| 2023-12-01 18:45:00December 1, 2023 | Upper Merion vs Great Valley | 26 - 32 | Upper Merion | Recap |
| 2023-12-08 15:30:00December 8, 2023 | Upper Merion vs Sacred Heart Academy | 36 - 35 | Sacred Heart Academy | Recap |
| 2023-12-11 18:45:00December 11, 2023 | Collegium Charter vs Upper Merion | 35 - 53 | Upper Merion | Recap |
| 2023-12-13 18:45:00December 13, 2023 | Chichester vs Upper Merion | 13 - 44 | Upper Merion | Recap |
| 2023-12-15 18:45:00December 15, 2023 | Pottstown vs Upper Merion | 20 - 34 | Upper Merion | Recap |
| 2023-12-19 18:45:00December 19, 2023 | Upper Merion vs Upper Perkiomen | 47 - 24 | Upper Perkiomen | Recap |
| 2023-12-21 18:45:00December 21, 2023 | Boyertown vs Upper Merion | 20 - 32 | Upper Merion | Recap |
| 2023-12-28 15:00:00December 28, 2023 | Daniel Boone vs Upper Merion | 21 - 30 | Upper Merion Holiday Tournament | Recap |
| 2023-12-29 15:00:00December 29, 2023 | William Tennent vs Upper Merion | 59 - 28 | Upper Merion Holiday Tournament | Recap |
| 2024-01-03 18:45:00January 3, 2024 | Upper Merion vs Phoenixville | 29 - 52 | Phoenixville | Recap |
| 2024-01-05 18:45:00January 5, 2024 | Pottsgrove vs Upper Merion | 23 - 57 | Upper Merion | Recap |
| 2024-01-10 18:45:00January 10, 2024 | Upper Merion vs. Norristown | 37 - 38 | Norristown | Recap |
| 2024-01-11 18:45:00January 11, 2024 | Upper Merion vs Pope John Paul II | 53 - 55 | Pope John Paul II | Recap |
| 2024-01-13 12:30:00January 13, 2024 | Strath Haven vs Upper Merion | 47 - 39 | Upper Merion | Recap |
| 2024-01-17 18:45:00January 17, 2024 | Upper Merion vs Pottstown | 44 - 27 | Pottstown | Recap |
| 2024-01-18 18:45:00January 18, 2024 | Perkiomen Valley vs Upper Merion | 65 - 22 | Upper Merion | Recap |
| 2024-01-23 18:45:00January 23, 2024 | Upper Perkiomen vs Upper Merion | 22 - 33 | Upper Merion | Recap |
| 2024-01-25 18:45:00January 25, 2024 | Phoenixville vs Upper Merion | 47 - 32 | Upper Merion | Recap |
| 2024-01-30 18:45:00January 30, 2024 | Upper Merion vs Pottsgrove | 45 - 32 | Pottsgrove | Recap |
| 2024-02-01 18:45:00February 1, 2024 | Pope John Paul II vs Upper Merion | 32 - 40 | Upper Merion | Recap |
| 2024-02-03 13:30:00February 3, 2024 | Upper Merion vs Mount Saint Joseph | 22 - 38 | Mount Saint Joseph | Recap |
| 2024-02-06 18:30:00February 6, 2024 | Upper Merion vs Interboro | 48 - 18 | Interboro | Recap |
| 2024-02-08 19:45:00February 8, 2024 | Pope John Paul II vs Upper Merion (PAC Quarterfinals) | 32 - 26 | Spring-Ford | Recap |
| 2024-02-16 19:00:34February 16, 2024 | (12) Upper Merion vs. (5) Lower Moreland (District 1 Class 5A First Round) | 41 - 55 | Lower Moreland | Recap |
