| 2023-09-16 14:00:44September 16, 2023 | Football: St. Albans vs. Jackson Reed | 40 - 3 | IAC Football, Stars Division | 2023 Football Season | Jackson Reed High School |
| 2023-09-16 14:00:04September 16, 2023 | Football: St. James vs. Our Lady of Mount Carmel | 28 - 21 | MAC Football | 2023 Football Season | Our Lady of Mount Carmel |
| 2023-09-16 13:00:53September 16, 2023 | Football: Gray Collegiate Academy vs. St. John's | 28 - 42 | WCAC Upper Division | 2023 Football Season | St. John's College High School |
| 2023-09-16 13:00:27September 16, 2023 | Football: Benedictine vs. Flint Hill | 41 - 6 | MAC Football | 2023 Football Season | Flint Hill School |
| 2023-09-16 13:00:18September 16, 2023 | Football: Good Counsel vs. Mount St. Joseph | 38 - 8 | WCAC Upper Division | 2023 Football Season | Mount Saint Joseph High School |
| 2023-09-16 12:00:07September 16, 2023 | Football: John Carroll vs. O'Connell | 22 - 13 | WCAC Lower Division | 2023 Football Season | Bishop O'Connell High School |
| 2023-09-15 19:00:57September 15, 2023 | Football: McNamara vs. Moody (AL) | 14 - 10 | WCAC Upper Division | 2023 Football Season | Moody High School |
| 2023-09-15 19:00:42September 15, 2023 | Football: Roman Catholic (PA) vs. DeMatha | 23 - 25 | WCAC Upper Division | 2023 Football Season | DeMatha High School |
| 2023-09-15 19:00:21September 15, 2023 | Football: St. Michael the Archangel vs. Paul VI | 28 - 0 | WCAC Lower Division | 2023 Football Season | Paul VI High School |
| 2023-09-15 19:00:18September 15, 2023 | Football: Trinity Episcopal vs. St. Mary's Ryken | 35 - 6 | WCAC Lower Division | 2023 Football Season | St. Mary's Ryken High School |
| 2023-09-15 19:00:07September 15, 2023 | Football: Carroll vs. St. Mary's Annapolis | 15 - 20 | WCAC Lower Division | 2023 Football Season | St. Mary's School |
| 2023-09-15 19:00:03September 15, 2023 | Football: Gonzaga vs. Loyola Blakefield | 29 - 35 | WCAC Upper Division | 2023 Football Season | Loyola Blakefield |
| 2023-09-15 18:00:34September 15, 2023 | Football: Woodberry Forest vs. Georgetown Prep | 25 - 28 | IAC Football | 2023 Football Season | Georgetown Preparatory School |
| 2023-09-15 16:30:39September 15, 2023 | Football: Ireton vs. St. Stephen's & St. Agnes | 28 - 17 | IAC Football, WCAC Lower Division | 2023 Football Season | St. Stephen's & St. Agnes School |
| 2023-09-14 19:00:48September 14, 2023 | Football: Roosevelt vs. Bullis | 8 - 28 | IAC Football, Stars Division | 2023 Football Season | Bullis School |
| 2023-09-14 16:30:54September 14, 2023 | Football: Severn vs. Maret | 21 - 43 | MAC Football | 2023 Football Season | Maret School |
| 2023-09-11 18:00:33September 11, 2023 | Football: Potomac School vs. Paul VI | 0 - 28 | MAC Football, WCAC Lower Division | 2023 Football Season | Paul VI High School |
| 2023-09-11 16:00:46September 11, 2023 | Football: St. Michael the Archangel vs. Episcopal | 22 - 26 | IAC Football | 2023 Football Season | Episcopal High School |
| 2023-09-09 14:00:13September 9, 2023 | Football: St. James vs. Kiski School (PA) | 31 - 0 | MAC Football | 2023 Football Season | The Kiski School |
| 2023-09-09 13:30:13September 9, 2023 | Football: DeMatha vs. Freedom (VA) | 7 - 7 | WCAC Upper Division | 2023 Football Season | Freedom High School |
| 2023-09-09 13:00:37September 9, 2023 | Football: Riverdale Baptist vs. McNamara | 14 - 17 | WCAC Upper Division | 2023 Football Season | Bishop McNamara High School |
| 2023-09-09 13:00:05September 9, 2023 | Football: St. Mary's Ryken vs. Mount St. Joseph | 42 - 7 | WCAC Lower Division | 2023 Football Season | Mount Saint Joseph High School |
| 2023-09-09 12:00:58September 9, 2023 | Football: St. Albans vs. O'Connell | 0 - 2 | IAC Football, WCAC Lower Division | 2023 Football Season | Bishop O'Connell High School |
| 2023-09-09 12:00:49September 9, 2023 | Football: St. John's vs. Erasmus Hall (NY) | 12:00:49Canceled | WCAC Upper Division | 2023 Football Season | Erasmus Hall High School |
| 2023-09-08 19:00:43September 8, 2023 | Football: Gonzaga vs. Fordham Prep (NY) | 45 - 0 | WCAC Upper Division | 2023 Football Season | Fordham Preparatory School |
| 2023-09-08 19:00:25September 8, 2023 | Football: Life Christian Academy vs. Good Counsel | 19:00:25Canceled | WCAC Upper Division | 2023 Football Season | Good Counsel High School |
| 2023-09-08 19:00:12September 8, 2023 | Football: Loyola Blakefield vs. Georgetown Prep | 7 - 23 | IAC Football | 2023 Football Season | Georgetown Preparatory School |
| 2023-09-08 19:00:05September 8, 2023 | Football: Maret vs. St. Stephen's & St. Agnes | 51 - 17 | IAC Football, MAC Football | 2023 Football Season | St. Stephen's & St. Agnes School |
| 2023-09-08 18:30:54September 8, 2023 | Football: Flint Hill vs. St. Christopher's | 13 - 27 | MAC Football | 2023 Football Season | St. Christopher's School |
| 2023-09-08 16:00:10September 8, 2023 | Football: St. Paul's vs. Landon | 0 - 24 | IAC Football | 2023 Football Season | Landon School |
| 2023-09-02 19:00:12September 2, 2023 | Football: North Cross (VA) vs. St. James | 51 - 6 | MAC Football | 2023 Football Season | Saint James School |
| 2023-09-02 14:00:58September 2, 2023 | Football: Flint Hill vs. Woodberry Forest | 53 - 13 | MAC Football | 2023 Football Season | Woodberry Forest School |
| 2023-09-02 14:00:48September 2, 2023 | Football: St. Paul's vs. St. Albans | 31 - 14 | IAC Football | 2023 Football Season | St. Albans School |
| 2023-09-02 14:00:16September 2, 2023 | Football: Episcopal vs. The Hill School (PA) | 17 - 7 | IAC Football | 2023 Football Season | The Hill School |
| 2023-09-02 14:00:09September 2, 2023 | Football: Roosevelt vs. St. John's | 0 - 37 | DCIAA Football, WCAC Upper Division | 2023 Football Season | St. John's College High School |
| 2023-09-02 13:00:20September 2, 2023 | Football: Norfolk Academy vs. Potomac School | 56 - 35 | MAC Football | 2023 Football Season | Potomac School |
| 2023-09-01 19:00:58September 1, 2023 | Football: Maret vs. Joppatowne | 36 - 14 | MAC Football | 2023 Football Season | Joppatowne |
| 2023-09-01 19:00:54September 1, 2023 | Football: Georgetown Prep vs. Pallotti | 22 - 13 | IAC Football | 2023 Football Season | Pallotti High School |
| 2023-09-01 19:00:50September 1, 2023 | Football: Landon vs. John Carroll | 17 - 0 | IAC Football | 2023 Football Season | John Carroll High School |
| 2023-09-01 19:00:50September 1, 2023 | Football: McNamara vs. St. Mary's Ryken | 40 - 0 | WCAC Lower Division, WCAC Upper Division | 2023 Football Season | St. Mary's Ryken High School |
| 2023-09-01 19:00:46September 1, 2023 | Football: St. Michael the Archangel vs. DeMatha | 7 - 48 | WCAC Upper Division | 2023 Football Season | DeMatha High School |
| 2023-09-01 19:00:37September 1, 2023 | Football: St. Mary's vs. Bullis | 19 - 24 | IAC Football | 2023 Football Season | Bullis School |
| 2023-09-01 19:00:37September 1, 2023 | Football: O'Connell vs. St. Stephen's & St. Agnes | 14 - 31 | IAC Football, WCAC Lower Division | 2023 Football Season | St. Stephen's & St. Agnes School |
| 2023-09-01 19:00:27September 1, 2023 | Football: Ireton vs. Our Lady of Mount Carmel | 16 - 22 | WCAC Lower Division | 2023 Football Season | Our Lady of Mount Carmel |
| 2023-09-01 19:00:10September 1, 2023 | Football: Jones (FL) vs. Good Counsel | 14 - 40 | WCAC Upper Division | 2023 Football Season | Good Counsel High School |
| 2023-09-01 18:30:45September 1, 2023 | Football: Calvert Hall vs. Gonzaga | 0 - 26 | WCAC Upper Division | 2023 Football Season | Gonzaga College High School |
| 2023-09-01 18:00:53September 1, 2023 | Football: Carroll vs. H.D. Woodson | 0 - 12 | Stars Division, WCAC Lower Division | 2023 Football Season | H.D. Woodson High School |
| 2023-08-31 19:00:40August 31, 2023 | Football: Virginia Academy vs. Paul VI | 6 - 21 | WCAC Lower Division | 2023 Football Season | Paul VI High School |
| 2023-08-27 13:00:11August 27, 2023 | Football: Good Counsel vs. St. Edward (OH) | 7 - 28 | WCAC Upper Division | 2023 Football Season | Lakewood High School |
| 2023-08-26 20:00:53August 26, 2023 | Football: St. John's vs. American Heritage (FL) | 20 - 45 | WCAC Upper Division | 2023 Football Season | American Heritage |
| 2023-08-26 16:00:21August 26, 2023 | Football: DeMatha vs. Springfield (OH) | 35 - 7 | WCAC Upper Division | 2023 Football Season | Springfield High School |
| 2023-08-26 14:30:36August 26, 2023 | Football: Virginia Academy vs. O'Connell | 7 - 10 | WCAC Lower Division | 2023 Football Season | Bishop O'Connell High School |
| 2023-08-26 14:00:24August 26, 2023 | Football: Gonzaga vs. Carroll | 35 - 7 | WCAC Lower Division, WCAC Upper Division | 2023 Football Season | Archbishop Carroll High School |
| 2023-08-26 13:00:30August 26, 2023 | Football: Roosevelt vs. McNamara | 0 - 42 | WCAC Upper Division | 2023 Football Season | Bishop McNamara High School |
| 2023-08-25 19:00:21August 25, 2023 | Football: St. Mary's Ryken vs. Rock Creek Christian Academy | 21 - 34 | WCAC Lower Division | 2023 Football Season | The St. James Sports Complex |
| 2023-08-25 18:00:13August 25, 2023 | Football: Ireton vs. Jackson Reed | 38 - 0 | Stars Division, WCAC Lower Division | 2023 Football Season | Jackson Reed High School |
