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 | 3:30PM | Home | Details | |
| Football - Junior | Dedham C.D. | 10/22 | 3:30PM | Away | Details | |
| CANCELED – Soccer – Fifth – Game Boston College M.S. – Away | 10/22 | 4:30PM | Boston College M.S. | 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 | Home | Details | |
| Soccer - Varsity | Groton | 10/23 | 3:30PM | Home | Details | |
| Football - Third | Catholic Memorial | 10/23 | 3:30PM | Home | 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 | 4:30PM | Away | Details | |
| Soccer - Fifth | Thayer | 10/29 | 3:45PM | Away | Details | |
| CANCELED – Football – Third – Game Milton Academy – Away | 10/30 | 3:00PM | Milton Academy | 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 | 4:30PM | Away | Details | |
| Cross Country - JV | 11/1 | 1:00PM | Away | Details | ||
| Cross Country - Varsity | , Middlesex, St. Mark's, Groton, Tabor, St. Sebastian's, Milton Academy, Nobles, Belmont Hill, Thayer | 11/1 | 2:30PM | Away | Details | |
| Football - Varsity | St. George's | 11/1 | 2:30PM | Home | 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 | ||
| 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 | |
| CANCELED – Soccer – Third – Game BB&N – Home | 11/8 | 3:15PM | Playing Fields - Rappaport Near | 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 | |
| Cross Country - Varsity | 11/9 | 2:00PM | Away | Details | ||
| Cross Country - JV | 11/9 | 3:30PM | Away | Details | ||
| Hockey - Varsity | BB&N | 11/23 | 12:00PM | Home | Details | |
| Basketball - Varsity | Beaver | 12/4 | 4:00PM | Away | Details | |
| CANCELED – Basketball – JV – Game Worcester Academy – Home | 12/4 | 4:00PM | Details | |||
| Hockey - Varsity | 12/4 | 4:30PM | Home | Details | ||
| Hockey - Junior | Dexter | 12/6 | 3:15PM | Home | Details | |
| Basketball - Fourth | 12/6 | 3:30PM | Home | Details | ||
| Basketball - Varsity | Pingree | 12/6 | 5:00PM | Away | Details | |
| Hockey - Varsity | St. George's | 12/6 | 5:30PM | Away | Details | |
| Hockey - Varsity | Portsmouth Abbey | 12/7 | 3:00PM | Away | Details | |
| Wrestling - Varsity | Pomfret, LCA, Hamden Hall | 12/7 | 3:30PM | Away | Details | |
| Basketball - Fourth | Rivers | 12/9 | 3:30PM | Home | Details | |
| Basketball - Fourth | Rivers | 12/9 | 4:00PM | Home | Details | |
| Basketball - Varsity | LCA | 12/9 | 4:30PM | Away | Details | |
| Hockey - Varsity | Pingree | 12/9 | 5:30PM | Home | Details | |
| Wrestling - Varsity | 12/27 | 9:00AM | Away | Details | ||
| Hockey - Varsity | BB&N | 12/28 | 3:15PM | Away | Details | |
| Hockey - Varsity | Berwick | 12/29 | 9:00AM | Away | Details | |
| Hockey - Varsity | North Yarmouth Academy | 12/29 | 6:15PM | Away | Details | |
| Basketball - Varsity | Dexter | 1/3 | 5:00PM | Home | Details | |
| Basketball - Varsity | Rivers | 1/4 | 1:30PM | Home | Details | |
| Hockey - Varsity | Groton | 1/6 | 4:30PM | Home | Details | |
| Basketball - JV | St. Sebastian's | 1/8 | 3:00PM | Away | Details | |
| Wrestling - Varsity | Governor's, Thayer | 1/8 | 3:15PM | Home | Details | |
| Basketball - Fourth | Dexter | 1/8 | 3:30PM | Home | Details | |
| Wrestling - Junior | Belmont Day | 1/8 | 3:30PM | Away | Details | |
| Basketball - Third | Dexter | 1/8 | 3:30PM | Away | Details | |
| Hockey - Junior | Fay | 1/8 | 3:30PM | Home | Details | |
| Basketball - Varsity | St. Sebastian's | 1/8 | 4:30PM | Away | Details | |
| Basketball - Fourth | Milton Academy | 1/10 | 3:15PM | Home | Details | |
| Wrestling - Junior | Belmont Hill, St. John's Prep, Beaver | 1/10 | 3:30PM | Home | Details | |
| Hockey - Junior | Boston College H.S. | 1/10 | 3:30PM | Home | Details | |
| Basketball - Varsity | Dexter | 1/10 | 3:30PM | Away | Details | |
| Basketball - JV | Hillside | 1/10 | 4:00PM | Home | Details | |
| Hockey - Varsity | Pomfret | 1/10 | 6:30PM | Home | Details | |
| Hockey - Varsity | North Yarmouth Academy | 1/11 | 3:00PM | Home | Details | |
| Basketball - JV | Worcester Academy | 1/13 | 4:45PM | Home | Details | |
| Basketball - Third | Xaverian | 1/14 | 4:00PM | Away | Details | |
| Hockey - Junior | Belmont Hill | 1/15 | 2:45PM | Home | Details | |
| Basketball - Fourth | Belmont Hill | 1/15 | 3:00PM | Home | Details | |
| Wrestling - Varsity | BB&N, Milton Academy | 1/15 | 3:30PM | Away | Details | |
| Basketball - Third | Belmont Hill | 1/15 | 3:45PM | Home | Details | |
| Basketball - Fourth | Boston College H.S. | 1/15 | 4:00PM | Away | Details | |
| Basketball - JV | Dexter | 1/15 | 4:45PM | Away | Details | |
| Hockey - Varsity | St. Mark's | 1/15 | 5:15PM | Home | Details | |
| Basketball - Third | Milton Academy | 1/17 | 3:00PM | Away | Details | |
| Basketball - Fourth | Milton Academy | 1/17 | 3:00PM | Away | Details | |
| Hockey - Junior | Fay | 1/17 | 3:15PM | Away | Details | |
| Wrestling - Junior | St. Sebastian's, Catholic Memorial, Boston College H.S. | 1/17 | 3:30PM | Home | Details | |
| Hockey - Varsity | Brooks | 1/17 | 4:15PM | Away | Details | |
| Basketball - JV | St. Mark's | 1/17 | 5:15PM | Home | Details | |
| Basketball - Varsity | St. Mark's | 1/17 | 5:15PM | Home | Details | |
| Wrestling - Junior | 1/18 | 9:00AM | Away | Details | ||
| Wrestling - Varsity | Tabor, Belmont Hill | 1/18 | 1:00PM | Home | Details | |
| Basketball - Fourth | Boston Trinity Academy | 1/22 | 3:00PM | Home | Details | |
| Basketball - JV | Thayer | 1/22 | 3:00PM | Away | Details | |
| Basketball - Third | Tabor | 1/22 | 3:00PM | Home | Details | |
| Wrestling - Varsity | St. Mark's, Lawrence | 1/22 | 3:15PM | Home | Details | |
| Wrestling - Junior | Hillside | 1/22 | 4:00PM | Away | Details | |
| Hockey - Varsity | Middlesex | 1/22 | 4:30PM | Home | Details | |
| Basketball - Varsity | Thayer | 1/22 | 4:30PM | Away | Details | |
| Hockey - Junior | St. Sebastian's | 1/24 | 3:30PM | Home | Details | |
| Basketball - Third | St. Sebastian's | 1/24 | 3:30PM | Home | Details | |
| Basketball - Fourth | St. Sebastian's | 1/24 | 3:30PM | Home | Details | |
| Hockey - Varsity | Pingree | 1/24 | 5:00PM | Away | Details | |
| Basketball - JV | BB&N | 1/24 | 5:30PM | Away | Details | |
| Basketball - Varsity | BB&N | 1/24 | 7:00PM | Away | Details | |
| Wrestling - Junior | 1/25 | 10:00AM | Away | Details | ||
| Wrestling - Varsity | Middlesex, Nobles, Catholic Memorial, St. Sebastian's | 1/25 | 2:00PM | Home | Details | |
| Basketball - Fourth | Beaver | 1/29 | 2:45PM | Away | Details | |
| Wrestling - Junior | St. Sebastian's, Boston College M.S. | 1/29 | 3:30PM | Away | Details | |
| Basketball - JV | Middlesex | 1/29 | 3:30PM | Home | Details | |
| Hockey - Junior | Dexter | 1/29 | 3:30PM | Away | Details | |
| Basketball - Third | Xaverian | 1/29 | 4:00PM | Home | Details | |
| Basketball - Varsity | Middlesex | 1/29 | 4:00PM | Away | Details | |
| Hockey - Varsity | Rivers | 1/29 | 5:00PM | Home | Details | |
| CANCELED – Hockey – Junior – Game Thayer – Home | 1/31 | 3:00PM | Details | |||
| Basketball - Third | Nobles | 1/31 | 3:30PM | Home | Details | |
| Wrestling - Junior | Fay | 1/31 | 3:30PM | Away | Details | |
| Basketball - Fourth | Nobles | 1/31 | 3:30PM | Home | Details | |
| Wrestling - Varsity | Landmark | 1/31 | 4:00PM | Home | Details | |
| Hockey - Varsity | Portsmouth Abbey | 1/31 | 5:30PM | Home | Details | |
| Basketball - JV | Nobles | 1/31 | 6:00PM | Home | Details | |
| Basketball - Varsity | Nobles | 1/31 | 7:30PM | Home | Details | |
| Basketball - Fourth | Nativity Prep | 2/1 | 9:00AM | Home | Details | |
| Basketball - Fourth | Catholic Memorial | 2/1 | 10:00AM | Home | Details | |
| Basketball - Fourth | Belmont Hill | 2/1 | 12:00PM | Home | Details | |
| Wrestling - Varsity | Avon Old Farms, Hopkins, Marianapolis | 2/1 | 2:00PM | Away | Details | |
| Basketball - JV | Portsmouth Abbey | 2/1 | 2:30PM | Away | Details | |
| Basketball - Varsity | Portsmouth Abbey | 2/1 | 2:30PM | Away | Details | |
| Hockey - Varsity | Groton | 2/1 | 6:30PM | Away | Details | |
| Basketball - Fourth | Nativity Prep | 2/3 | 3:30PM | Home | Details | |
| Basketball - Fourth | Milton Academy | 2/5 | 3:00PM | Home | Details | |
| Wrestling - Varsity | Brooks | 2/5 | 3:00PM | Home | Details | |
| Basketball - Third | Milton Academy | 2/5 | 3:00PM | Home | Details | |
| CANCELED – Wrestling – Junior – Game LCA, St. Sebastian’s – Away | 2/5 | 3:30PM | LCA | Details | ||
| Basketball - JV | Tabor | 2/5 | 4:00PM | Away | Details | |
| Hockey - Junior | Mass Prospects | 2/5 | 4:00PM | Home | Details | |
| Basketball - Varsity | Tabor | 2/5 | 4:00PM | Away | Details | |
| Hockey - Varsity | St. Mark's | 2/5 | 5:15PM | Away | Details | |
| Basketball - Third | BB&N | 2/7 | 3:45PM | Away | Details | |
| Basketball - Fourth | BB&N | 2/7 | 3:45PM | Away | Details | |
| Basketball - JV | Belmont Hill | 2/7 | 4:15PM | Away | Details | |
| Hockey - Junior | Fessenden | 2/7 | 4:30PM | Away | Details | |
| Basketball - Varsity | Belmont Hill | 2/7 | 7:00PM | Away | Details | |
| Wrestling - Varsity | 2/8 | 9:00AM | Home | Details | ||
| Hockey - Varsity | Milton Academy | 2/8 | 3:30PM | Away | Details | |
| Hockey - Junior | Mass Prospects | 2/10 | 4:30PM | Home | Details | |
| Basketball - Third | Catholic Memorial | 2/10 | 4:30PM | Home | Details | |
| Basketball - Fourth | Catholic Memorial | 2/10 | 4:30PM | Home | Details | |
| Wrestling - Junior | Fessenden | 2/12 | 3:30PM | Home | Details | |
| Basketball - JV | Milton Academy | 2/12 | 3:30PM | Home | Details | |
| Hockey - Junior | Boston College H.S. | 2/12 | 3:30PM | Home | Details | |
| Basketball - Varsity | Milton Academy | 2/12 | 3:30PM | Home | Details | |
| Basketball - Third | Belmont Hill | 2/12 | 4:30PM | Away | Details | |
| Basketball - Fourth | Belmont Hill | 2/12 | 4:30PM | Away | Details | |
| Hockey - Varsity | Middlesex | 2/12 | 5:00PM | Away | Details | |
| Hockey - Junior | Hillside | 2/14 | 3:30PM | Home | Details | |
| Basketball - Third | Nobles | 2/14 | 3:30PM | Home | Details | |
| Basketball - Fourth | Nobles | 2/14 | 3:30PM | Home | Details | |
| Wrestling - Junior | Belmont Hill | 2/14 | 3:30PM | Away | Details | |
| Wrestling - Varsity | 2/15 | 9:00AM | Away | Details | ||
| Basketball - JV | St. George's | 2/15 | 1:00PM | Away | Details | |
| Basketball - Varsity | St. George's | 2/15 | 1:00PM | Away | Details | |
| Hockey - Varsity | Rivers | 2/15 | 2:15PM | Away | Details | |
| Hockey - Junior | Fenn | 2/19 | 3:15PM | Away | Details | |
| Basketball - JV | Rivers | 2/19 | 3:30PM | Home | Details | |
| Wrestling - Junior | St. Sebastian's, Nobles | 2/19 | 3:30PM | Away | Details | |
| Basketball - Fourth | St. Sebastian's | 2/19 | 3:30PM | Home | Details | |
| Basketball - Third | Boston University Academy | 2/19 | 3:30PM | Away | Details | |
| Hockey - Varsity | St. George's | 2/19 | 3:45PM | Home | Details | |
| Basketball - Varsity | Rivers | 2/19 | 5:00PM | Home | Details | |
| Wrestling - Varsity | 2/21 | 12:00AM | Away | Details | ||
| Wrestling - Junior | LCA, St. Sebastian's | 2/21 | 3:30PM | Home | Details | |
| Basketball - Fourth | St. Sebastian's | 2/21 | 3:30PM | Away | Details | |
| Hockey - Junior | St. Sebastian's | 2/21 | 3:45PM | Home | Details | |
| Basketball - Third | St. Sebastian's | 2/21 | 4:45PM | Away | Details | |
| Basketball - JV | Governor's | 2/21 | 5:30PM | Home | Details | |
| Basketball - Varsity | Governor's | 2/21 | 7:00PM | Home | Details | |
| Wrestling - Varsity | 2/22 | 12:00AM | Away | Details | ||
| Basketball - JV | Groton | 2/22 | 2:30PM | Away | Details | |
| Basketball - Varsity | Groton | 2/22 | 2:30PM | Away | Details | |
| Hockey - Varsity | Brooks | 2/22 | 3:00PM | Home | Details | |
| Hockey - Junior | Boston Jr. Eagles | 2/24 | 4:00PM | Home | Details | |
| Hockey - Junior | Walpole Express | 2/26 | 3:30PM | Home | Details | |
| Basketball - JV | Lawrence | 2/26 | 3:45PM | Away | Details | |
| Basketball - Third | Thayer | 2/26 | 4:00PM | Home | Details | |
| Basketball - Fourth | Thayer | 2/26 | 4:00PM | Home | Details | |
| Hockey - Varsity | BB&N | 2/26 | 5:00PM | Home | Details | |
| Basketball - Varsity | Lawrence | 2/26 | 5:15PM | Away | Details | |
| Basketball - Third | BB&N | 2/28 | 4:00PM | Home | Details | |
| Wrestling - Junior | 2/29 | 10:00AM | Away | Details | ||
| Basketball - JV | Brooks | 2/29 | 2:00PM | Away | Details | |
| Basketball - Varsity | Brooks | 2/29 | 3:30PM | Away | Details | |
| Basketball - Varsity | St. Luke's School | 3/4 | 5:00PM | TBD | Details | |
| CANCELED – Baseball – Varsity – Game Milton Academy – Home | 3/24 | 2:30PM | Details | |||
| CANCELED – Baseball – Varsity – Game Walpole High – Home | 3/25 | 3:00PM | Details | |||
| CANCELED – Lacrosse – Varsity – Game Boston College H.S. – Home | 3/26 | 4:30PM | Details | |||
| CANCELED – Baseball – Varsity – Game Brookline H.S. – Home | 3/27 | 3:30PM | Details | |||
| CANCELED – Lacrosse – Varsity – Game Medfield H.S. – Home | 3/28 | 10:00AM | Details | |||
| CANCELED – Baseball – Varsity – Game Milton Academy – Home | 3/28 | 12:00PM | Details | |||
| CANCELED – Lacrosse – Varsity – Game Moses Brown – Home | 3/28 | 1:00PM | Details | |||
| CANCELED – Lacrosse – Varsity – Game MB Jamboree – Home | 3/28 | 1:00PM | Details | |||
| CANCELED – Baseball – Varsity – Game Portsmouth Abbey – Home | 4/1 | 3:30PM | Details | |||
| CANCELED – Lacrosse – Varsity – Game Kimball Union – Home | 4/1 | 4:00PM | Details | |||
| CANCELED – Lacrosse – Fourth – Game Dexter – Away | 4/3 | 3:30PM | Dexter | Details | ||
| CANCELED – Baseball – Varsity – Game Dexter – Away | 4/3 | 3:30PM | Dexter | Details | ||
| CANCELED – Tennis – Varsity – Game BB&N – Away | 4/3 | 4:00PM | BB&N | Details | ||
| CANCELED – Tennis – JV – Game BB&N – Home | 4/3 | 4:00PM | Details | |||
| CANCELED – Tennis – Varsity – Game Brunswick – Home | 4/4 | 1:00PM | Details | |||
| CANCELED – Lacrosse – JV – Game Rivers – Away | 4/4 | 1:00PM | Rivers | Details | ||
| CANCELED – Lacrosse – Varsity – Game Rivers – Away | 4/4 | 1:00PM | Rivers | Details | ||
| CANCELED – Baseball – JV – Game BB&N – Home | 4/4 | 1:30PM | Details | |||
| CANCELED – Baseball – Varsity – Game BB&N – Away | 4/4 | 1:30PM | BB&N | Details | ||
| CANCELED – Track – Varsity – Game Thayer – Away | 4/4 | 2:30PM | Thayer | Details | ||
| CANCELED – Baseball – Fifth – Game Belmont Hill – Away | 4/8 | 3:00PM | Belmont Hill | Details | ||
| CANCELED – Tennis – Junior – Game Rivers – Home | 4/8 | 3:00PM | Details | |||
| CANCELED – Tennis – Varsity – Game Belmont Hill – Home | 4/8 | 3:30PM | Details | |||
| CANCELED – Tennis – JV – Game Belmont Hill – Away | 4/8 | 3:30PM | Belmont Hill | Details | ||
| CANCELED – Baseball – Fourth – Game Catholic Memorial – Home | 4/8 | 3:30PM | Details | |||
| CANCELED – Baseball – JV – Game Belmont Hill – Away | 4/8 | 3:30PM | Belmont Hill | Details | ||
| CANCELED – Baseball – Third – Game Thayer – Home | 4/8 | 3:30PM | Details | |||
| CANCELED – Lacrosse – Varsity – Game Milton Academy – Home | 4/8 | 3:30PM | Details | |||
| CANCELED – Lacrosse – JV – Game Milton Academy – Home | 4/8 | 3:30PM | Details | |||
| CANCELED – Lacrosse – Fourth – Game BB&N – Home | 4/8 | 3:30PM | Details | |||
| CANCELED – Baseball – Varsity – Game Belmont Hill – Home | 4/8 | 3:30PM | Details | |||
| CANCELED – Tennis – Junior – Game BB&N – Home | 4/8 | 3:45PM | Details | |||
| CANCELED – Baseball – Third – Game Belmont Hill – Home | 4/10 | 3:00PM | Details | |||
| CANCELED – Baseball – Fifth – Game Milton Academy – Home | 4/10 | 3:00PM | Details | |||
| CANCELED – Lacrosse – Fourth – Game Fay – Home | 4/10 | 3:30PM | Details | |||
| CANCELED – Baseball – JV – Game Tabor – Away | 4/11 | 1:00PM | Tabor | Details | ||
| CANCELED – Tennis – JV – Game Tabor – Home | 4/11 | 1:00PM | Details | |||
| CANCELED – Tennis – Varsity – Game Tabor – Home | 4/11 | 1:00PM | Details | |||
| CANCELED – Baseball – Varsity – Game Tabor – Home | 4/11 | 1:00PM | Details | |||
| CANCELED – Lacrosse – JV – Game Groton – Home | 4/11 | 2:30PM | Details | |||
| CANCELED – Lacrosse – Varsity – Game Groton – Home | 4/11 | 2:30PM | Details | |||
| CANCELED – Track – Varsity – Game Tabor, Governor’s, Nobles, Groton – Away | 4/11 | 3:45PM | Tabor | Details | ||
| CANCELED – Tennis – Junior – Game St. Sebastian’s – Home | 4/15 | 3:30PM | Details | |||
| CANCELED – Tennis – Varsity – Game Nobles – Home | 4/15 | 3:30PM | Details | |||
| CANCELED – Tennis – JV – Game Nobles – Away | 4/15 | 3:30PM | Nobles | Details | ||
| CANCELED – Lacrosse – Fourth – Game St. Sebastian’s – Home | 4/15 | 3:30PM | Details | |||
| CANCELED – Baseball – JV – Game Nobles – Away | 4/15 | 3:30PM | Nobles | Details | ||
| CANCELED – Baseball – Third – Game St. Sebastian’s – Away | 4/15 | 3:30PM | St. Sebastian's | Details | ||
| CANCELED – Baseball – Fifth – Game Thayer – Home | 4/15 | 3:30PM | Details | |||
| CANCELED – Baseball – Fourth – Game Nobles – Away | 4/15 | 3:30PM | Nobles | Details | ||
| CANCELED – Baseball – Varsity – Game Nobles – Home | 4/15 | 3:30PM | Details | |||
| CANCELED – Lacrosse – JV – Game Lawrence – Away | 4/15 | 4:00PM | Lawrence | Details | ||
| CANCELED – Lacrosse – Varsity – Game Lawrence – Away | 4/15 | 4:00PM | Lawrence | Details | ||
| CANCELED – Lacrosse – Fourth – Game Rivers – Home | 4/17 | 3:30PM | Details | |||
| CANCELED – Baseball – Fourth – Game Belmont Hill – Away | 4/17 | 3:30PM | Belmont Hill | Details | ||
| CANCELED – Baseball – Third – Game NE Ruffnecks – Home | 4/17 | 3:30PM | Details | |||
| CANCELED – Baseball – JV – Game Groton – Away | 4/17 | 4:00PM | Groton | Details | ||
| CANCELED – Tennis – JV – Game Groton – Away | 4/17 | 4:00PM | Groton | Details | ||
| CANCELED – Tennis – Varsity – Game Groton – Away | 4/17 | 4:00PM | Groton | Details | ||
| CANCELED – Baseball – Varsity – Game Groton – Away | 4/17 | 4:00PM | Groton | Details | ||
| CANCELED – Baseball – Fifth – Game St. Sebastian’s – Away | 4/17 | 4:15PM | St. Sebastian's | Details | ||
| CANCELED – Lacrosse – JV – Game Tabor – Home | 4/17 | 5:15PM | Details | |||
| CANCELED – Lacrosse – Varsity – Game Tabor – Home | 4/17 | 5:15PM | Details | |||
| CANCELED – Track – Varsity – Game St. George’s, Milton Academy, Nobles – Away | 4/18 | 1:30PM | St. George's | Details | ||
| Tennis - Junior | St. Sebastian's | 4/20 | 4:00PM | Away | Details | |
| CANCELED – Baseball – Fifth – Game Beaver – Away | 4/22 | 3:15PM | Beaver | Details | ||
| CANCELED – Track – Varsity – Game – Away | 4/22 | 3:30PM | Weston H.S. | Details | ||
| CANCELED – Baseball – Fourth – Game BB&N – Home | 4/22 | 3:30PM | Details | |||
| CANCELED – Baseball – Third – Game Fessenden – Away | 4/22 | 3:30PM | Fessenden | Details | ||
| CANCELED – Lacrosse – Varsity – Game St. Sebastian’s – Away | 4/22 | 3:30PM | St. Sebastian's | Details | ||
| CANCELED – Lacrosse – JV – Game St. Sebastian’s – Home | 4/22 | 3:30PM | Details | |||
| CANCELED – Lacrosse – Fourth – Game Nobles – Home | 4/22 | 3:30PM | Details | |||
| CANCELED – Tennis – Junior – Game Fay – Away | 4/22 | 3:30PM | Fay | Details | ||
| CANCELED – Tennis – Varsity – Game St. George’s – Home | 4/22 | 3:30PM | Details | |||
| CANCELED – Tennis – JV – Game St. George’s – Home | 4/22 | 3:30PM | Details | |||
| CANCELED – Baseball – Varsity – Game St. George’s – Home | 4/22 | 3:45PM | Details | |||
| CANCELED – Tennis – JV – Game Fessenden – Away | 4/24 | 3:30PM | Fessenden | Details | ||
| CANCELED – Tennis – Junior – Game Beaver – Home | 4/24 | 3:30PM | Details | |||
| CANCELED – Lacrosse – Fourth – Game Dexter – Home | 4/24 | 3:30PM | Details | |||
| CANCELED – Baseball – Third – Game Dexter – Away | 4/24 | 3:30PM | Dexter | Details | ||
| CANCELED – Baseball – Fifth – Game St. Sebastian’s – Home | 4/24 | 3:30PM | Details | |||
| CANCELED – Baseball – Fourth – Game Nobles – Home | 4/24 | 3:45PM | Details | |||
| CANCELED – Baseball – JV – Game NE Ruffnecks – Home | 4/24 | 4:00PM | Details | |||
| CANCELED – Baseball – JV – Game Governor’s – Away | 4/25 | 1:00PM | Governor's | Details | ||
| CANCELED – Tennis – JV – Game Governor’s – Home | 4/25 | 1:00PM | Details | |||
| CANCELED – Tennis – Varsity – Game Governor’s – Home | 4/25 | 1:00PM | Details | |||
| CANCELED – Baseball – Varsity – Game Governor’s – Home | 4/25 | 1:00PM | Details | |||
| CANCELED – Lacrosse – JV – Game Brooks – Away | 4/25 | 2:00PM | Brooks | Details | ||
| CANCELED – Lacrosse – Varsity – Game Brooks – Away | 4/25 | 2:00PM | Brooks | Details | ||
| CANCELED – Track – Varsity – Game Governor’s, BB&N, St. George’s – Away | 4/25 | 3:00PM | Governor's | Details | ||
| CANCELED – Baseball – Fifth – Game Catholic Memorial – Away | 4/27 | 3:45PM | Kelly Field | Details | ||
| CANCELED – Tennis – Junior – Game Boston College M.S. – Home | 4/27 | 4:00PM | Details | |||
| CANCELED – Track – Varsity – Game Belmont Hill, Tabor, Middlesex – Away | 4/29 | 12:00AM | Belmont Hill | Details | ||
| CANCELED – Lacrosse – JV – Game BB&N – Home | 4/29 | 2:30PM | Details | |||
| CANCELED – Tennis – Junior – Game Milton Academy – Home | 4/29 | 3:00PM | Details | |||
| CANCELED – Tennis – JV – Game Milton Academy – Home | 4/29 | 3:00PM | Details | |||
| CANCELED – Tennis – Varsity – Game Milton Academy – Away | 4/29 | 3:15PM | Milton Academy | Details | ||
| CANCELED – Baseball – JV – Game Milton Academy – Away | 4/29 | 3:15PM | Milton Academy | Details | ||
| CANCELED – Baseball – Varsity – Game Milton Academy – Away | 4/29 | 3:15PM | Milton Academy | Details | ||
| CANCELED – Baseball – Third – Game NE Ruffnecks – Home | 4/29 | 3:30PM | Details | |||
| CANCELED – Baseball – Fifth – Game Thayer – Home | 4/29 | 3:30PM | Details | |||
| CANCELED – Baseball – Fourth – Game Boston College M.S. – Home | 4/29 | 3:30PM | Details | |||
| CANCELED – Lacrosse – Varsity – Game BB&N – Home | 4/29 | 4:00PM | Details | |||
| CANCELED – Tennis – Junior – Game Belmont Hill – Home | 5/1 | 2:45PM | Details | |||
| CANCELED – Baseball – Fifth – Game Belmont Hill – Away | 5/1 | 3:00PM | Belmont Hill | Details | ||
| CANCELED – Baseball – Fourth – Game Thayer – Home | 5/1 | 3:30PM | Details | |||
| CANCELED – Baseball – Third – Game Belmont Hill – Away | 5/1 | 3:30PM | Belmont Hill | Details | ||
| CANCELED – Lacrosse – Fourth – Game Belmont Hill – Home | 5/1 | 3:30PM | Details | |||
| CANCELED – Tennis – Varsity – Game Andover – Home | 5/1 | 4:30PM | Details | |||
| CANCELED – Tennis – JV – Game Andover – Home | 5/1 | 4:30PM | Details | |||
| CANCELED – Lacrosse – Varsity – Game Belmont Hill – Away | 5/1 | 7:00PM | Regis College | Details | ||
| CANCELED – Lacrosse – JV – Game Belmont Hill – Away | 5/2 | 1:00PM | Belmont Hill | Details | ||
| CANCELED – Baseball – JV – Game Brooks – Away | 5/2 | 2:00PM | Brooks | Details | ||
| CANCELED – Tennis – JV – Game Brooks – Away | 5/2 | 2:00PM | Brooks | Details | ||
| CANCELED – Tennis – Varsity – Game Brooks – Away | 5/2 | 2:00PM | Brooks | Details | ||
| CANCELED – Baseball – Varsity – Game Brooks – Away | 5/2 | 2:00PM | Brooks | Details | ||
| CANCELED – Track – Varsity – Game Thayer, Rivers, Nobles – Away | 5/2 | 3:00PM | Thayer | Details | ||
| CANCELED – Baseball – Fifth – Game Belmont Hill – Home | 5/6 | 3:00PM | Details | |||
| CANCELED – Lacrosse – JV – Game Thayer – Home | 5/6 | 3:00PM | Details | |||
| CANCELED – Lacrosse – Fourth – Game Catholic Memorial – Home | 5/6 | 3:30PM | Details | |||
| CANCELED – Baseball – Fourth – Game Catholic Memorial – Home | 5/6 | 3:30PM | Details | |||
| CANCELED – Baseball – JV – Game Andover – Away | 5/6 | 3:30PM | Andover | Details | ||
| CANCELED – Baseball – Third – Game Fay – Away | 5/6 | 3:30PM | Fay | Details | ||
| CANCELED – Tennis – Junior – Game Nobles – Away | 5/6 | 3:30PM | Nobles | Details | ||
| CANCELED – Tennis – JV – Game Middlesex – Away | 5/6 | 3:30PM | Middlesex | Details | ||
| CANCELED – Tennis – Varsity – Game Middlesex – Home | 5/6 | 4:00PM | Details | |||
| CANCELED – Baseball – Varsity – Game Middlesex – Home | 5/6 | 4:00PM | Details | |||
| CANCELED – Lacrosse – Varsity – Game Thayer – Home | 5/6 | 4:30PM | Details | |||
| CANCELED – Baseball – Third – Game Belmont Hill – Home | 5/8 | 3:30PM | Details | |||
| CANCELED – Baseball – Fourth – Game BB&N – Away | 5/8 | 3:30PM | BB&N | Details | ||
| CANCELED – Baseball – Fifth – Game Dexter – Home | 5/8 | 3:30PM | Details | |||
| CANCELED – Tennis – Junior – Game Beaver – Away | 5/8 | 3:30PM | Beaver | Details | ||
| CANCELED – Lacrosse – Fourth – Game BB&N – Away | 5/8 | 3:45PM | BB&N | Details | ||
| Lacrosse - JV | Nobles | 5/9 | 1:00PM | Home | Details | |
| Lacrosse - Varsity | Nobles | 5/9 | 1:00PM | Home | Details | |
| Baseball - JV | Lawrence | 5/9 | 1:00PM | Away | Details | |
| Tennis - Varsity | Lawrence | 5/9 | 1:00PM | Home | Details | |
| Tennis - JV | Lawrence | 5/9 | 1:00PM | Away | Details | |
| Baseball - Varsity | Lawrence | 5/9 | 1:00PM | Home | Details | |
| Track - Varsity | Tabor | 5/9 | 11:00PM | Away | Details | |
| Baseball - Third | Catholic Memorial | 5/11 | 3:30PM | Home | Details | |
| Lacrosse - Fourth | Thayer | 5/11 | 3:30PM | Home | Details | |
| Baseball - Fourth | Hillside | 5/11 | 4:15PM | Away | Details | |
| Tennis - Junior | Hillside | 5/11 | 4:15PM | Away | Details | |
| Tennis - JV | Rivers | 5/11 | 4:45PM | Home | Details | |
| Tennis - Varsity | Rivers | 5/11 | 4:45PM | Away | Details | |
| Baseball - JV | Rivers | 5/11 | 4:45PM | Home | Details | |
| Baseball - Varsity | Rivers | 5/11 | 4:45PM | Away | Details | |
| Lacrosse - Varsity | 5/13 | 12:00AM | Home | Details | ||
| Baseball - JV | Thayer | 5/13 | 3:30PM | Home | Details | |
| Baseball - Third | St. Sebastian's | 5/13 | 3:30PM | Home | Details | |
| Baseball - Fourth | St. Sebastian's | 5/13 | 3:30PM | Away | Details | |
| Tennis - Varsity | Thayer | 5/13 | 3:30PM | Away | Details | |
| Tennis - JV | Thayer | 5/13 | 3:30PM | Away | Details | |
| Lacrosse - Fourth | St. Sebastian's | 5/13 | 3:30PM | Away | Details | |
| Baseball - Varsity | Thayer | 5/13 | 3:30PM | Away | Details | |
| Track - Varsity | 5/13 | 3:30PM | Away | Details | ||
| Baseball - Fifth | Derby | 5/13 | 4:00PM | Away | Details | |
| Baseball - Fourth | Belmont Hill | 5/15 | 3:30PM | Home | Details | |
| Baseball - Third | Hillside | 5/15 | 3:30PM | Home | Details | |
| Lacrosse - Fourth | Boston College M.S. | 5/15 | 3:30PM | Home | Details | |
| Tennis - Junior | Fenn | 5/15 | 3:30PM | Home | Details | |
| Tennis - JV | St. Mark's | 5/15 | 4:00PM | Away | Details | |
| Tennis - Varsity | St. Mark's | 5/15 | 4:00PM | Away | Details | |
| Lacrosse - Varsity | 5/16 | 12:00AM | Home | Details | ||
| Tennis - Varsity | 5/16 | 12:00AM | Home | Details | ||
| Track - Varsity | 5/16 | 12:00AM | Home | Details | ||
| Tennis - Junior | 5/16 | 9:00AM | Away | Details | ||
| Baseball - JV | St. Mark's | 5/16 | 2:00PM | Home | Details | |
| Baseball - Varsity | St. Mark's | 5/16 | 2:00PM | Away | Details | |
| Baseball - Varsity | St. Sebastian's | 5/20 | 3:30PM | Home | Details | |
| Baseball - JV | St. Sebastian's | 5/20 | 3:30PM | Away | Details | |
| Tennis - Varsity | St. Sebastian's | 5/20 | 3:30PM | Home | Details | |
| – Game – | 6/9 | 4:26PM | Details | |||
| Soccer - Varsity | Andover, Exeter | 9/11 | 2:30PM | Away | Details | |
| Soccer - Varsity | Avon Old Farms | 9/18 | 2:00PM | Away | Details | |
| Football - Varsity | Brooks | 9/18 | 2:00PM | Away | Details | |
| Cross Country - Varsity | St. George's | 9/18 | 2:30PM | Home | Details | |
| Cross Country - JV | St. George's | 9/18 | 2:30PM | Home | Details | |
| Soccer - Third | Fay | 9/22 | 3:30PM | Home | Details | |
| Soccer - Fifth | Dexter | 9/22 | 3:30PM | Home | Details | |
| Soccer - Fifth | Beaver | 9/24 | 3:15PM | Home | Details | |
| Soccer - Fourth | Catholic Memorial | 9/24 | 3:30PM | Home | Details | |
| Football - Junior | Park | 9/24 | 3:30PM | Home | Details | |
| Soccer - Third | Westwood H.S. | 9/24 | 3:30PM | Away | Details | |
| Cross Country - Junior | Nobles, St. Sebastian's, Catholic Memorial | 9/24 | 3:30PM | Home | Details | |
| Cross Country - Varsity | Rivers | 9/25 | 1:30PM | Home | Details | |
| Cross Country - JV | Rivers | 9/25 | 1:30PM | Home | Details | |
| Soccer - JV | Brooks | 9/25 | 2:30PM | Home | Details | |
| Soccer - Varsity | Brooks | 9/25 | 2:30PM | Home | Details | |
| Football - Varsity | Middlesex | 9/25 | 2:30PM | Home | Details | |
| Soccer - Third | Catholic Memorial | 9/27 | 3:45PM | Away | Details | |
| Soccer - Fourth | Thayer | 9/27 | 4:00PM | Away | Details | |
| Soccer - JV B | Boston University Academy | 9/27 | 4:15PM | Home | Details | |
| Soccer - JV B | Milton Academy | 9/29 | 3:00PM | Away | Details | |
| Soccer - Third | Milton Academy | 9/29 | 3:00PM | Home | Details | |
| Soccer - Fifth | Belmont Hill | 9/29 | 3:30PM | Home | Details | |
| Football - Junior | Fessenden | 9/29 | 3:30PM | Away | Details | |
| Football - Third | Tabor | 9/29 | 3:30PM | Home | Details | |
| Soccer - JV | Lawrence | 9/29 | 3:45PM | Home | Details | |
| Soccer - Varsity | Lawrence | 9/29 | 4:30PM | Away | Details | |
| Soccer - Third | Belmont Hill | 10/1 | 3:00PM | Away | Details | |