| 2021-08-28 13:00:40August 28, 2021 | Football: St. Mary's Ryken @ Mount St. Joseph | 14 - 17 | Mount Saint Joseph High School |
| 2021-09-04 18:30:11September 4, 2021 | Football: St. Mary's Ryken @ St. Joseph's Prep (PA) | 0 - 40 | St. Joseph's Preparatory School |
| 2021-09-10 18:30:59September 10, 2021 | Football: St. Mary's Ryken @ Gonzaga | 0 - 19 | Gonzaga College High School |
| 2021-09-17 19:00:15September 17, 2021 | Football: Urbana @ St. Mary's Ryken | 27 - 45 | St. Mary's Ryken High School |
| 2021-09-24 19:00:16September 24, 2021 | Football: McNamara @ St. Mary's Ryken | 20 - 14 | St. Mary's Ryken High School |
| 2021-10-01 17:30:11October 1, 2021 | Football: Good Counsel @ St. Mary's Ryken | 38 - 25 | St. Mary's Ryken High School |
| 2021-10-09 13:00:23October 9, 2021 | Football: St. Mary's Ryken @ O'Connell | 30 - 0 | Bishop O'Connell High School |
| 2021-10-15 19:00:17October 15, 2021 | Football: Paul VI @ St. Mary's Ryken | 20 - 37 | St. Mary's Ryken High School |
| 2021-10-30 13:00:52October 30, 2021 | Football: St. Mary's Ryken @ Ireton | 49 - 13 | Bishop Ireton High School |
| 2021-11-05 19:00:11November 5, 2021 | Football: Carroll @ St. Mary's Ryken | 33 - 26 | St. Mary's Ryken High School |
| 2021-11-12 19:00:00November 12, 2021 | WCAC Football Playoffs: Paul VI @ St. Mary’s Ryken | 9 - 31 | St. Mary's Ryken High School |
| 2021-11-21 11:00:28November 21, 2021 | WCAC Football: 2021 Metro League Championship: St. Mary’s Ryken vs. Carroll | 24 - 12 | PG Sports & Learning Complex |
