| 2023-08-25 18:00:13August 25, 2023 | Football: Ireton vs. Jackson Reed | 38 - 0 | 2023 Football Season | Jackson Reed High School |
| 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 |
| 2023-08-26 13:00:30August 26, 2023 | Football: Roosevelt vs. McNamara | 0 - 42 | 2023 Football Season | Bishop McNamara High School |
| 2023-08-26 14:00:24August 26, 2023 | Football: Gonzaga vs. Carroll | 35 - 7 | 2023 Football Season | Archbishop Carroll High School |
| 2023-08-26 14:30:36August 26, 2023 | Football: Virginia Academy vs. O'Connell | 7 - 10 | 2023 Football Season | Bishop O'Connell High School |
| 2023-08-26 16:00:21August 26, 2023 | Football: DeMatha vs. Springfield (OH) | 35 - 7 | 2023 Football Season | Springfield High School |
| 2023-08-26 20:00:53August 26, 2023 | Football: St. John's vs. American Heritage (FL) | 20 - 45 | 2023 Football Season | American Heritage |
| 2023-08-27 13:00:11August 27, 2023 | Football: Good Counsel vs. St. Edward (OH) | 7 - 28 | 2023 Football Season | Lakewood High School |
| 2023-08-31 19:00:40August 31, 2023 | Football: Virginia Academy vs. Paul VI | 6 - 21 | 2023 Football Season | Paul VI High School |
| 2023-09-01 18:00:53September 1, 2023 | Football: Carroll vs. H.D. Woodson | 0 - 12 | 2023 Football Season | H.D. Woodson High School |
| 2023-09-01 18:30:45September 1, 2023 | Football: Calvert Hall vs. Gonzaga | 0 - 26 | 2023 Football Season | Gonzaga College High School |
| 2023-09-01 19:00:10September 1, 2023 | Football: Jones (FL) vs. Good Counsel | 14 - 40 | 2023 Football Season | Good Counsel High School |
| 2023-09-01 19:00:27September 1, 2023 | Football: Ireton vs. Our Lady of Mount Carmel | 16 - 22 | 2023 Football Season | Our Lady of Mount Carmel |
| 2023-09-01 19:00:37September 1, 2023 | Football: O'Connell vs. St. Stephen's & St. Agnes | 14 - 31 | 2023 Football Season | St. Stephen's & St. Agnes School |
| 2023-09-01 19:00:46September 1, 2023 | Football: St. Michael the Archangel vs. DeMatha | 7 - 48 | 2023 Football Season | DeMatha High School |
| 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 |
| 2023-09-02 14:00:09September 2, 2023 | Football: Roosevelt vs. St. John's | 0 - 37 | 2023 Football Season | St. John's College High School |
| 2023-09-08 19:00:25September 8, 2023 | Football: Life Christian Academy vs. Good Counsel | 19:00:25Canceled | 2023 Football Season | Good Counsel High School |
| 2023-09-08 19:00:43September 8, 2023 | Football: Gonzaga vs. Fordham Prep (NY) | 45 - 0 | 2023 Football Season | Fordham Preparatory School |
| 2023-09-09 12:00:49September 9, 2023 | Football: St. John's vs. Erasmus Hall (NY) | 12:00:49Canceled | 2023 Football Season | Erasmus Hall High School |
| 2023-09-09 12:00:58September 9, 2023 | Football: St. Albans vs. O'Connell | 0 - 2 | 2023 Football Season | Bishop O'Connell 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 |
| 2023-09-09 13:00:37September 9, 2023 | Football: Riverdale Baptist vs. McNamara | 14 - 17 | 2023 Football Season | Bishop McNamara High School |
| 2023-09-09 13:30:13September 9, 2023 | Football: DeMatha vs. Freedom (VA) | 7 - 7 | 2023 Football Season | Freedom High School |
| 2023-09-11 18:00:33September 11, 2023 | Football: Potomac School vs. Paul VI | 0 - 28 | 2023 Football Season | Paul VI High School |
| 2023-09-15 16:30:39September 15, 2023 | Football: Ireton vs. St. Stephen's & St. Agnes | 28 - 17 | 2023 Football Season | St. Stephen's & St. Agnes School |
| 2023-09-15 19:00:03September 15, 2023 | Football: Gonzaga vs. Loyola Blakefield | 29 - 35 | 2023 Football Season | Loyola Blakefield |
| 2023-09-15 19:00:07September 15, 2023 | Football: Carroll vs. St. Mary's Annapolis | 15 - 20 | 2023 Football Season | St. Mary's 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 |
| 2023-09-15 19:00:21September 15, 2023 | Football: St. Michael the Archangel vs. Paul VI | 28 - 0 | 2023 Football Season | Paul VI High School |
| 2023-09-15 19:00:42September 15, 2023 | Football: Roman Catholic (PA) vs. DeMatha | 23 - 25 | 2023 Football Season | DeMatha High School |
| 2023-09-15 19:00:57September 15, 2023 | Football: McNamara vs. Moody (AL) | 14 - 10 | 2023 Football Season | Moody High School |
| 2023-09-16 12:00:07September 16, 2023 | Football: John Carroll vs. O'Connell | 22 - 13 | 2023 Football Season | Bishop O'Connell High School |
| 2023-09-16 13:00:18September 16, 2023 | Football: Good Counsel vs. Mount St. Joseph | 38 - 8 | 2023 Football Season | Mount Saint Joseph High School |
| 2023-09-16 13:00:53September 16, 2023 | Football: Gray Collegiate Academy vs. St. John's | 28 - 42 | 2023 Football Season | St. John's College High School |
| 2023-09-22 19:00:01September 22, 2023 | Football: Stone Bridge vs. Good Counsel | 19:00:017:00 pm | 2023 Football Season | Good Counsel High School |
| 2023-09-22 19:00:01September 22, 2023 | Football: Riverdale Baptist vs. Paul VI | 19:00:017:00 pm | 2023 Football Season | Paul VI High School |
| 2023-09-22 19:00:06September 22, 2023 | Football: Belen Jesuit (FL) vs. Gonzaga | 19:00:067:00 pm | 2023 Football Season | Gonzaga College High School |
| 2023-09-22 19:00:19September 22, 2023 | Football: Life Christian Academy vs. DeMatha | 19:00:197:00 pm | 2023 Football Season | DeMatha High School |
| 2023-09-23 12:00:00September 23, 2023 | Football: St. John's Catholic Prep vs. Ireton | 12:00:0012:00 pm | 2023 Football Season | Bishop Ireton High School |
| 2023-09-23 13:00:12September 23, 2023 | Football: O'Connell vs. Annapolis Area Christian | 13:00:121:00 pm | 2023 Football Season | Annapolis Area Christian School |
| 2023-09-23 14:00:23September 23, 2023 | Football: McDonogh vs. Carroll | 14:00:232:00 pm | 2023 Football Season | Archbishop Carroll High School |
| 2023-09-23 14:00:28September 23, 2023 | Football: McNamara vs. Douglass | 14:00:282:00 pm | 2023 Football Season | Douglass High School |
| 2023-09-23 14:00:38September 23, 2023 | Football: Mission Viejo (CA) vs. St. John's | 14:00:382:00 pm | 2023 Football Season | St. John's College High School |
| 2023-09-29 18:00:47September 29, 2023 | Football: Good Counsel vs. St. Mary's Ryken | 18:00:476:00 pm | 2023 Football Season | St. Mary's Ryken High School |
| 2023-09-29 19:00:03September 29, 2023 | Football: St. John's vs. Massilion (OH) | 19:00:037:00 pm | 2023 Football Season | Washington High School |
| 2023-09-29 19:00:10September 29, 2023 | Football: Friendship Collegiate Academy vs. Gonzaga | 19:00:107:00 pm | 2023 Football Season | Gonzaga College High School |
| 2023-09-29 19:00:34September 29, 2023 | Football: Clarkson North (AK) vs. DeMatha | 19:00:347:00 pm | 2023 Football Season | DeMatha High School |
| 2023-09-29 19:00:55September 29, 2023 | Football: Ireton vs. Annandale | 19:00:557:00 pm | 2023 Football Season | Annandale High School |
| 2023-09-30 13:00:11September 30, 2023 | Football: Paul VI vs. St. Albans | 13:00:111:00 pm | 2023 Football Season | St. Albans School |
| 2023-09-30 14:00:10September 30, 2023 | Football: Carroll vs. McNamara | 14:00:102:00 pm | 2023 Football Season | Bishop McNamara 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 |
| 2023-10-06 19:00:53October 6, 2023 | Football: Gonzaga vs. DeMatha | 19:00:537:00 pm | 2023 Football Season | DeMatha High School |
| 2023-10-07 14:00:31October 7, 2023 | Football: St. John Paul the Great Catholic vs. O'Connell | 14:00:312:00 pm | 2023 Football Season | Bishop O'Connell High School |
| 2023-10-07 14:00:53October 7, 2023 | Football: Ireton vs. Carroll | 14:00:532:00 pm | 2023 Football Season | Archbishop Carroll High School |
| 2023-10-07 14:00:57October 7, 2023 | Football: Good Counsel vs. St. John's | 14:00:572:00 pm | 2023 Football Season | St. John's College High School |
| 2023-10-13 18:00:53October 13, 2023 | Football: Carroll vs. Paul VI | 18:00:536:00 pm | 2023 Football Season | Paul VI High School |
| 2023-10-13 19:00:50October 13, 2023 | Football: DeMatha vs. Good Counsel | 19:00:507:00 pm | 2023 Football Season | Good Counsel 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 |
| 2023-10-14 12:00:56October 14, 2023 | Football: St. John Paul the Great Catholic vs. Ireton | 12:00:5612:00 pm | 2023 Football Season | Bishop Ireton High School |
| 2023-10-14 13:00:22October 14, 2023 | Football: McNamara vs. St. John's | 13:00:221:00 pm | 2023 Football Season | St. John's College High School |
| 2023-10-20 19:00:00October 20, 2023 | Football: St. John's vs. DeMatha | 19:00:007:00 pm | 2023 Football Season | DeMatha 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 |
| 2023-10-21 13:00:20October 21, 2023 | Football: Paul VI vs. Ireton | 13:00:201:00 pm | 2023 Football Season | Bishop Ireton High School |
| 2023-10-21 13:00:48October 21, 2023 | Football: Gonzaga vs. McNamara | 13:00:481:00 pm | 2023 Football Season | Bishop McNamara High School |
| 2023-10-21 14:00:15October 21, 2023 | Football: O'Connell vs. Carroll | 14:00:152:00 pm | 2023 Football Season | Archbishop Carroll High School |
| 2023-10-27 19:00:02October 27, 2023 | Football: Paul VI vs. St. John Paul the Great Catholic | 19:00:027:00 pm | 2023 Football Season | Saint Michael the Archangel 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 |
| 2023-10-28 12:00:14October 28, 2023 | Football: Ireton vs. O'Connell | 12:00:1412:00 pm | 2023 Football Season | Bishop O'Connell High School |
| 2023-10-28 13:00:17October 28, 2023 | Football: DeMatha vs. McNamara | 13:00:171:00 pm | 2023 Football Season | Bishop McNamara High School |
| 2023-10-28 19:00:00October 28, 2023 | Football: Good Counsel vs. Gonzaga | 19:00:007:00 pm | 2023 Football Season | Gonzaga College High School |
| 2023-11-03 19:00:06November 3, 2023 | Football: McNamara vs. Good Counsel | 19:00:067:00 pm | 2023 Football Season | Good Counsel High School |
| 2023-11-03 19:00:14November 3, 2023 | Football: O'Connell vs. Paul VI | 19:00:147:00 pm | 2023 Football Season | Paul VI 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 |
| 2023-11-04 14:00:18November 4, 2023 | Football: St. John's vs. Gonzaga | 14:00:182:00 pm | 2023 Football Season | Gonzaga College High School |
| 2023-11-04 17:00:07November 4, 2023 | Football: Carroll vs. St. John Paul the Great Catholic | 17:00:075:00 pm | 2023 Football Season | Saint John Paul the Great Catholic High School |
