| 2023-11-30 16:22:52November 30, 2023 | Basketball: Trinity Episcopal vs. St. Mary's Ryken | 50 - 61 | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2023-12-01 16:29:26December 1, 2023 | Basketball: St. Mary's Ryken vs. St. Stephen's & St. Agnes | 46 - 79 | 2023-2024 Basketball | St. Stephen's & St. Agnes School |
| 2023-12-02 16:31:48December 2, 2023 | Basketball: Grace Brethren vs. St. Mary's Ryken | 52 - 55 | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2023-12-04 16:34:01December 4, 2023 | Basketball: St. Mary's Ryken vs. Mount St. Joseph | 36 - 66 | 2023-2024 Basketball | Mount Saint Joseph High School |
| 2023-12-06 16:35:34December 6, 2023 | Basketball: King's Christian Academy vs. St. Mary's Ryken | 34 - 71 | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2023-12-09 16:36:55December 9, 2023 | Basketball: Fairfax Christian vs. St. Mary's Ryken | 67 - 51 | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2023-12-12 16:40:11December 12, 2023 | Basketball: St. Mary's Ryken vs. St. Mary's | 59 - 54 | 2023-2024 Basketball | St. Mary's School |
| 2023-12-16 16:41:27December 16, 2023 | Basketball: Wise vs. St. Mary's Ryken | 52 - 53 | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2023-12-21 14:25:31December 21, 2023 | Basketball: McNamara vs. St. Mary's Ryken | 78 - 46 | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2023-12-27 16:45:16December 27, 2023 | Basketball: St. Mary's Ryken vs. Archbishop Rummel | 50 - 58 | 2023-2024 Basketball | Tournament |
| 2023-12-28 16:46:36December 28, 2023 | Basketball: St. Mary's Ryken vs. Woodbridge | 74 - 65 | 2023-2024 Basketball | Tournament |
| 2023-12-29 16:48:50December 29, 2023 | Basketball: St. Mary's Ryken vs. Brooke Point | 57 - 43 | 2023-2024 Basketball | Tournament |
| 2024-01-03 16:30:17January 3, 2024 | Basketball: St. Mary's Ryken vs. Paul VI | 19 - 87 | 2023-2024 Basketball | Paul VI High School |
| 2024-01-04 19:00:44January 4, 2024 | Basketball: DeMatha vs. St. Mary's Ryken | 70 - 54 | 2023-2024 Basketball | St. Mary's Ryken 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 |
| 2024-01-09 19:30:27January 9, 2024 | Basketball: Good Counsel vs. St. Mary's Ryken | 19:30:27Postponed | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2024-01-10 19:30:03January 10, 2024 | Basketball: John Paul the Great vs. St. Mary's Ryken | 59 - 74 | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2024-01-12 19:30:08January 12, 2024 | Basketball: O'Connell vs. St. Mary's Ryken | 64 - 61 | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2024-01-15 10:00:43January 15, 2024 | Basketball: Virginia Academy vs. St. Mary's Ryken | 64 - 57 | 2023-2024 Basketball | The St. James Sports Complex |
| 2024-01-19 19:30:46January 19, 2024 | Basketball: St. Mary's Ryken vs. Gonzaga | 47 - 80 | 2023-2024 Basketball | Gonzaga College High School |
| 2024-01-21 15:30:27January 21, 2024 | Basketball: St. Mary's Ryken vs. Calvert Hall | 15:30:27Canceled | 2023-2024 Basketball | Harford Community College |
| 2024-01-26 19:30:28January 26, 2024 | Basketball: St. Mary's Ryken vs. Ireton | 47 - 63 | 2023-2024 Basketball | Bishop Ireton High School |
| 2024-01-28 15:30:25January 28, 2024 | Basketball: Good Counsel vs. St. Mary's Ryken | 55 - 60 | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2024-01-30 19:30:39January 30, 2024 | Basketball: Carroll vs. St. Mary's Ryken | 65 - 48 | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2024-02-02 19:30:25February 2, 2024 | Basketball: St. Mary's Ryken vs. McNamara | 62 - 65 | 2023-2024 Basketball | Bishop McNamara High School |
| 2024-02-06 19:30:04February 6, 2024 | Basketball: Paul VI vs. St. Mary's Ryken | 101 - 58 | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2024-02-09 19:30:07February 9, 2024 | Basketball: DeMatha vs. St. Mary's Ryken | 68 - 48 | 2023-2024 Basketball | St. Mary's Ryken High School |
| 2024-02-11 14:00:04February 11, 2024 | Basketball: St. John's vs. St. Mary's Ryken | 64 - 40 | 2023-2024 Basketball | St. Mary's Ryken High 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 |
| 2024-02-16 19:30:25February 16, 2024 | Basketball: St. Mary's Ryken vs. Good Counsel | 68 - 63 | 2023-2024 Basketball | Good Counsel High School |
| 2024-02-22 18:00:00February 22, 2024 | WCAC Play-In: (8) Carroll vs. (9) St. Mary’s Ryken | 67 - 66 | 2023-2024 Basketball | Archbishop Carroll High School |
