| 1 | Sat 8 Dec 2018 | 41-0 v Lancaster CityLancaster City 0-1 Gainsborough Trinity | Evo-Stik League Premier Division |
| 2 | Sat 22 Dec 2018 | 40-1 v Whitby TownWhitby Town 1-0 Gainsborough Trinity | Evo-Stik League Premier Division |
| 3 | Tue 1 Jan 2019 | 42-0 v Matlock TownMatlock Town 0-2 Gainsborough Trinity | Evo-Stik League Premier Division |
| 4 | Sat 12 Jan 2019 | 44-1 v WorkingtonGainsborough Trinity 4-1 Workington | Evo-Stik League Premier Division |
| 5 | Sat 9 Feb 2019 | 4 0-1 v BuxtonBuxton 1-0 Gainsborough Trinity | Evo-Stik League Premier Division |
| 6 | Sat 16 Mar 2019 | 8 1-0 v Basford UnitedBasford United 0-1 Gainsborough Trinity | Evo-Stik League Premier Division |
| 7 | Sat 30 Mar 2019 | 8 1-2 v Warrington TownWarrington Town 2-1 Gainsborough Trinity | Evo-Stik League Premier Division |
| 8 | Sat 13 Apr 2019 | 82-0 v WorkingtonWorkington 0-2 Gainsborough Trinity | Evo-Stik League Premier Division |
| 9 | Mon 22 Apr 2019 | 82-0 v Grantham TownGrantham Town 0-2 Gainsborough Trinity | Evo-Stik League Premier Division |
| 10 | Sat 27 Apr 2019 | 80-1 v South ShieldsGainsborough Trinity 0-1 South Shields | Evo-Stik League Premier Division |
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