| 2023-08-25 19:00:21August 25, 2023 | Football: St. Mary's Ryken vs. Rock Creek Christian Academy | 21 - 34 | 2023 Football Season | The St. James Sports Complex |
| 2023-09-01 19:00:50September 1, 2023 | Football: McNamara vs. St. Mary's Ryken | 40 - 0 | 2023 Football Season | St. Mary's Ryken High School |
| 2023-09-09 13:00:05September 9, 2023 | Football: St. Mary's Ryken vs. Mount St. Joseph | 42 - 7 | 2023 Football Season | Mount Saint Joseph High School |
| 2023-09-15 19:00:18September 15, 2023 | Football: Trinity Episcopal vs. St. Mary's Ryken | 35 - 6 | 2023 Football Season | St. Mary's Ryken High School |
| 2023-09-29 18:00:47September 29, 2023 | Football: Good Counsel vs. St. Mary's Ryken | 42 - 6 | 2023 Football Season | St. Mary's Ryken High School |
| 2023-10-06 19:00:40October 6, 2023 | Football: Paul VI vs. St. Mary's Ryken | 19:00:407:00 pm | 2023 Football Season | St. Mary's Ryken High School |
| 2023-10-14 12:00:22October 14, 2023 | Football: St. Mary's Ryken vs. O'Connell | 12:00:2212:00 pm | 2023 Football Season | Bishop O'Connell High School |
| 2023-10-20 19:00:13October 20, 2023 | Football: St. Mary's Ryken vs. St. John Paul the Great Catholic | 19:00:137:00 pm | 2023 Football Season | Saint John Paul the Great Catholic High School |
| 2023-10-27 19:00:55October 27, 2023 | Football: Carroll vs. St. Mary's Ryken | 19:00:557:00 pm | 2023 Football Season | St. Mary's Ryken High School |
| 2023-11-04 13:00:24November 4, 2023 | Football: St. Mary's Ryken vs. Ireton | 13:00:241:00 pm | 2023 Football Season | Bishop Ireton High School |
