| 2023-11-28 15:48:41November 28, 2023 | Basketball: St. John Paul the Great vs. The Heights | 91 - 86 | 2023-2024 Basketball | The Heights School |
| 2023-11-30 15:50:39November 30, 2023 | Basketball: The Heights vs. Potomac School | 64 - 78 | 2023-2024 Basketball | Potomac School |
| 2023-11-30 17:00:54November 30, 2023 | Basketball: Paul VI vs. The Heights | 122 - 35 | 2023-2024 Basketball | The Heights School |
| 2023-12-02 15:53:03December 2, 2023 | Basketball: The Heights vs. St. John Paul the Great | 67 - 84 | 2023-2024 Basketball | Tournament |
| 2023-12-05 15:57:56December 5, 2023 | Basketball: Seton vs. The Heights | 71 - 62 | 2023-2024 Basketball | The Heights School |
| 2023-12-22 15:59:52December 22, 2023 | Basketball: The Heights vs. St. Andrew's | 57 - 68 | 2023-2024 Basketball | St. Andrew's Episcopal School |
| 2023-12-23 16:03:37December 23, 2023 | Basketball: New Hope Academy vs. The Heights | 90 - 76 | 2023-2024 Basketball | The Heights School |
| 2024-01-02 18:00:09January 2, 2024 | Basketball: Good Counsel vs. The Heights | 85 - 70 | 2023-2024 Basketball | The Heights School |
| 2024-01-04 18:00:13January 4, 2024 | Basketball: The Heights vs. McNamara | 61 - 88 | 2023-2024 Basketball | Bishop McNamara High School |
| 2024-01-06 12:00:38January 6, 2024 | Basketball: The Heights vs. St. Mary's Ryken | 67 - 78 | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2024-01-08 18:00:05January 8, 2024 | Basketball: Georgetown Prep vs. The Heights | 84 - 62 | 2023-2024 Basketball | The Heights School |
| 2024-01-10 19:30:20January 10, 2024 | Basketball: The Heights vs. DeMatha | 67 - 106 | 2023-2024 Basketball | DeMatha High School |
| 2024-01-12 18:00:56January 12, 2024 | Basketball: St. John's vs. The Heights | 90 - 71 | 2023-2024 Basketball | The Heights School |
| 2024-01-19 18:00:36January 19, 2024 | Basketball: O'Connell vs. The Heights | 18:00:36Postponed | 2023-2024 Basketball | The Heights School |
| 2024-01-23 18:30:08January 23, 2024 | Basketball: The Heights vs. Carroll | 47 - 81 | 2023-2024 Basketball | Archbishop Carroll High School |
| 2024-01-25 18:00:22January 25, 2024 | Basketball: Ireton vs. The Heights | 85 - 40 | 2023-2024 Basketball | The Heights School |
| 2024-01-26 19:30:17January 26, 2024 | Basketball: The Heights vs. Gonzaga | 51 - 84 | 2023-2024 Basketball | Gonzaga College High School |
| 2024-01-30 18:15:20January 30, 2024 | Basketball: The Heights vs. St. John Paul the Great | 80 - 77 | 2023-2024 Basketball | Saint John Paul the Great Catholic High School |
| 2024-02-02 19:30:05February 2, 2024 | Basketball: The Heights vs. Paul VI | 59 - 95 | 2023-2024 Basketball | Paul VI High School |
| 2024-02-06 18:00:03February 6, 2024 | Basketball: The Heights vs. Good Counsel | 70 - 81 | 2023-2024 Basketball | Good Counsel High School |
| 2024-02-08 12:46:38February 8, 2024 | Basketball: The Heights vs. O'Connell | 29 - 83 | 2023-2024 Basketball | Bishop O'Connell High School |
| 2024-02-09 18:00:43February 9, 2024 | Basketball: McNamara vs. The Heights | 94 - 72 | 2023-2024 Basketball | The Heights School |
| 2024-02-13 18:00:07February 13, 2024 | Basketball: St. Mary's Ryken vs. The Heights | 75 - 59 | 2023-2024 Basketball | The Heights School |
| 2024-02-15 18:00:10February 15, 2024 | Basketball: The Heights vs. Avalon | 61 - 51 | 2023-2024 Basketball | |
| 2024-02-16 18:00:23February 16, 2024 | Basketball: DeMatha vs. The Heights | 95 - 62 | 2023-2024 Basketball | The Heights School |
| 2024-02-22 18:00:00February 22, 2024 | WCAC Play-In: (6) DeMatha vs. (11) The Heights | 2 - 0 | 2023-2024 Basketball | DeMatha High School |
