| 1 | Tue 4 Jul 2023 | 23-1 v Horbury TownHorbury Town 1-3 Ossett United | Friendly |
| 2 | Fri 14 Jul 2023 | 21-0 v Tadcaster AlbionTadcaster Albion 0-1 Ossett United | Friendly |
| 3 | Tue 18 Jul 2023 | 22-0 v Hemsworth Miners WelfareHemsworth Miners Welfare 0-2 Ossett United | Friendly |
| 4 | Sat 22 Jul 2023 | 2 1-4 v Goole AFCGoole AFC 4-1 Ossett United | Friendly |
| 5 | Tue 25 Jul 2023 | 20-3 v Garforth TownGarforth Town 3-0 Ossett United | Friendly |
| 6 | Sat 5 Aug 2023 | 22-0 v 1874 NorthwichOssett United 2-0 1874 Northwich | Emirates FA Cup Extra Preliminary Round |
| 7 | Sat 12 Aug 2023 | 2 1-3 v SheffieldSheffield 3-1 Ossett United | Northern Premier League - East Division |
| 8 | Tue 15 Aug 2023 | 22-4 v DunstonOssett United 2-4 Dunston | Northern Premier League - East Division |
| 9 | Sat 19 Aug 2023 | 2 2-0 v WythenshaweOssett United 2-0 Wythenshawe | Emirates FA Cup Preliminary Round |
| 10 | Tue 22 Aug 2023 | 21-0 v Ashington AFCAshington AFC 0-1 Ossett United | Northern Premier League - East Division |
| 11 | Sat 26 Aug 2023 | 20-1 v Stockton TownOssett United 0-1 Stockton Town | Northern Premier League - East Division |
| 12 | Mon 28 Aug 2023 | 20-4 v Pontefract CollieriesPontefract Collieries 4-0 Ossett United | Northern Premier League - East Division |
| 13 | Sat 2 Sep 2023 | 20-3 v Marske UnitedOssett United 0-3 Marske United | Emirates FA Cup First Qualifying Round |
| 14 | Sat 9 Sep 2023 | 21-2 v North FerribyNorth Ferriby 2-1 Ossett United | Isuzu FA Trophy First Qualifying Round |
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