| 1 | Sat 30 Nov | 23-0 v Lancaster CityWhitby Town 3-0 Lancaster City | Northern Premier League - Premier Division |
| 2 | Sat 7 Dec | 6 1-3 v GuiseleyGuiseley 3-1 Whitby Town | Northern Premier League - Premier Division |
| 3 | Sat 14 Dec | 20-0 v Ilkeston TownWhitby Town 0-0 Ilkeston Town | Northern Premier League - Premier Division |
| 4 | Wed 1 Jan | 140-2 v Stockton TownWhitby Town 0-2 Stockton Town | Northern Premier League - Premier Division |
| 5 | Sat 18 Jan | 12 0-5 v Ashton UnitedAshton United 5-0 Whitby Town | Northern Premier League - Premier Division |
| 6 | Sat 25 Jan | 2 1-3 v Workington AFCWhitby Town 1-3 Workington AFC | Northern Premier League - Premier Division |
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