| 1 | Sat 6 Jul | 43-1 v Bishop AucklandWhitby Town 3-1 Bishop Auckland | Friendly |
| 2 | Sat 13 Jul | 41-5 v Redcar AthleticRedcar Athletic 5-1 Whitby Town | Friendly |
| 3 | Sat 10 Aug | 41-2 v Bamber BridgeWhitby Town 1-2 Bamber Bridge | Northern Premier League - Premier Division |
| 4 | Tue 13 Aug | 42-0 v Matlock TownMatlock Town 0-2 Whitby Town | Northern Premier League - Premier Division |
| 5 | Sat 17 Aug | 41-0 v Warrington RylandsWarrington Rylands 0-1 Whitby Town | Northern Premier League - Premier Division |
| 6 | Mon 26 Aug | 40-2 v Stockton TownStockton Town 2-0 Whitby Town | Northern Premier League - Premier Division |
| 7 | Tue 10 Sep | 41-2 v GuiseleyWhitby Town 1-2 Guiseley | Northern Premier League - Premier Division |
| 8 | Sat 14 Sep | 41-2 v Ashton UnitedWhitby Town 1-2 Ashton United | Northern Premier League - Premier Division |
| 9 | Tue 17 Sep | 46-2 v Hebburn TownHebburn Town 2-6 Whitby Town | Northern Premier League - Premier Division |
| 10 | Sat 21 Sep | 41-3 v Workington AFCWorkington AFC 3-1 Whitby Town | Northern Premier League - Premier Division |
| 11 | Sat 28 Sep | 40-0 v Matlock TownWhitby Town 0-0 Matlock Town | Northern Premier League - Premier Division |
| 12 | Sat 5 Oct | 4 0-1 v Newton AycliffeWhitby Town 0-1 Newton Aycliffe | Isuzu FA Trophy Third Qualifying Round |
| 13 | Wed 27 Nov | 40-1 v Great Ayton United RoyalsGreat Ayton United Royals 1-0 Whitby Town | North Riding Senior Cup Second Round |
| 14 | Sat 14 Dec | 40-0 v Ilkeston TownWhitby Town 0-0 Ilkeston Town | Northern Premier League - Premier Division |
| 15 | Thu 26 Dec | 44-3 v Blyth SpartansBlyth Spartans 3-4 Whitby Town | Northern Premier League - Premier Division |
| 16 | Sat 4 Jan | 42-0 v Bamber BridgeBamber Bridge 0-2 Whitby Town | Northern Premier League - Premier Division |
| 17 | Sat 18 Jan | 40-5 v Ashton UnitedAshton United 5-0 Whitby Town | Northern Premier League - Premier Division |
| 18 | Sat 8 Feb | 40-2 v Morpeth TownWhitby Town 0-2 Morpeth Town | Northern Premier League - Premier Division |
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