| 1 | Tue 12 Nov | 170-3 v Worksop TownWorksop Town 3-0 Whitby Town | Northern Premier League - Premier Division |
| 2 | Sat 16 Nov | 144-1 v MickleoverWhitby Town 4-1 Mickleover | Northern Premier League - Premier Division |
| 3 | Wed 27 Nov | 90-1 v Great Ayton United RoyalsGreat Ayton United Royals 1-0 Whitby Town | North Riding Senior Cup Second Round |
| 4 | Sat 30 Nov | 163-0 v Lancaster CityWhitby Town 3-0 Lancaster City | Northern Premier League - Premier Division |
| 5 | Sat 7 Dec | 151-3 v GuiseleyGuiseley 3-1 Whitby Town | Northern Premier League - Premier Division |
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