Calendar
| Team | Opponent | Date | Time | Advantage | Details | Status |
|---|---|---|---|---|---|---|
| Soccer - Varsity | NMH | 9/4 | 4:00PM | Away | Details | |
| Soccer - Varsity | Exeter, Andover | 9/7 | 2:15PM | Away | Details | |
| Football - Varsity | Brooks | 9/14 | 2:30PM | Home | Details | |
| Cross Country - JV | BB&N | 9/14 | 3:00PM | Away | Details | |
| Soccer - Varsity | Beaver | 9/14 | 3:30PM | Away | Details | |
| Cross Country - Varsity | BB&N | 9/14 | 4:00PM | Away | Details | |
| Soccer - Fifth | Catholic Memorial | 9/18 | 3:30PM | Home | Details | |
| Soccer - Third | Fay | 9/18 | 3:30PM | Home | Details | |
| Soccer - Fifth | Beaver | 9/20 | 3:15PM | Home | Details | |
| Soccer - Third | Westwood H.S. | 9/20 | 3:30PM | Home | Details | |
| Soccer - Fourth | Catholic Memorial | 9/20 | 3:30PM | Away | Details | |
| Cross Country - Junior | Beaver, Boston Trinity Academy, Nobles | 9/20 | 3:30PM | Home | Details | |
| Football - Junior | Nobles | 9/20 | 3:45PM | Away | Details | |
| Soccer - JV | Brooks | 9/20 | 4:30PM | Away | Details | |
| Soccer - Varsity | Brooks | 9/20 | 5:00PM | Away | Details | |
| Football - Varsity | Middlesex | 9/21 | 2:30PM | Away | Details | |
| Cross Country - Varsity | St. Sebastian's | 9/21 | 3:30PM | Home | Details | |
| Cross Country - JV | St. Sebastian's | 9/21 | 3:30PM | Home | Details | |
| Soccer - JV B | Boston University Academy | 9/23 | 4:15PM | Home | Details | |
| Soccer - Fourth | Thayer | 9/23 | 4:15PM | Away | Details | |
| Soccer - Fifth | Belmont Hill | 9/25 | 3:30PM | Home | Details | |
| Soccer - Third | Milton Academy | 9/25 | 3:30PM | Home | Details | |
| Football - Third | Tabor | 9/25 | 3:30PM | Home | Details | |
| Soccer - JV B | Milton Academy | 9/25 | 3:30PM | Away | Details | |
| Soccer - Varsity | Lawrence | 9/25 | 3:30PM | Away | Details | |
| Soccer - JV | Lawrence | 9/25 | 3:45PM | Home | Details | |
| Soccer - Fifth | Milton Academy | 9/27 | 3:00PM | Away | Details | |
| Soccer - Fourth | Dexter | 9/27 | 3:00PM | Home | Details | |
| Soccer - Third | Belmont Hill | 9/27 | 3:00PM | Away | Details | |
| Soccer - JV B | Belmont Hill | 9/27 | 3:30PM | Home | Details | |
| Cross Country - Junior | Nobles, BB&N, Hillside | 9/27 | 3:30PM | Home | Details | |
| Football - Junior | BB&N | 9/27 | 3:30PM | Home | Details | |
| Football - Junior | BB&N | 9/27 | 3:30PM | Home | Details | |
| Soccer - Third B | Thayer | 9/27 | 4:15PM | Home | Details | |
| Soccer - Varsity | Thayer | 9/28 | 12:00PM | Home | Details | |
| Soccer - JV | Thayer | 9/28 | 12:00PM | Home | Details | |
| Football - Varsity | Belmont Hill | 9/28 | 2:00PM | Away | Details | |
| Cross Country - JV | Governor's, Brooks, Rivers | 9/28 | 2:30PM | Away | Details | |
| Cross Country - Varsity | Governor's, Brooks, Rivers | 9/28 | 3:30PM | Away | Details | |
| Soccer - JV B | Dexter | 10/2 | 3:30PM | Home | Details | |
| Soccer - Fifth | Fay | 10/2 | 3:30PM | Home | Details | |
| Soccer - Third | Hillside | 10/2 | 3:30PM | Home | Details | |
| Soccer - Fourth | BB&N | 10/2 | 3:30PM | Home | Details | |
| Football - Junior | Dexter | 10/2 | 3:30PM | Away | Details | |
| Football - Third | Dexter | 10/2 | 3:30PM | Home | Details | |
| Soccer - Third B | Belmont Hill | 10/2 | 3:30PM | Home | Details | |
| Soccer - JV | St. George's | 10/2 | 4:15PM | Away | Details | |
| Soccer - Varsity | St. George's | 10/2 | 4:15PM | Away | Details | |
| Cross Country - Junior | Fenn, St. Sebastian's, Rivers | 10/4 | 3:30PM | Home | Details | |
| Soccer - Fifth | Boston Trinity Academy | 10/4 | 3:30PM | Away | Details | |
| Soccer - Third | Tabor | 10/4 | 4:00PM | Away | Details | |
| Soccer - Third | Catholic Memorial | 10/5 | 1:30PM | Home | Details | |
| Football - Varsity | Groton | 10/5 | 3:00PM | Home | Details | |
| Soccer - Varsity | St. Mark's | 10/5 | 3:00PM | Home | Details | |
| Soccer - JV | St. Mark's | 10/5 | 3:00PM | Home | Details | |
| Cross Country - Varsity | Thayer, Belmont Hill, Lawrence | 10/5 | 3:00PM | Home | Details | |
| Cross Country - JV | Belmont Hill, Lawrence | 10/5 | 4:00PM | Home | Details | |
| Soccer - Third | Milton Academy | 10/8 | 3:00PM | Home | Details | |
| Soccer - Fourth | Milton Academy | 10/8 | 3:00PM | Away | Details | |
| Soccer - Varsity | Milton Academy | 10/8 | 3:15PM | Away | Details | |
| Soccer - JV | Milton Academy | 10/8 | 3:15PM | Away | Details | |
| Soccer - Fifth | Nativity Prep | 10/8 | 3:30PM | Home | Details | |
| Football - Junior | St. Sebastian's | 10/8 | 3:30PM | Away | Details | |
| CANCELED – Football – Third – Game Thayer – Home | 10/8 | 3:45PM | Details | |||
| Soccer - Third B | Catholic Memorial | 10/8 | 4:00PM | Away | Details | |
| CANCELED – Soccer – Fifth – Game Fessenden – Away | 10/11 | 3:30PM | Fessenden | Details | ||
| CANCELED – Soccer – Third – Game Milton Academy – Away | 10/11 | 3:30PM | Milton Academy | Details | ||
| CANCELED – Cross Country – Junior – Game Boston College M.S. – Home | 10/11 | 3:30PM | Details | |||
| CANCELED – Soccer – Fourth – Game Nobles – Home | 10/11 | 3:45PM | Details | |||
| CANCELED – Soccer – JV B – Game Milton Academy – Away | 10/11 | 4:00PM | Milton Academy | Details | ||
| CANCELED – Cross Country – JV – Game Milton Academy – Home | 10/11 | 5:00PM | Details | |||
| CANCELED – Cross Country – Varsity – Game Milton Academy – Home | 10/11 | 5:00PM | Details | |||
| Football - Varsity | Nobles | 10/11 | 7:30PM | TBD | Details | |
| Soccer - JV | Tabor | 10/12 | 12:00PM | Home | Details | |
| Soccer - Varsity | Tabor | 10/12 | 2:00PM | Home | Details | |
| Soccer - Fourth | Beaver | 10/16 | 2:45PM | Away | Details | |
| Football - Junior | Dexter | 10/16 | 3:00PM | Home | Details | |
| Soccer - JV | Governor's | 10/16 | 3:15PM | Home | Details | |
| Soccer - Varsity | Governor's | 10/16 | 3:15PM | Home | Details | |
| Cross Country - Junior | Belmont Hill, Nobles | 10/16 | 3:30PM | Home | Details | |
| Soccer - Third | Rivers | 10/16 | 3:30PM | Away | Details | |
| Soccer - Fifth | Nobles | 10/16 | 3:30PM | Away | Details | |
| Football - Third | Rivers | 10/16 | 4:30PM | Home | Details | |
| Cross Country - Junior | 10/17 | 3:00PM | Away | Details | ||
| Soccer - JV B | Concord Academy | 10/17 | 4:15PM | Away | Details | |
| Soccer - JV B | Belmont Hill | 10/18 | 3:30PM | Home | Details | |
| Soccer - Fifth | Belmont Hill | 10/18 | 3:30PM | Away | Details | |
| Soccer - Third | Westwood H.S. | 10/18 | 3:30PM | Away | Details | |
| Soccer - Fourth | Belmont Hill | 10/18 | 3:30PM | Home | Details | |
| Football - Varsity | St. Sebastian's | 10/19 | 1:00PM | Home | Details | |
| Soccer - JV | Nobles | 10/19 | 2:00PM | Away | Details | |
| Soccer - Varsity | Nobles | 10/19 | 2:00PM | Away | Details | |
| Cross Country - JV | Tabor, Groton, St. Mark's | 10/19 | 5:00PM | Away | Details | |
| Cross Country - Varsity | Tabor, Groton, St. Mark's | 10/19 | 5:00PM | Away | Details | |
| Soccer - Third B | Catholic Memorial | 10/22 | 4:00PM | Home | Details | |
| Soccer - Fifth | Boston College M.S. | 10/22 | 4:30PM | Away | Details | |
| Soccer - Fourth | Boston College M.S. | 10/22 | 4:30PM | Away | Details | |
| Soccer - JV B | Dexter | 10/23 | 2:45PM | Away | Details | |
| Soccer - Third | Nobles | 10/23 | 3:15PM | Home | Details | |
| CANCELED – Soccer – Fourth – Game St. Sebastian’s – Away | 10/23 | 3:30PM | St. Sebastian's | Details | ||
| Soccer - Fifth | St. Sebastian's | 10/23 | 3:30PM | Home | Details | |
| Soccer - JV | Groton | 10/23 | 3:30PM | Home | Details | |
| Cross Country - Junior | Fessenden | 10/23 | 3:30PM | Away | Details | |
| Soccer - Varsity | Groton | 10/23 | 3:30PM | Home | Details | |
| Football - Third | Catholic Memorial | 10/23 | 4:00PM | Away | Details | |
| Soccer - Third | St. Sebastian's | 10/25 | 3:30PM | Away | Details | |
| Soccer - Fourth | BB&N | 10/25 | 3:45PM | Away | Details | |
| Soccer - Fifth | BB&N | 10/25 | 3:45PM | Away | Details | |
| Soccer - Varsity | BB&N | 10/25 | 6:00PM | Away | Details | |
| Soccer - JV | BB&N | 10/26 | 1:30PM | Away | Details | |
| Football - Varsity | St. Mark's | 10/26 | 2:00PM | Away | Details | |
| Cross Country - JV | Middlesex, St. George's, Nobles | 10/26 | 3:30PM | Away | Details | |
| Cross Country - Varsity | Middlesex, St. George's, Nobles | 10/26 | 4:00PM | Away | Details | |
| Soccer - Fifth | Thayer | 10/30 | 3:00PM | Away | Details | |
| Football - Third | Milton Academy | 10/30 | 3:00PM | Away | Details | |
| Soccer - Fourth | Rivers | 10/30 | 3:30PM | Home | Details | |
| Soccer - Third | Fessenden | 10/30 | 3:30PM | Home | Details | |
| Soccer - Varsity | Belmont Hill | 10/30 | 3:30PM | Away | Details | |
| Soccer - JV | Belmont Hill | 10/30 | 3:30PM | Away | Details | |
| Football - Junior | Fessenden | 10/30 | 3:30PM | Home | Details | |
| Cross Country - Junior | 10/30 | 3:30PM | Home | Details | ||
| Soccer - JV B | Milton Academy | 10/30 | 4:45PM | Away | Details | |
| Cross Country - JV | 11/1 | 12:00AM | Away | Details | ||
| Cross Country - Varsity | 11/1 | 12:00AM | Away | Details | ||
| Soccer - Varsity | Middlesex | 11/1 | 2:45PM | Home | Details | |
| Soccer - JV | Middlesex | 11/1 | 2:45PM | Home | Details | |
| CANCELED – Soccer – Third – Game Thayer – Away | 11/1 | 3:00PM | Thayer | Details | ||
| Football - Varsity | St. George's | 11/1 | 3:00PM | Home | Details | |
| Soccer - Fifth | Fessenden | 11/1 | 3:30PM | Home | Details | |
| Soccer - JV B | Boston University Academy | 11/1 | 4:00PM | Home | Details | |
| Soccer - JV B | Tabor | 11/6 | 2:45PM | Home | Details | |
| Soccer - JV | St. Sebastian's | 11/6 | 3:00PM | Away | Details | |
| Soccer - Varsity | St. Sebastian's | 11/6 | 3:00PM | Home | Details | |
| Soccer - Third | Belmont Hill | 11/6 | 3:00PM | Home | Details | |
| Soccer - Fourth | Belmont Hill | 11/6 | 3:00PM | Away | Details | |
| Football - Junior | Thayer | 11/6 | 3:15PM | Home | Details | |
| Soccer - Third B | Belmont Hill | 11/8 | 3:00PM | Home | Details | |
| Soccer - Third | BB&N | 11/8 | 3:00PM | Away | Details | |
| Cross Country - Varsity | 11/9 | 12:00AM | Away | Details | ||
| Cross Country - JV | 11/9 | 12:00AM | Away | Details | ||
| Soccer - JV | Rivers | 11/9 | 12:00PM | Away | Details | |
| Soccer - Varsity | Rivers | 11/9 | 12:00PM | Away | Details | |
| Football - Varsity | Rivers | 11/9 | 12:00PM | Away | Details | |