| 1 | Sat 18 Jan 2020 | 102-0 v RadcliffeRadcliffe 0-2 Gainsborough Trinity | BetVictor Northern Premier Division |
| 2 | Sat 25 Jan 2020 | 103-1 v Atherton CollieriesAtherton Collieries 1-3 Gainsborough Trinity | BetVictor Northern Premier Division |
| 3 | Sat 1 Feb 2020 | 101-0 v Basford UnitedGainsborough Trinity 1-0 Basford United | BetVictor Northern Premier Division |
| 4 | Tue 4 Feb 2020 | 102-1 v Stalybridge CelticStalybridge Celtic 1-2 Gainsborough Trinity | BetVictor Northern Premier Division |
| 5 | Sat 8 Feb 2020 | 103-3 v BuxtonBuxton 3-3 Gainsborough Trinity | BetVictor Northern Premier Division |
| 6 | Sat 15 Feb 2020 | 41-3 v Stalybridge CelticGainsborough Trinity 1-3 Stalybridge Celtic | BetVictor Northern Premier Division |
| 7 | Tue 18 Feb 2020 | 161-1 v Kidsgrove AthleticGainsborough Trinity 1-1 Kidsgrove Athletic | Integro League Cup Third Round |
| 8 | Sat 29 Feb 2020 | 101-4 v South ShieldsGainsborough Trinity 1-4 South Shields | BetVictor Northern Premier Division |
| 9 | Tue 3 Mar 2020 | 104-1 v RadcliffeGainsborough Trinity 4-1 Radcliffe | BetVictor Northern Premier Division |
| 10 | Sat 7 Mar 2020 | 101-0 v Lancaster CityLancaster City 0-1 Gainsborough Trinity | BetVictor Northern Premier Division |
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