| 1 | Tue 25 Aug | 18 0-6 v Cleethorpes TownCleethorpes Town 6-0 Whitby Town | Northern Premier League - Premier Division |
| 2 | Sat 29 Aug | 176-3 v QuornQuorn 3-6 Whitby Town | Northern Premier League - Premier Division |
| 3 | Mon 31 Aug | 141-4 v Alfreton TownWhitby Town 1-4 Alfreton Town | Northern Premier League - Premier Division |
| 4 | Sat 12 Sep | 163-1 v Hyde UnitedHyde United 1-3 Whitby Town | Northern Premier League - Premier Division |
| 5 | Tue 13 Oct | 52-1 v Workington AFCWorkington AFC 1-2 Whitby Town | Northern Premier League - Premier Division |
| 6 | Sat 17 Oct | 51-0 v Curzon AshtonWhitby Town 1-0 Curzon Ashton | Northern Premier League - Premier Division |
| 7 | Sat 24 Oct | 5 2-4 v FC United of ManchesterFC United of Manchester 4-2 Whitby Town | Northern Premier League - Premier Division |
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