| 1 | 19/9/2020 | 7 2-0 v Hyde UnitedGainsborough Trinity 2-0 Hyde United | Northern Premier League - Premier Division |
| 2 | 22/9/2020 | 70-3 v AFC MansfieldAFC Mansfield 3-0 Gainsborough Trinity | Emirates FA Cup First Qualifying Round |
| 3 | 26/9/2020 | 7 0-3 v Warrington TownWarrington Town 3-0 Gainsborough Trinity | Northern Premier League - Premier Division |
| 4 | 29/9/2020 | 14 5-1 v Whitby TownGainsborough Trinity 5-1 Whitby Town | Northern Premier League - Premier Division |
| 5 | 17/10/2020 | 81-3 v Witton AlbionGainsborough Trinity 1-3 Witton Albion | Northern Premier League - Premier Division |
| 6 | 20/10/2020 | 8 3-2 v Stalybridge CelticGainsborough Trinity 3-2 Stalybridge Celtic | Northern Premier League - Premier Division |
| 7 | 24/10/2020 | 81-2 v RadcliffeRadcliffe 2-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 8 | 27/10/2020 | 121-0 v Bamber BridgeBamber Bridge 0-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 9 | 31/10/2020 | 72-4 v Peterborough SportsPeterborough Sports 4-2 Gainsborough Trinity | Buildbase FA Trophy Third Qualifying Round |
| 10 | 3/11/2020 | 7 0-1 v South ShieldsGainsborough Trinity 0-1 South Shields | Northern Premier League - Premier Division |
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