| Day: | Date: | Home Team: | Opponent: | Time: | Score: | ||
| Sat. | Aug. 23 | Cathlolic | Isle of Wight Academy | 12:30 PM | 0-20 | ||
| Fri. | Aug. 29 | Hargrave Military Academy | Covenant School | 4:30 PM | 13-52 | ||
| Sat. | Aug. 30 | Fork Union Military Academy | Paul VI High School | 1:30 PM | 7-14 | ||
| Potomac School | Catholic | 3:00 PM | 35-7 | ||||
| Bishop O'Connell | Bishop Ireton | 1:00 PM | 36-0 | ||||
| Fri. | Sept.5 | St. Anne's-Belfield | Collegiate School | 7:30 PM | 19-6 | ||
| Hargrave Military Academy | Lynchburg Christian School | 4:00 PM | 6-53 | ||||
| Riverdale Baptist | St. Stephen's-St. Agnes | 7:00 PM | 9-12 | ||||
| Greenbrier Christian School | Norfolk Academy | 7:00 PM | 7-28 | ||||
| Sat. | Sept. 6 | DeMatha High School | Fork Union Military Academy | 1:30 PM | 37-0 | ||
| Randolph-Macon Military Academy | Central High School | 2:00 PM | |||||
| St. Christopher's School | Bishop Ireton High School | 1:30 PM | 29-20 | ||||
| Bullis School | Paul VI High School | 7:00 PM | 20-0 | ||||
| Catholic | Christchurch School | 12:30 PM | 14-6 | ||||
| Fri. | Sept. 12 | Godwin High School | Collegiate School | 7:30 PM | 19-7 | ||
| Fork Union Military Academy | Hargrave Military Academy | 3:00 PM | 31-0 | ||||
| Warren County High School | Randolph-Macon Military Academy | 7:30 PM | |||||
| Norfolk Academy | Woodberry Forest School | 4:00 PM | 7-48 | ||||
| Paul VI High School | Carroll High School | 7:00 PM | 26-7 | ||||
| Sat. | Sept. 13 | St. Stephen's-St. Agnes | St. Christopher's School | 1:30 PM | 22-7 | ||
| Bishop Ireton | Bullis | 1:00 PM | |||||
| Fri. | Sept. 19 | Collegiate School | St. Alban's School | 4:00 PM | |||
| Hargrave Military Academy | Fuqua School | 4:00 PM | |||||
| Paul VI High School | Open Date | ||||||
| Nansemond-Suffolk Academy | Catholic | 7:00 PM | |||||
| Sat. | Sept. 20 | Woodberry Forest School | Fork Union Military Academy | 2:00 PM | 42-14 | ||
| Randolph-Macon Military Academy | Open Date | ||||||
| St. Christopher's School | Norfolk Academy | 1:30 PM | |||||
| Bishop Ireton High School | Episcopal High School | 2:00 PM | |||||
| Blue Ridge School | St. Stephen's-St. Agnes | 3:00 PM | |||||
| Thur. | Sept. 25 | Episcopal High School | Collegiate School | 4:00 PM | 29-30 | ||
| Hampton Roads Academy | Norfolk Academy | 7:00 PM | 6-34 | ||||
| Fri. | Sept. 26 | Clarke County High School | Randolph-Macon Military Academy | 7:30 PM | |||
| Hargrave Military Academy | North Cross School | 4:00 PM | 26-13 | ||||
| Benedictine High School | St. Christopher's School | 4:00 PM | 7-41 | ||||
| St. Stephen's-St. Agnes | Landon School | 4:00 PM | 15-24 | ||||
| Sat. | Sept. 27 | Valley Forge Military | Fork Union Military Academy | 1:30 PM | 29-16 | ||
| Bishop Ireton High School | Paul VI High School | 1:00 PM | |||||
| Catholic | Brunswick Academy | 12:30 PM | 26-6 | ||||
| Thur. | Oct. 2 | Norfolk Acadmy | Catholic (Harbor Park) | 7:30 PM | 6-0 | ||
| Fri. | Oct. 3 | Collegiate School | Woodberry Forest | 4:00 PM | 14-10 | ||
| Southern High School | Randolph-Macon Military Academy | 3:45 PM | |||||
| Sat. | Oct. 4 | St. Christopher's School | Fork Union Military Academy | 3:00 PM | 17-19 | ||
| Hargrave Military Academy | Blue Ridge School | 2:00 PM | 21-28 | ||||
| St. Johns High School | Paul VI High School | 1:00 PM | 35-0 | ||||
| Bishop Ireton High School | Sidwell Friends | 1:00 PM | 18-17 | ||||
| Benedictine High School | St. Stephen's-St. Agnes | 2:00 PM | 6-26 | ||||
| Fri. | Oct. 10 | Benedictine High School | Collegiate School | 4:00 PM | 8-42 | ||
| Fork Union Military Academy | Open Date | ||||||
| Randolph-Macon Military Academy | Colonial Beach High School | 4:00 PM | 43-0 | ||||
| St. Christopher's School | Hargrave Military Acaemy | 4:00 PM | 41-14 | ||||
| Palloti High School | Bishop Ireton High School | 7:00 PM | 14-6 | ||||
| Nansemond-Suffolk Academy | Norfolk Academy | 7:00 PM | 20-19 | ||||
| Sat. | Oct. 11 | Gonzaga High School | Paul VI High School | 1:00 PM | 41-7 | ||
| Broadwater Academy | Catholic | 1:30 PM | 21-0 | ||||
| St. Stephen's-St. Agnes | Bullis School | 2:00 PM | 19-20 | ||||
| Fri. | Oct. 17 | Collegiate School | Fork Union Military Academy | 3:30 PM | 24-14 | ||
| Fishburne Military Academy | Hargrave Military Academy | 3:00 PM | 0-42 | ||||
| Paul VI High School | McNamara High School | 7:00 PM | 27-19 | ||||
| Hampton Roads Academy | Catholic | 7:00 PM | 13-33 | ||||
| Riverdale Baptist School | Bishop Ireton High School | 7:30 PM | 21-28 | ||||
| Sat. | Oct. 18 | Randolph-Macon Military Academy | Benedictine High School | 2:00 PM | 28-19 | ||
| St. Christopher's School | Atlantic Shores | 2:00 PM | 35-14 | ||||
| St. Albans | St. Stephen's-St. Agnes | 2:00 PM | 39-7 | ||||
| Norfolk Academy | St. Anne's-Belfield Schol | 2:30 PM | 7-19 | ||||
| Fri. | Oct. 24 | Fork Union Military Academy | Benedictine High School | 2:30 PM | 19-7 | ||
| Luray High School | Randolph-Macon Military Academy | 7:30 PM | 14-7 | ||||
| Roanoke Catholic | Hargrave Military Academy | 7:00 PM | 14-33 | ||||
| Paul VI High School | DeMatha High School | 7:00 PM | 0-35 | ||||
| Sat. | Oct. 25 | Collegiate School | Norfolk Academy | 1:30 PM | 45-13 | ||
| Woodberry Forest School | St. Christopher's School | 2:00 PM | 21-0 | ||||
| St. Stephen's-St. Agnes | Episcopal High School | 2:00 PM | 14-35 | ||||
| Catholic | Open Date | ||||||
| Bishop Ireton High School | Open Date | ||||||
| Fri. | Oct. 31 | Woodberry Forest School | Benedictine High School | 2:30 PM | 39-16 | ||
| Norfolk Academy | Isle of Wight Academy | 2:30 PM | 42-14 | ||||
| Sat | Nov. 1 | Fork Union Military Academy | Atlantic Shores | 1:30 PM | 35-7 | ||
| Randolph-Macon Military Academy | Hargrave Military Academy | 1:00 PM | 7-40 | ||||
| St. Christopher's School | Collegiate School | 2:00 PM | 3-28 | ||||
| Bishop O'Connell High School | Paul VI High School | 1:00 PM | |||||
| Catholic | Greenbrier Christian Academy | 12:30 PM | 27-0 | ||||
| Bishop Ireton High School | Maret School | 2:00 PM | 40-0 | ||||
| Georgetown Prep | St. Stephen's-St. Agnes | 2:30 PM | 35-6 | ||||
| Fri. | 11/7 | Paul VI High Schol | Good Council High School | 7:00 PM | |||
| Sat. | 11/8 | McNamara High School | Bishop Ireton High School | 1:00 PM | |||
| VISAA State Playoffs | Northern VA. Officials | ||||||
| Sat. | 11/8 | #1 Collegiate School | #4 St. Stephen's-St. Agnes | 1:30 PM | 14-13 | ||
| #2 St. Christopher's School | #3 Fork Union Military Academy | 12:00 PM | 28-21 | ||||
| Sat. | 11/15 | VISAA State Playoffs Finals | |||||
| #1 Collegiate School | #2 St. Christopher's School | 2:00 PM |