2-1 Prescot Cables | Northern Premier League - Premier Division |
| 20 | Tue 5 Nov | 6 0-2 v Gainsborough TrinityWhitby Town 0-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 21 | Sat 9 Nov | 64-3 v Basford UnitedBasford United 3-4 Whitby Town | Northern Premier League - Premier Division |
| 22 | Tue 12 Nov | 3 0-3 v Worksop TownWorksop Town 3-0 Whitby Town | Northern Premier League - Premier Division |
| 23 | Sat 16 Nov | 64-1 v MickleoverWhitby Town 4-1 Mickleover | Northern Premier League - Premier Division |
| 24 | Sat 30 Nov | 63-0 v Lancaster CityWhitby Town 3-0 Lancaster City | Northern Premier League - Premier Division |
| 25 | Sat 14 Dec | 60-0 v Ilkeston TownWhitby Town 0-0 Ilkeston Town | Northern Premier League - Premier Division |
| 26 | Wed 1 Jan | 60-2 v Stockton TownWhitby Town 0-2 Stockton Town | Northern Premier League - Premier Division |
| 27 | Sat 4 Jan | 32-0 v Bamber BridgeBamber Bridge 0-2 Whitby Town | Northern Premier League - Premier Division |
| 28 | Sat 18 Jan | 30-5 v Ashton UnitedAshton United 5-0 Whitby Town | Northern Premier League - Premier Division |
| 29 | Sat 25 Jan | 61-3 v Workington AFCWhitby Town 1-3 Workington AFC | Northern Premier League - Premier Division |
| 30 | Sat 8 Feb | 30-2 v Morpeth TownWhitby Town 0-2 Morpeth Town | Northern Premier League - Premier Division |
| 31 | Sat 15 Feb | 142-1 v Leek TownLeek Town 1-2 Whitby Town | Northern Premier League - Premier Division |
| 32 | Tue 18 Feb | 151-1 v Hebburn TownWhitby Town 1-1 Hebburn Town | Northern Premier League - Premier Division |
| 33 | Sat 22 Feb | 5 0-1 v Prescot CablesPrescot Cables 1-0 Whitby Town | Northern Premier League - Premier Division |
| 34 | Sat 1 Mar | 31-3 v Worksop TownWhitby Town 1-3 Worksop Town | Northern Premier League - Premier Division |
| 35 | Sat 15 Mar | 141-0 v Basford UnitedWhitby Town 1-0 Basford United | Northern Premier League - Premier Division |
| 36 | Sat 22 Mar | 53-4 v MickleoverMickleover 4-3 Whitby Town | Northern Premier League - Premier Division |
| 37 | Tue 25 Mar | 51-2 v Gainsborough TrinityGainsborough Trinity 2-1 Whitby Town | Northern Premier League - Premier Division |
| 38 | Sat 29 Mar | 151-2 v Hyde UnitedWhitby Town 1-2 Hyde United | Northern Premier League - Premier Division |
| 39 | Sat 5 Apr | 151-0 v Lancaster CityLancaster City 0-1 Whitby Town | Northern Premier League - Premier Division |
| 40 | Fri 18 Apr | 143-2 v FC United of ManchesterFC United of Manchester 2-3 Whitby Town | Northern Premier League - Premier Division |
| 41 | Mon 21 Apr | 61-0 v Blyth SpartansWhitby Town 1-0 Blyth Spartans | Northern Premier League - Premier Division |
| 42 | Sat 26 Apr | 140-4 v MacclesfieldMacclesfield 4-0 Whitby Town | Northern Premier League - Premier Division |
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