| 1 | Sat 8 Aug | 22-0 v Workington AFCGainsborough Trinity 2-0 Workington AFC | Northern Premier League - Premier Division |
| 2 | Tue 11 Aug | 21-2 v Alfreton TownAlfreton Town 2-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 3 | Sat 15 Aug | 23-0 v FC United of ManchesterFC United of Manchester 0-3 Gainsborough Trinity | Northern Premier League - Premier Division |
| 4 | Tue 18 Aug | 24-1 v Stockton TownGainsborough Trinity 4-1 Stockton Town | Northern Premier League - Premier Division |
| 5 | Sat 22 Aug | 20-1 v BuryGainsborough Trinity 0-1 Bury | Northern Premier League - Premier Division |
| 6 | Tue 25 Aug | 22-2 v QuornQuorn 2-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 7 | Fri 28 Aug | 22-1 v Ashton UnitedAshton United 1-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 8 | Mon 31 Aug | 20-3 v Cleethorpes TownGainsborough Trinity 0-3 Cleethorpes Town | Northern Premier League - Premier Division |
| 9 | Sat 5 Sep | 24-2 v Sherwood CollierySherwood Colliery 2-4 Gainsborough Trinity | Emirates FA Cup First Qualifying Round |
| 10 | Sat 12 Sep | 20-2 v AvroGainsborough Trinity 0-2 Avro | Northern Premier League - Premier Division |
| 11 | Tue 6 Oct | 146-2 v Whitby TownWhitby Town 2-6 Gainsborough Trinity | Northern Premier League - Premier Division |
| 12 | Sat 10 Oct | 122-1 v Emley AFCEmley AFC 1-2 Gainsborough Trinity | Northern Premier League - Premier Division |
| 13 | Tue 13 Oct | 123-1 v Ilkeston TownGainsborough Trinity 3-1 Ilkeston Town | Northern Premier League - Premier Division |
| 14 | Sat 17 Oct | 24-0 v Hyde UnitedGainsborough Trinity 4-0 Hyde United | Northern Premier League - Premier Division |
| 15 | Sat 24 Oct | 22-1 v Warrington TownWarrington Town 1-2 Gainsborough Trinity | Northern Premier League - Premier Division |
Football Web Pages