| 2025-09-06 09:00:00September 6, 2025 | Roland Park  | - | Nyborg Reds Relay | 09:00:009:00 am | N/A | Non-Conference |
| 2025-09-06 10:00:00September 6, 2025 | Lake Forest Invitational | - | Maryvale Prep | 10:00:0010:00 am | N/A | Non-Conference |
| 2025-09-09 16:00:00September 9, 2025 | St. Mary’s | - | Bryn Mawr | 16:00:004:00 pm | N/A | Conference |
| 2025-09-09 16:00:00September 9, 2025 | St. Mary’s | - | St. Paul’s School for Girls | 16:00:004:00 pm | N/A | Conference |
| 2025-09-09 16:00:00September 9, 2025 | St. Paul’s School for Girls | - | Bryn Mawr | 16:00:004:00 pm | N/A | Conference |
| 2025-09-09 16:00:00September 9, 2025 | St. Vincent Pallotti | - | St. John’s Catholic Prep | 16:00:004:00 pm | N/A | Conference |
| 2025-09-10 15:30:00September 10, 2025 | Catholic High | - | Annapolis Area Christian | 15:30:003:30 pm | N/A | Conference |
| 2025-09-10 15:30:00September 10, 2025 | Catholic High | - | Garrison Forest | 15:30:003:30 pm | N/A | Conference |
| 2025-09-10 16:00:00September 10, 2025 | Annapolis Area Christian | - | Catholic High | 16:00:004:00 pm | N/A | Conference |
| 2025-09-10 16:00:00September 10, 2025 | Annapolis Area Christian | - | Garrison Forest | 16:00:004:00 pm | N/A | Conference |
| 2025-09-10 16:00:00September 10, 2025 | Archbishop Spalding | - | John Carroll | 16:00:004:00 pm | N/A | Conference |
| 2025-09-10 16:00:00September 10, 2025 | Archbishop Spalding | - | Maryvale Prep | 16:00:004:00 pm | N/A | Conference |
| 2025-09-10 16:00:00September 10, 2025 | John Carroll | - | Maryvale Prep | 16:00:004:00 pm | N/A | Conference |
| 2025-09-10 16:00:00September 10, 2025 | Severn | - | Park | 16:00:004:00 pm | N/A | Conference |
| 2025-09-10 16:15:00September 10, 2025 | McDonogh | - | Mount de Sales | 16:15:004:15 pm | N/A | Conference |
| 2025-09-10 16:15:00September 10, 2025 | Mercy | - | Roland Park | 16:15:004:15 pm | N/A | Conference |
| 2025-09-10 16:15:00September 10, 2025 | Notre Dame Prep | - | Mercy | 16:15:004:15 pm | N/A | Conference |
| 2025-09-10 16:15:00September 10, 2025 | Notre Dame Prep | - | Roland Park | 16:15:004:15 pm | N/A | Conference |
| 2025-09-13 00:00:00September 13, 2025 | Barnhart Invitational | - | Bryn Mawr | 00:00:0012:00 am | N/A | Non-Conference |
| 2025-09-16 15:30:00September 16, 2025 | Friends | - | St. John’s Catholic Prep | 15:30:003:30 pm | N/A | Conference |
| 2025-09-16 16:00:00September 16, 2025 | John Carroll | - | McDonogh | 16:00:004:00 pm | N/A | Conference |
| 2025-09-16 16:00:00September 16, 2025 | McDonogh | - | Mercy | 16:00:004:00 pm | N/A | Conference |
| 2025-09-17 00:00:00September 17, 2025 | Park | - | St. Mary’s | 00:00:0012:00 am | N/A | Conference |
| 2025-09-17 15:30:00September 17, 2025 | Bryn Mawr | - | Catholic High | 15:30:003:30 pm | N/A | Conference |
| 2025-09-17 15:30:00September 17, 2025 | Severn | - | Catholic High | 15:30:003:30 pm | N/A | Conference |
| 2025-09-17 16:00:00September 17, 2025 | Catholic High | - | Bryn Mawr | 16:00:004:00 pm | N/A | Conference |
| 2025-09-17 16:00:00September 17, 2025 | Garrison Forest | - | Park | 16:00:004:00 pm | N/A | Conference |
| 2025-09-17 16:00:00September 17, 2025 | Garrison Forest | - | St. Mary’s | 16:00:004:00 pm | N/A | Conference |
| 2025-09-17 16:00:00September 17, 2025 | Mount de Sales | - | Archbishop Spalding | 16:00:004:00 pm | N/A | Conference |
| 2025-09-17 16:00:00September 17, 2025 | Notre Dame Prep | - | Archbishop Spalding | 16:00:004:00 pm | N/A | Conference |
| 2025-09-17 16:00:00September 17, 2025 | Roland Park | - | Maryvale Prep | 16:00:004:00 pm | N/A | Conference |
| 2025-09-17 16:00:00September 17, 2025 | Roland Park | - | St. Mary’s | 16:00:004:00 pm | N/A | Conference |
| 2025-09-17 16:00:00September 17, 2025 | Severn | - | Bryn Mawr | 16:00:004:00 pm | N/A | Conference |
| 2025-09-17 16:15:00September 17, 2025 | Annapolis Area Christian | - | St. Paul’s School for Girls | 16:15:004:15 pm | N/A | Conference |
| 2025-09-18 16:00:00September 18, 2025 | John Carroll | - | Mercy | 16:00:004:00 pm | N/A | Conference |
| 2025-09-20 09:00:00September 20, 2025 | Bull Run Invitational | - | Roland Park | 09:00:009:00 am | N/A | Non-Conference |
| 2025-09-20 10:00:00September 20, 2025 | Bull Run Invitational | - | Maryvale Prep | 10:00:0010:00 am | N/A | Non-Conference |
| 2025-09-24 16:15:00September 24, 2025 | St. Timothy’s | - | St. John’s Catholic Prep | 16:15:004:15 pm | N/A | Conference |
| 2025-09-30 00:00:00September 30, 2025 | Annapolis Area Christian | - | Severn | 00:00:0012:00 am | N/A | Conference |
| 2025-09-30 00:00:00September 30, 2025 | Annapolis Area Christian | - | St. Mary’s | 00:00:0012:00 am | N/A | Conference |
| 2025-09-30 15:30:00September 30, 2025 | Park | - | Catholic High | 15:30:003:30 pm | N/A | Conference |
| 2025-09-30 16:00:00September 30, 2025 | Archbishop Spalding | - | McDonogh | 16:00:004:00 pm | N/A | Conference |
| 2025-09-30 16:00:00September 30, 2025 | Archbishop Spalding | - | Roland Park | 16:00:004:00 pm | N/A | Conference |
| 2025-09-30 16:00:00September 30, 2025 | Garrison Forest | - | Bryn Mawr | 16:00:004:00 pm | N/A | Conference |
| 2025-09-30 16:00:00September 30, 2025 | Key | - | St. John’s Catholic Prep | 16:00:004:00 pm | N/A | Conference |
| 2025-09-30 16:00:00September 30, 2025 | McDonogh | - | Roland Park | 16:00:004:00 pm | N/A | Conference |
| 2025-09-30 16:00:00September 30, 2025 | St. Mary’s | - | Annapolis Area Christian | 16:00:004:00 pm | N/A | Conference |
| 2025-09-30 16:00:00September 30, 2025 | St. Mary’s | - | Severn | 16:00:004:00 pm | N/A | Conference |
| 2025-09-30 16:00:00September 30, 2025 | St. Paul’s School for Girls | - | Catholic High | 16:00:004:00 pm | N/A | Conference |
| 2025-09-30 16:00:00September 30, 2025 | St. Paul’s School for Girls | - | Park | 16:00:004:00 pm | N/A | Conference |
| 2025-09-30 16:15:00September 30, 2025 | Maryvale Prep | - | Mercy | 16:15:004:15 pm | N/A | Conference |
| 2025-09-30 16:15:00September 30, 2025 | Maryvale Prep | - | Mount de Sales | 16:15:004:15 pm | N/A | Conference |
| 2025-10-03 09:00:00October 3, 2025 | Gettysburg Invitational | - | Maryvale Prep | 09:00:009:00 am | N/A | Non-Conference |
| 2025-10-04 09:00:00October 4, 2025 | Gettysburg Invitational | - | Bryn Mawr | 09:00:009:00 am | N/A | Non-Conference |
| 2025-10-04 09:00:00October 4, 2025 | Gettysburg Invitational | - | Maryvale Prep | 09:00:009:00 am | N/A | Non-Conference |
| 2025-10-04 09:00:00October 4, 2025 | Gettysburg Invitational | - | Roland Park | 09:00:009:00 am | N/A | Non-Conference |
| 2025-10-07 16:00:00October 7, 2025 | Gerstell Academy | - | St. John’s Catholic Prep | 16:00:004:00 pm | N/A | Conference |
| 2025-10-07 16:00:00October 7, 2025 | Park | - | Bryn Mawr | 16:00:004:00 pm | N/A | Conference |
| 2025-10-07 16:15:00October 7, 2025 | Annapolis Area Christian | - | Bryn Mawr | 16:15:004:15 pm | N/A | Conference |
| 2025-10-07 16:15:00October 7, 2025 | Annapolis Area Christian | - | Park | 16:15:004:15 pm | N/A | Conference |
| 2025-10-07 16:15:00October 7, 2025 | Park | - | Annapolis Area Christian | 16:15:004:15 pm | N/A | Conference |
| 2025-10-07 16:15:00October 7, 2025 | Park | - | Bryn Mawr | 16:15:004:15 pm | N/A | Conference |
| 2025-10-08 15:30:00October 8, 2025 | Catholic High | - | St. Mary’s | 15:30:003:30 pm | N/A | Conference |
| 2025-10-08 16:00:00October 8, 2025 | Roland Park | - | John Carroll | 16:00:004:00 pm | N/A | Conference |
| 2025-10-08 16:00:00October 8, 2025 | Roland Park | - | Mount de Sales | 16:00:004:00 pm | N/A | Conference |
| 2025-10-08 16:00:00October 8, 2025 | Severn | - | Garrison Forest | 16:00:004:00 pm | N/A | Conference |
| 2025-10-08 16:00:00October 8, 2025 | Severn | - | St. Paul’s School for Girls | 16:00:004:00 pm | N/A | Conference |
| 2025-10-08 16:00:00October 8, 2025 | St. Paul’s School for Girls | - | Garrison Forest | 16:00:004:00 pm | N/A | Conference |
| 2025-10-08 16:00:00October 8, 2025 | Mercersburg | - | Archbishop Spalding | 16:00:004:00 pm | N/A | Non-Conference |
| 2025-10-08 16:15:00October 8, 2025 | McDonogh | - | Maryvale Prep | 16:15:004:15 pm | N/A | Conference |
| 2025-10-08 16:15:00October 8, 2025 | McDonogh | - | Notre Dame Prep | 16:15:004:15 pm | N/A | Conference |
| 2025-10-08 16:15:00October 8, 2025 | Notre Dame Prep | - | Maryvale Prep | 16:15:004:15 pm | N/A | Conference |
| 2025-10-11 00:00:00October 11, 2025 | MD XC Invitational | - | Bryn Mawr | 00:00:0012:00 am | N/A | Non-Conference |
| 2025-10-11 00:00:00October 11, 2025 | Patriot Invitational | - | Maryvale Prep | 00:00:0012:00 am | N/A | Non-Conference |
