| 1 | Tue 3 Oct | 15-3 v Matlock TownGainsborough Trinity 5-3 Matlock Town | Northern Premier League - Premier Division |
| 2 | Sat 7 Oct | 11-3 v GuiseleyGainsborough Trinity 1-3 Guiseley | Isuzu FA Trophy Third Qualifying Round |
| 3 | Sat 14 Oct | 11-1 v Warrington RylandsGainsborough Trinity 1-1 Warrington Rylands | Northern Premier League - Premier Division |
| 4 | Sat 21 Oct | 13-2 v Workington AFCWorkington AFC 2-3 Gainsborough Trinity | Northern Premier League - Premier Division |
| 5 | Tue 24 Oct | 12-2 v Ashton UnitedGainsborough Trinity 2-2 Ashton United | Northern Premier League - Premier Division |
| 6 | Sat 4 Nov | 11-0 v Lancaster CityGainsborough Trinity 1-0 Lancaster City | Northern Premier League - Premier Division |
| 7 | Sat 11 Nov | 10-1 v RadcliffeRadcliffe 1-0 Gainsborough Trinity | Northern Premier League - Premier Division |
| 8 | Sat 18 Nov | 12-1 v Bradford (Park Avenue)Gainsborough Trinity 2-1 Bradford (Park Avenue) | Northern Premier League - Premier Division |
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