| 1 | Sat 16 Dec | 43-2 v Atherton CollieriesAtherton Collieries 2-3 Whitby Town | Northern Premier League - Premier Division |
| 2 | Tue 19 Dec | 4 1-0 v Stafford RangersWhitby Town 1-0 Stafford Rangers | Northern Premier League - Premier Division |
| 3 | Sat 23 Dec | 41-1 v MarineWhitby Town 1-1 Marine | Northern Premier League - Premier Division |
| 4 | Tue 26 Dec | 41-0 v Morpeth TownMorpeth Town 0-1 Whitby Town | Northern Premier League - Premier Division |
| 5 | Mon 1 Jan | 43-0 v Ilkeston TownWhitby Town 3-0 Ilkeston Town | Northern Premier League - Premier Division |
| 6 | Sat 6 Jan | 40-1 v Worksop TownWorksop Town 1-0 Whitby Town | Northern Premier League - Premier Division |
| 7 | Sat 13 Jan | 40-1 v Warrington RylandsWarrington Rylands 1-0 Whitby Town | Northern Premier League - Premier Division |
| 8 | Sat 27 Jan | 40-0 v Workington AFCWorkington AFC 0-0 Whitby Town | Northern Premier League - Premier Division |
| 9 | Sat 3 Feb | 173-0 v Basford UnitedWhitby Town 3-0 Basford United | Northern Premier League - Premier Division |
| 10 | Tue 6 Feb | 53-1 v Northallerton TownNorthallerton Town 1-3 Whitby Town | North Riding Senior Cup Second Round |
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