| 1 | Tue 14 Jul | 10-3 v West Auckland TownWest Auckland Town 3-0 Whitby Town | Friendly |
| 2 | Sat 8 Aug | 12-1 v Leek TownLeek Town 1-2 Whitby Town | Northern Premier League - Premier Division |
| 3 | Tue 11 Aug | 10-2 v GuiseleyWhitby Town 0-2 Guiseley | Northern Premier League - Premier Division |
| 4 | Sat 15 Aug | 12-0 v Ilkeston TownWhitby Town 2-0 Ilkeston Town | Northern Premier League - Premier Division |
| 5 | Tue 18 Aug | 10-2 v Ashton UnitedAshton United 2-0 Whitby Town | Northern Premier League - Premier Division |
| 6 | Sat 22 Aug | 10-5 v Warrington TownWhitby Town 0-5 Warrington Town | Northern Premier League - Premier Division |
| 7 | Tue 25 Aug | 10-6 v Cleethorpes TownCleethorpes Town 6-0 Whitby Town | Northern Premier League - Premier Division |
| 8 | Sat 29 Aug | 16-3 v QuornQuorn 3-6 Whitby Town | Northern Premier League - Premier Division |
| 9 | Mon 31 Aug | 11-4 v Alfreton TownWhitby Town 1-4 Alfreton Town | Northern Premier League - Premier Division |
| 10 | Sat 12 Sep | 13-1 v Hyde UnitedHyde United 1-3 Whitby Town | Northern Premier League - Premier Division |
| 11 | Tue 29 Sep | 11-2 v Lancaster CityWhitby Town 1-2 Lancaster City | Northern Premier League - Premier Division |
| 12 | Tue 6 Oct | 12-6 v Gainsborough TrinityWhitby Town 2-6 Gainsborough Trinity | Northern Premier League - Premier Division |
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