| 1 | Tue 14 Jul | 50-3 v West Auckland TownWest Auckland Town 3-0 Whitby Town | Friendly |
| 2 | Sat 8 Aug | 52-1 v Leek TownLeek Town 1-2 Whitby Town | Northern Premier League - Premier Division |
| 3 | Tue 11 Aug | 50-2 v GuiseleyWhitby Town 0-2 Guiseley | Northern Premier League - Premier Division |
| 4 | Sat 15 Aug | 52-0 v Ilkeston TownWhitby Town 2-0 Ilkeston Town | Northern Premier League - Premier Division |
| 5 | Tue 18 Aug | 50-2 v Ashton UnitedAshton United 2-0 Whitby Town | Northern Premier League - Premier Division |
| 6 | Sat 22 Aug | 5 0-5 v Warrington TownWhitby Town 0-5 Warrington Town | Northern Premier League - Premier Division |
| 7 | Tue 25 Aug | 50-6 v Cleethorpes TownCleethorpes Town 6-0 Whitby Town | Northern Premier League - Premier Division |
| 8 | Sat 29 Aug | 66-3 v QuornQuorn 3-6 Whitby Town | Northern Premier League - Premier Division |
| 9 | Mon 31 Aug | 61-4 v Alfreton TownWhitby Town 1-4 Alfreton Town | Northern Premier League - Premier Division |
| 10 | Sat 12 Sep | 63-1 v Hyde UnitedHyde United 1-3 Whitby Town | Northern Premier League - Premier Division |
| 11 | Tue 29 Sep | 51-2 v Lancaster CityWhitby Town 1-2 Lancaster City | Northern Premier League - Premier Division |
| 12 | Tue 6 Oct | 52-6 v Gainsborough TrinityWhitby Town 2-6 Gainsborough Trinity | Northern Premier League - Premier Division |
| 13 | Sat 10 Oct | 40-0 v Bamber BridgeWhitby Town 0-0 Bamber Bridge | Northern Premier League - Premier Division |
| 14 | Tue 13 Oct | 42-1 v Workington AFCWorkington AFC 1-2 Whitby Town | Northern Premier League - Premier Division |
| 15 | Sat 17 Oct | 41-0 v Curzon AshtonWhitby Town 1-0 Curzon Ashton | Northern Premier League - Premier Division |
| 16 | Sat 24 Oct | 42-4 v FC United of ManchesterFC United of Manchester 4-2 Whitby Town | Northern Premier League - Premier Division |
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