| 1 | Tue 14 Jul | 60-3 v West Auckland TownWest Auckland Town 3-0 Whitby Town | Friendly |
| 2 | Sat 8 Aug | 62-1 v Leek TownLeek Town 1-2 Whitby Town | Northern Premier League - Premier Division |
| 3 | Tue 11 Aug | 40-2 v GuiseleyWhitby Town 0-2 Guiseley | Northern Premier League - Premier Division |
| 4 | Sat 15 Aug | 62-0 v Ilkeston TownWhitby Town 2-0 Ilkeston Town | Northern Premier League - Premier Division |
| 5 | Tue 18 Aug | 30-2 v Ashton UnitedAshton United 2-0 Whitby Town | Northern Premier League - Premier Division |
| 6 | Sat 22 Aug | 30-5 v Warrington TownWhitby Town 0-5 Warrington Town | Northern Premier League - Premier Division |
| 7 | Tue 25 Aug | 30-6 v Cleethorpes TownCleethorpes Town 6-0 Whitby Town | Northern Premier League - Premier Division |
| 8 | Mon 31 Aug | 161-4 v Alfreton TownWhitby Town 1-4 Alfreton Town | Northern Premier League - Premier Division |
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