| 1 | Sat 15 Dec 2018 | 1 1-1 v Ossett UnitedCleethorpes Town 1-1 Ossett United |
| 2 | Wed 26 Dec 2018 | 14-1 v Lincoln UnitedCleethorpes Town 4-1 Lincoln United |
| 3 | Sat 5 Jan 2019 | 14-2 v Pontefract CollieriesCleethorpes Town 4-2 Pontefract Collieries |
| 4 | Sat 12 Jan 2019 | 11-1 v Tadcaster AlbionTadcaster Albion 1-1 Cleethorpes Town |
| 5 | Sat 19 Jan 2019 | 13-0 v GresleyCleethorpes Town 3-0 Gresley |
| 6 | Sat 26 Jan 2019 | 15-1 v Carlton TownCarlton Town 1-5 Cleethorpes Town |
| 7 | Sat 2 Feb 2019 | 10-1 v Marske UnitedCleethorpes Town 0-1 Marske United |
| 8 | Sat 16 Feb 2019 | 13-0 v AFC MansfieldAFC Mansfield 0-3 Cleethorpes Town |
| 9 | Sat 23 Feb 2019 | 12-1 v Pickering TownCleethorpes Town 2-1 Pickering Town |
| 10 | Sat 2 Mar 2019 | 12-0 v Pickering TownPickering Town 0-2 Cleethorpes Town |
| 11 | Sat 9 Mar 2019 | 11-3 v Marske UnitedMarske United 3-1 Cleethorpes Town |
| 12 | Tue 19 Mar 2019 | 13-1 v Wisbech TownCleethorpes Town 3-1 Wisbech Town |
| 13 | Sat 23 Mar 2019 | 14-2 v Carlton TownCleethorpes Town 4-2 Carlton Town |
| 14 | Sat 30 Mar 2019 | 12-2 v Brighouse TownBrighouse Town 2-2 Cleethorpes Town |
| 15 | Sat 6 Apr 2019 | 10-1 v Belper TownCleethorpes Town 0-1 Belper Town |
| 16 | Sat 13 Apr 2019 | 11-2 v SheffieldSheffield 2-1 Cleethorpes Town |
| 17 | Sat 20 Apr 2019 | 12-1 v Morpeth TownCleethorpes Town 2-1 Morpeth Town |
| 18 | Mon 22 Apr 2019 | 14-1 v Lincoln UnitedLincoln United 1-4 Cleethorpes Town |
| 19 | Sat 27 Apr 2019 | 16-0 v StamfordCleethorpes Town 6-0 Stamford |
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