| 1 | Sat 5 Sep 2020 | 40-5 v Cleethorpes TownCleethorpes Town 5-0 Gainsborough Trinity | Friendly |
| 2 | Sat 19 Sep 2020 | 42-0 v Hyde UnitedGainsborough Trinity 2-0 Hyde United | Northern Premier League - Premier Division |
| 3 | Tue 22 Sep 2020 | 40-3 v AFC MansfieldAFC Mansfield 3-0 Gainsborough Trinity | Emirates FA Cup First Qualifying Round |
| 4 | Sat 26 Sep 2020 | 40-3 v Warrington TownWarrington Town 3-0 Gainsborough Trinity | Northern Premier League - Premier Division |
| 5 | Tue 20 Oct 2020 | 33-2 v Stalybridge CelticGainsborough Trinity 3-2 Stalybridge Celtic | Northern Premier League - Premier Division |
| 6 | Sat 24 Oct 2020 | 21-2 v RadcliffeRadcliffe 2-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 7 | Tue 27 Oct 2020 | 51-0 v Bamber BridgeBamber Bridge 0-1 Gainsborough Trinity | Northern Premier League - Premier Division |
| 8 | Sat 31 Oct 2020 | 52-4 v Peterborough SportsPeterborough Sports 4-2 Gainsborough Trinity | Buildbase FA Trophy Third Qualifying Round |
| 9 | Tue 3 Nov 2020 | 60-1 v South ShieldsGainsborough Trinity 0-1 South Shields | Northern Premier League - Premier Division |
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