Schedule & Results
| Date | Time | Team | Opponent | Home/Away | Location | Event Type |
|---|---|---|---|---|---|---|
| 12/10/2019 | 14:00 | Squash Sr Girls | C.I.S.A.A. Schools | Away | Nichols School | Tournament |
| 12/11/2019 | 14:00 | Squash Jr Boys | St. Andrew's College | Away | St. Andrew's College | CISAA League game |
| 12/11/2019 | 15:00 | Squash Jr Boys | Ridley College | Away | St. Andrew's College | CISAA League game |
| 12/11/2019 | 15:00 | Hockey Sr Girls Div I | Nichols School | Home | P.C.M. Rink | CISAA League game |
| 12/11/2019 | 15:30 | Basketball Sr Boys Div IB | Greenwood College School | Home | Sue Burns Gym | CISAA League game |
| 12/11/2019 | 15:30 | Basketball Sr Boys Div II | Bayview Glen | Home | West Gym | CISAA League game |
| 12/11/2019 | 16:30 | Hockey Sr Boys Div I | Nichols School | Home | P.C.M. Rink | CISAA League game |
| 12/11/2019 | 16:30 | Volleyball Sr Girls Div IB | St. Mildred's Lightbourne | Away | Bayview Glen | CISAA League game |
| 12/11/2019 | 17:30 | Volleyball Sr Girls Div IB | Bayview Glen | Away | Bayview Glen | CISAA League game |
| 12/13/2019 | 10:30 | Hockey Sr Girls Div I | North York Juniors | Away | University of Toronto | Tournament |
| 12/13/2019 | 15:00 | Volleyball Sr Girls Div IB | St. Theresa | Home | Sue Burns Gym | TCS Invitational |
| 12/13/2019 | 15:30 | Hockey Sr Girls Div I | Hockey Training Institute | Away | University of Toronto | Exhibition Game |
| 12/13/2019 | 16:00 | Volleyball Sr Girls Div III | Ridley College | Home | Trinity College School | TCS Invitational |
| 12/13/2019 | 16:00 | Volleyball Jr Girls Div II | St. Theresa | Home | West Gym | TCS Invitational |
| 12/13/2019 | 16:30 | Basketball Sr Boys Div IB | O'Neil H.S. | Away | O'Neil H.S. | Exhibition Game |
| 12/13/2019 | 16:30 | Hockey Jr Boys Div I | Lower Canada College | Away | Lower Canada College | Exhibition Game |
| 12/13/2019 | 18:00 | Volleyball Sr Girls Div IB | Calvary- Carleton Place | Home | Sue Burns Gym | TCS Invitational |
| 12/13/2019 | 18:00 | Volleyball Sr Girls Div III | Haliburton Highlands S.S. | Home | Trinity College School | TCS Invitational |
| 12/13/2019 | 18:00 | Volleyball Jr Girls Div II | Ridley College | Home | West Gym | TCS Invitational |
| 12/13/2019 | 19:00 | Volleyball Sr Girls Div III | Lakefield College School | Home | Trinity College School | TCS Invitational |
| 12/13/2019 | 20:00 | Volleyball Sr Girls Div IB | Adam Scott Collegiate | Home | Sue Burns Gym | TCS Invitational |
| 12/14/2019 | 08:00 | Hockey Sr Girls Div I | To Be Announced | Away | University of Toronto | Exhibition Game |
| 12/14/2019 | 09:00 | Volleyball Sr Girls Div IB | To Be Announced | Home | Sue Burns Gym | TCS Invitational |
| 12/14/2019 | 09:00 | Volleyball Sr Girls Div III | To Be Announced | Home | Trinity College School | TCS Invitational |
| 12/14/2019 | 09:00 | Volleyball Jr Girls Div II | Adam Scott Collegiate | Home | West Gym | TCS Invitational |
| 12/14/2019 | 10:00 | Hockey Jr Boys Div I | Bishop's College School | Away | Bishop's-Lennoxville | Exhibition Game |
| 12/14/2019 | 11:00 | Volleyball Jr Girls Div II | Regiopolis- Kingston | Home | West Gym | TCS Invitational |
| 12/14/2019 | 12:00 | Hockey Sr Boys Div I | St. Andrew's College | Away | St. Andrew's College | CISAA League game |
| 12/16/2019 | 16:30 | Basketball Jr Boys Div IB | Cobourg Collegiate Institute | Away | Cobourg C.I. | Exhibition Game |
| 12/17/2019 | 15:30 | Volleyball Jr Girls Div II | St. John's Kilmarnock | Away | St. John's Kilmarnock | CISAA League game |
| 12/17/2019 | 16:00 | Basketball Sr Boys Div II | Toronto French School | Home | Sue Burns Gym | CISAA League game |
| 12/17/2019 | 16:15 | Basketball Jr Boys Div IB | Royal St. George's College | Away | Royal St. George's College | CISAA League game |
| 01/08/2020 | 12:00 | Squash Jr Boys | C.I.S.A.A. Schools | Away | St. Andrew's College | Early Bird Tournament |
| 01/08/2020 | 14:00 | Squash Sr Boys | St. Andrew's College | Home | TCS Squash Courts | CISAA League game |
| 01/08/2020 | 15:30 | Basketball Sr Boys Div IB | York School | Home | Sue Burns Gym | CISAA League game |
| 01/08/2020 | 16:00 | Hockey Sr Boys Div I | Upper Canada College | Away | Upper Canada College | CISAA League game |
| 01/08/2020 | 16:00 | Squash Sr Boys | Appleby | Home | TCS Squash Courts | CISAA League game |
| 01/08/2020 | 16:00 | Basketball Sr Boys Div II | De La Salle | Away | De La Salle | CISAA League game |
| 01/10/2020 | 09:00 | Hockey Jr Boys Div I | To Be Announced | Home | P.C.M. Rink | TCS Invitational |
| 01/10/2020 | 09:00 | Hockey Sr Girls Div I | To Be Announced | Away | Nichols School | Tournament |
| 01/10/2020 | 12:00 | Volleyball Sr Girls Div IB | To Be Announced | Away | Kingston | Tournament |
| 01/10/2020 | 14:45 | Basketball Jr Boys Div IB | Crestwood S.S. | Away | Crestwood S.S. | Exhibition Game |
| 01/10/2020 | 16:15 | Basketball Jr Boys Div IB | Adam Scott Collegiate | Away | Crestwood S.S. | Exhibition Game |
| 01/10/2020 | 20:00 | Basketball Sr Boys Div IB | To Be Announced | Home | Sue Burns Gym | TCS Invitational |
| 01/11/2020 | 08:00 | Volleyball Sr Girls Div IB | To Be Announced | Away | Kingston | Tournament |
| 01/11/2020 | 09:00 | Hockey Jr Boys Div I | To Be Announced | Home | P.C.M. Rink | TCS Invitational |
| 01/11/2020 | 10:00 | Basketball Sr Boys Div IB | To Be Announced | Home | Sue Burns Gym | TCS Invitational |
| 01/12/2020 | 09:00 | Hockey Jr Boys Div I | To Be Announced | Home | P.C.M. Rink | TCS Invitational |
| 01/13/2020 | 13:00 | Squash Sr Girls | C.I.S.A.A. Schools | Away | Toronto Bad/Raq Club | Tournament |
| 01/13/2020 | 15:00 | Volleyball U14 Girls Div III | Ridley College | Away | Crestwood Preparatory College | CISAA League game |
| 01/13/2020 | 16:00 | Volleyball U14 Girls Div III | Crestwood Preparatory College | Away | Crestwood Preparatory College | CISAA League game |
| 01/14/2020 | 16:00 | Basketball U14 Boys Div III | Toronto Montessori School | Away | Toronto Montessori School- JR | CISAA League game |
| 01/15/2020 | 09:00 | Alpine Ski Team | C.I.S.A.A. Schools | Away | Mansfield Ski Resort | Race |
| 01/15/2020 | 14:00 | Squash Jr Boys | Appleby | Home | TCS Squash Courts | CISAA League game |
| 01/15/2020 | 15:00 | Hockey Sr Girls Div I | Appleby | Home | P.C.M. Rink | CISAA League game |
| 01/15/2020 | 15:30 | Volleyball Sr Girls Div III | Crestwood Preparatory College | Away | Crestwood Preparatory College | CISAA League game |
| 01/15/2020 | 16:00 | Volleyball Jr Girls Div II | Toronto French School | Away | Toronto French School SR | CISAA League game |
| 01/15/2020 | 16:00 | Volleyball Sr Girls Div IB | Toronto French School | Away | Toronto French School SR | CISAA League game |
| 01/15/2020 | 16:00 | Basketball Jr Boys Div IB | Appleby | Home | Trinity College School | CISAA League game |
| 01/15/2020 | 16:00 | Squash Jr Boys | Crescent School | Home | TCS Squash Courts | CISAA League game |
| 01/15/2020 | 16:00 | Basketball Sr Boys Div IB | Appleby | Home | Sue Burns Gym | CISAA League game |
| 01/16/2020 | 09:00 | Swimming Sr School | C.I.S.A.A. Schools | Away | Markham PanAm Center | Invitational |
| 01/16/2020 | 15:00 | Basketball U12 Boys | Holy Trinity School | Home | Trinity College School | CISAA League game |
| 01/16/2020 | 15:00 | Basketball U12 Boys | York School | Home | Trinity College School | CISAA League game |
| 01/16/2020 | 16:00 | Basketball U12 Boys | Crescent School | Home | Trinity College School | CISAA League game |
| 01/16/2020 | 16:00 | Basketball U12 Boys | St. Andrew's College | Home | Trinity College School | CISAA League game |
| 01/17/2020 | 16:00 | Squash Sr Boys | Alumni | Home | TCS Squash Courts | |
| 01/17/2020 | 19:00 | Basketball Sr Boys Div IB | Alumni | Home | Sue Burns Gym | |
| 01/17/2020 | 20:00 | Hockey Sr Boys Div I | Bowling Green High School | Home | P.C.M. Rink | Exhibition Game |
| 01/18/2020 | 09:00 | Basketball Jr Boys Div IB | To Be Announced | Away | Cobourg C.I. | Tournament |
| 01/18/2020 | 09:00 | Squash Sr Boys | Alumni | Home | TCS Squash Courts | |
| 01/18/2020 | 10:00 | Volleyball Sr Girls Div IB | Appleby | Away | Appleby College | CISAA League game |
| 01/18/2020 | 10:00 | Volleyball Jr Girls Div II | St. Mildred's Lightbourne | Away | St. Mildred's Lightbourn | CISAA League game |
| 01/18/2020 | 11:00 | Basketball Sr Boys Div II | Lakefield College School | Home | Lower Gym | CISAA League game |
| 01/18/2020 | 11:00 | Volleyball Jr Girls Div II | Ridley College | Away | St. Mildred's Lightbourn | CISAA League game |
| 01/18/2020 | 11:15 | Volleyball Sr Girls Div IB | Ridley College | Away | Appleby College | CISAA League game |
| 01/21/2020 | 14:30 | Basketball U14 Boys Div III | Bayview Glen | Home | Sue Burns Gym | CISAA League game |
| 01/21/2020 | 14:30 | Basketball U12 Boys | Bayview Glen | Home | West Gym | CISAA League game |
| 01/21/2020 | 15:00 | Hockey Jr Boys Div I | St. Michael's College | Away | P.C.M. Rink | Exhibition Game |
| 01/21/2020 | 16:00 | Basketball Sr Boys Div IB | Villanova College | Home | Sue Burns Gym | CISAA League game |
| 01/21/2020 | 16:00 | Volleyball Jr Girls Div II | Villanova College | Home | West Gym | CISAA League game |
| 01/22/2020 | 09:00 | Swimming Jr School | C.I.S.A.A. Schools | Away | Markham PanAm Center | Invitational |
| 01/22/2020 | 09:00 | Alpine Ski Team | C.I.S.A.A. Schools | Away | Alpine Resort | Race |
| 01/22/2020 | 13:00 | Squash Jr Boys | Ridley College | Away | White Oaks Tennis Club | CISAA League game |
| 01/22/2020 | 13:40 | Squash Sr Boys | Appleby | Away | Appleby College | CISAA League game |
| 01/22/2020 | 14:00 | Squash Jr Boys | St. Andrew's College | Away | White Oaks Tennis Club | CISAA League game |
| 01/22/2020 | 14:40 | Squash Sr Boys | Nichols School | Away | Appleby College | CISAA League game |
| 01/22/2020 | 15:00 | Hockey Sr Girls Div I | Bishop Strachan School | Home | P.C.M. Rink | CISAA League game |
| 01/22/2020 | 15:00 | Volleyball Sr Girls Div IB | Bishop Strachan School | Home | Sue Burns Gym- South | CISAA League game |
| 01/22/2020 | 15:45 | Hockey Sr Boys Div I | St. Michael's College | Away | St. Michael's College | CISAA League game |
| 01/22/2020 | 16:00 | Basketball Sr Boys Div IB | Royal St. George's College | Home | Sue Burns Gym | CISAA League game |
| 01/22/2020 | 16:00 | Basketball Jr Boys Div IB | Royal St. George's College | Home | Trinity College School | CISAA League game |
| 01/22/2020 | 17:00 | Volleyball Sr Girls Div IB | Lakefield College School | Home | Sue Burns Gym- South | CISAA League game |
| 01/24/2020 | 16:00 | Hockey Jr Boys Div I | Ulysse Academy | Away | Montreal | Tournament |
| 01/25/2020 | Hockey Jr Boys Div I | Ulysse Academy | Away | Montreal | Tournament | |
| 01/25/2020 | 10:30 | Hockey Sr Girls Div I | Ridley College | Home | P.C.M. Rink | CISAA League game |
| 01/25/2020 | 12:00 | Volleyball U14 Girls Div III | Greenwood College School | Away | St. John's Kilmarnock | CISAA League game |
| 01/25/2020 | 13:00 | Volleyball U14 Girls Div III | St. John's Kilmarnock | Away | St. John's Kilmarnock | CISAA League game |
| 01/25/2020 | 14:30 | Hockey Sr Girls Div I | Ridley College | Home | P.C.M. Rink | CISAA League game |
| 01/26/2020 | Hockey Jr Boys Div I | Ulysse Academy | Away | Montreal | Tournament | |
| 01/27/2020 | 15:00 | Basketball U14 Boys Div III | St. John's Kilmarnock | Away | St. John's Kilmarnock | CISAA League game |
| 01/28/2020 | 13:00 | Squash Sr Girls | C.I.S.A.A. Schools | Away | Appleby College | Tournament |
| 01/29/2020 | 09:00 | Swimming Sr School | C.I.S.A.A. Schools | Away | Markham PanAm Center | Invitational |
| 01/29/2020 | 09:00 | Alpine Ski Team | C.I.S.A.A. Schools | Away | Caledon Ski Club | Race |
| 01/29/2020 | 14:00 | Squash Jr Boys | St. Andrew's College | Home | TCS Squash Courts | CISAA League game |
| 01/29/2020 | 14:00 | Basketball Sr Boys Div II | Crestwood Preparatory College | Away | Crestwood Preparatory College | CISAA League game |
| 01/29/2020 | 14:30 | Volleyball U14 Girls Div III | Toronto Montessori School | Away | Toronto Montessori School- JR | CISAA League game |
| 01/29/2020 | 15:00 | Squash Sr Boys | St. Andrew's College | Away | St. Andrew's College | CISAA League game |
| 01/29/2020 | 15:00 | Hockey Sr Girls Div I | Havergal College | Home | P.C.M. Rink | CISAA League game |
| 01/29/2020 | 15:15 | Basketball U14 Boys Div III | Crestwood Preparatory College | Away | Crestwood Preparatory College | CISAA League game |
| 01/29/2020 | 15:30 | Volleyball U14 Girls Div III | Montcrest School | Away | Toronto Montessori School- JR | CISAA League game |
| 01/29/2020 | 15:30 | Volleyball Jr Girls Div II | Greenwood College School | Home | Sue Burns Gym | CISAA League game |
| 01/29/2020 | 15:30 | Basketball Jr Boys Div IB | Holy Trinity School | Home | Trinity College School | CISAA League game |
| 01/29/2020 | 15:30 | Basketball Sr Boys Div IB | Villanova College | Away | Villanova College | CISAA League game |
| 01/29/2020 | 15:30 | Volleyball Sr Girls Div IB | Villanova College | Away | Villanova College | CISAA League game |
| 01/29/2020 | 15:30 | Volleyball Sr Girls Div III | St. John's Kilmarnock | Away | Toronto Montessori School- JR | CISAA League game |
| 01/29/2020 | 16:00 | Squash Jr Boys | Upper Canada College | Home | TCS Squash Courts | CISAA League game |
| 01/29/2020 | 16:30 | Volleyball Jr Girls Div II | Havergal College | Home | Sue Burns Gym | CISAA League game |
| 01/31/2020 | 12:00 | Volleyball Jr Girls Div II | To Be Announced | Away | Kingston | Tournament |
| 01/31/2020 | 16:00 | Hockey Jr Boys Div I | Nichols School | Away | Nichols School | Exhibition Game |
| 01/31/2020 | 18:00 | Hockey Sr Girls Div I | Nichols School | Away | Nichols School | CISAA League game |
| 01/31/2020 | 19:30 | Hockey Sr Boys Div I | Nichols School | Away | Nichols School | CISAA League game |
| 02/01/2020 | Hockey Sr Boys Div I | Shady Side Academy | Away | Pittsburgh PA | Exhibition Game | |
| 02/01/2020 | Hockey Sr Girls Div I | Shady Side Academy | Away | Pittsburgh PA | Exhibition Game | |
| 02/01/2020 | 10:15 | Hockey Jr Boys Div I | Nichols School | Away | Nichols School | Exhibition Game |
| 02/01/2020 | 11:00 | Basketball Sr Boys Div IB | Appleby | Away | Appleby College | CISAA League game |
| 02/01/2020 | 11:00 | Basketball Jr Boys Div IB | Appleby | Away | Appleby College | CISAA League game |
| 02/02/2020 | Hockey Sr Boys Div I | Shady Side Academy | Away | Pittsburgh PA | Exhibition Game | |
| 02/02/2020 | Hockey Sr Girls Div I | Shady Side Academy | Away | Pittsburgh PA | Exhibition Game | |
| 02/05/2020 | 09:00 | Swimming Jr School | C.I.S.A.A. Schools | Away | Markham PanAm Center | Invitational |
| 02/05/2020 | 09:00 | Alpine Ski Team | C.I.S.A.A. Schools | Away | Brimacombe Ski Resort | Race |
| 02/05/2020 | 14:30 | Squash Jr Boys | Ridley College | Away | Mayfair Lakeshore | CISAA League game |
| 02/05/2020 | 14:30 | Volleyball Sr Girls Div IB | St. Clement's School | Home | Sue Burns Gym- South | CISAA League game |
| 02/05/2020 | 15:00 | Squash Sr Boys | Nichols School | Away | Crescent School | CISAA League game |
| 02/05/2020 | 15:30 | Basketball U14 Boys Div III | Montcrest School | Home | Sue Burns Gym | CISAA League game |
| 02/05/2020 | 15:30 | Squash Jr Boys | Upper Canada College | Away | Mayfair Lakeshore | CISAA League game |
| 02/05/2020 | 15:30 | Basketball U12 Boys | Montcrest School | Home | Trinity College School | CISAA League game |
| 02/05/2020 | 16:00 | Hockey Jr Boys Div I | St. Andrew's College | Away | St. Andrew's College | Exhibition Game |
| 02/05/2020 | 16:00 | Squash Sr Boys | Crescent School | Away | Crescent School | CISAA League game |
| 02/05/2020 | 16:00 | Volleyball Sr Girls Div III | Rosseau Lake College | Away | Trafalgar Castle School | CISAA League game |
| 02/05/2020 | 16:00 | Hockey Sr Girls Div I | Appleby | Away | Appleby College | CISAA League game |
| 02/05/2020 | 16:00 | Basketball Sr Boys Div II | St. Andrew's College | Away | St. Andrew's College | CISAA League game |
| 02/05/2020 | 16:30 | Volleyball Sr Girls Div IB | De La Salle | Home | Sue Burns Gym- South | CISAA League game |
| 02/05/2020 | 17:00 | Volleyball Sr Girls Div III | Trafalgar Castle School | Away | Trafalgar Castle School | CISAA League game |
| 02/07/2020 | Hockey Jr Boys Div I | Somang Hockey | Away | Montreal | Exhibition Game | |
| 02/07/2020 | 10:00 | Hockey Sr Boys Div I | Gilmour Academy | Home | P.C.M. Rink | |
| 02/07/2020 | 18:00 | Basketball Sr Boys Div IB | York School | Away | The York School | CISAA League game |
| 02/07/2020 | 20:00 | Hockey Sr Boys Div I | To Be Announced | Home | P.C.M. Rink | |
| 02/08/2020 | Hockey Jr Boys Div I | Somang Hockey | Away | Montreal | Exhibition Game | |
| 02/08/2020 | 20:00 | Hockey Sr Boys Div I | To Be Announced | Home | P.C.M. Rink | |
| 02/09/2020 | Hockey Jr Boys Div I | Somang Hockey | Away | Montreal | Exhibition Game | |
| 02/09/2020 | 13:00 | Hockey Sr Boys Div I | To Be Announced | Home | P.C.M. Rink | |
| 02/11/2020 | 13:00 | Squash Sr Girls | C.I.S.A.A. Schools | Away | Toronto Cricket Club | Tournament |
| 02/11/2020 | 15:30 | Hockey Jr Boys Div I | St. Andrew's College | Home | P.C.M. Rink | Exhibition Game |
| 02/12/2020 | 09:00 | Swimming Sr School | C.I.S.A.A. Schools | Away | Markham PanAm Center | Invitational |
| 02/12/2020 | 09:00 | Alpine Ski Team | C.I.S.A.A. Schools | Away | Devil's Glen | CISAA Championships |
| 02/12/2020 | 14:00 | Hockey Sr Girls Div I | Bishop Strachan School | Away | Leaside Memorial Arena | CISAA League game |
| 02/12/2020 | 14:00 | Squash Sr Boys | Upper Canada College | Home | TCS Squash Courts | CISAA League game |
| 02/12/2020 | 14:00 | Squash Jr Boys | Appleby | Away | Appleby College | CISAA League game |
| 02/12/2020 | 14:30 | Volleyball Jr Girls Div II | St. Clement's School | Away | Lakefield College School | CISAA League game |
| 02/12/2020 | 14:30 | Volleyball U14 Girls Div III | Pickering College | Home | Sue Burns Gym- South | CISAA League game |
| 02/12/2020 | 15:00 | Basketball U12 Boys | York School | Away | The York School | Exhibition Game |
| 02/12/2020 | 15:00 | Volleyball Sr Girls Div III | Holy Name of Mary CS | Home | Sue Burns Gym- North | CISAA League game |
| 02/12/2020 | 15:30 | Volleyball Jr Girls Div II | Lakefield College School | Away | Lakefield College School | Exhibition Game |
| 02/12/2020 | 15:45 | Basketball Sr Boys Div IB | Greenwood College School | Away | Greenwood College School | CISAA League game |
| 02/12/2020 | 15:45 | Basketball Jr Boys Div IB | Holy Trinity School | Away | Holy Trinity School | CISAA League game |
| 02/12/2020 | 16:00 | Basketball Sr Boys Div II | Crescent School | Away | Crescent School | CISAA League game |
| 02/12/2020 | 16:00 | Volleyball Sr Girls Div IB | Pickering College | Away | Pickering College | CISAA League game |
| 02/12/2020 | 16:00 | Squash Sr Boys | Crescent School | Home | TCS Squash Courts | CISAA League game |
| 02/12/2020 | 16:30 | Hockey Sr Boys Div I | St. Andrew's College | Home | P.C.M. Rink | CISAA League game |
| 02/12/2020 | 16:30 | Volleyball U14 Girls Div III | Trafalgar Castle School | Home | Sue Burns Gym- South | CISAA League game |
| 02/12/2020 | 17:00 | Volleyball Sr Girls Div III | Albert College | Home | Sue Burns Gym- North | CISAA League game |
| 02/19/2020 | 09:00 | Swimming Sr School | C.I.S.A.A. Schools | Away | Markham PanAm Center | CISAA Championships |
| 02/19/2020 | 14:00 | Volleyball Sr Girls Div III | Bishop Strachan School | Away | Albert College | CISAA League game |
| 02/19/2020 | 14:30 | Hockey Sr Girls Div I | Havergal College | Away | Rinx Arena | CISAA League game |
| 02/19/2020 | 15:00 | Volleyball Sr Girls Div III | Hawthorn School | Away | Albert College | CISAA League game |
| 02/19/2020 | 15:00 | Volleyball Jr Girls Div II | Appleby | Home | Lower Gym | CISAA League game |
| 02/19/2020 | 15:00 | Basketball Jr Boys Div IB | Royal St. George's College | Away | Royal St. George's College | CISAA League game |
| 02/19/2020 | 15:30 | Basketball U14 Boys Div III | Pickering College | Away | Pickering College | CISAA League game |
| 02/19/2020 | 16:00 | Basketball Sr Boys Div II | Country Day School | Home | Sue Burns Gym | CISAA League game |
| 02/19/2020 | 16:30 | Hockey Sr Boys Div I | Upper Canada College | Home | P.C.M. Rink | CISAA League game |
| 02/19/2020 | 16:30 | Basketball Sr Boys Div IB | Royal St. George's College | Away | Royal St. George's College | CISAA League game |
| 02/19/2020 | 17:00 | Volleyball Jr Girls Div II | Lakefield College School | Home | Lower Gym | CISAA League game |
| 02/20/2020 | 09:00 | Squash Sr Girls | C.I.S.A.A. Schools | Home | TCS Squash Courts | CISAA Championships |
| 02/21/2020 | 19:30 | Hockey Jr Boys Div I | Loyola High School | Home | P.C.M. Rink | Exhibition Game |
| 02/22/2020 | 10:00 | Basketball U12 Boys | C.I.S.A.A. Schools | Away | Hillfield Strathallan College | CISAA Championships |
| 02/22/2020 | 11:00 | Hockey Jr Boys Div I | Loyola High School | Home | P.C.M. Rink | Exhibition Game |
| 02/24/2020 | Hockey Sr Boys Div I | C.I.S.A.A. Schools | Away | To Be Announced | Playoff | |
| 02/24/2020 | 16:00 | Volleyball Sr Girls Div IB | C.I.S.A.A. Schools | Away | To Be Announced | Playoff |
| 02/24/2020 | 16:00 | Basketball Sr Boys Div II | C.I.S.A.A. Schools | Away | To Be Announced | Playoff |
| 02/24/2020 | 16:00 | Volleyball Sr Girls Div III | C.I.S.A.A. Schools | Away | To Be Announced | Playoff |
| 02/24/2020 | 16:00 | Volleyball Jr Girls Div II | C.I.S.A.A. Schools | Away | To Be Announced | Playoff |
| 02/24/2020 | 16:00 | Volleyball U14 Girls Div III | C.I.S.A.A. Schools | Away | To Be Announced | Playoff |
| 02/26/2020 | Hockey Sr Boys Div I | C.I.S.A.A. Schools | Away | To Be Announced | Playoff | |
| 02/26/2020 | 08:30 | Squash Sr Boys | C.I.S.A.A. Schools | Away | Mayfair Lakeshore | CISAA Championships |
| 02/26/2020 | 09:00 | Swimming Jr School | C.I.S.A.A. Schools | Away | Markham PanAm Center | CISAA Championships |
| 02/26/2020 | 15:00 | Hockey Sr Girls Div I | C.I.S.A.A. Schools | Away | To Be Announced | Playoff |
| 02/26/2020 | 15:00 | Volleyball U14 Girls Div III | C.I.S.A.A. Schools | Away | 1st Place in League | CISAA Championships |
| 02/26/2020 | 16:00 | Volleyball Sr Girls Div III | C.I.S.A.A. Schools | Away | To Be Announced | CISAA Championships |
| 02/26/2020 | 16:00 | Basketball Jr Boys Div IB | C.I.S.A.A. Schools | Away | To Be Announced | Playoff |
| 02/26/2020 | 16:00 | Basketball Sr Boys Div IB | C.I.S.A.A. Schools | Away | To Be Announced | Playoff |
| 02/26/2020 | 16:00 | Volleyball Sr Girls Div IB | C.I.S.A.A. Schools | Away | To Be Announced | CISAA Championships |
| 02/26/2020 | 16:00 | Basketball Sr Boys Div II | C.I.S.A.A. Schools | Away | To Be Announced | Playoff |
| 02/26/2020 | 16:00 | Basketball U14 Boys Div III | C.I.S.A.A. Schools | Away | To Be Announced | Playoff |
| 02/26/2020 | 16:00 | Volleyball Jr Girls Div II | C.I.S.A.A. Schools | Away | To Be Announced | CISAA Championships |
| 02/28/2020 | 15:00 | Hockey Sr Girls Div I | C.I.S.A.A. Schools | Away | To Be Announced | Playoff |
| 02/29/2020 | Hockey Sr Boys Div I | C.I.S.A.A. Schools | Away | To Be Announced | CISAA Championships | |
| 02/29/2020 | Hockey Jr Boys Div I | Northwood School- New York | Away | Northwood - Lake Placid | Exhibition Game | |
| 02/29/2020 | 09:00 | Squash Jr Boys | C.I.S.A.A. Schools | Away | St. Andrew's College | CISAA Championships |
| 02/29/2020 | 09:30 | Basketball U14 Boys Div III | C.I.S.A.A. Schools | Away | 1st Place in League | CISAA Championships |
| 02/29/2020 | 10:00 | Basketball Jr Boys Div IB | C.I.S.A.A. Schools | Away | 1st Place in League | CISAA Championship Game |
| 02/29/2020 | 10:00 | Basketball Sr Boys Div IB | C.I.S.A.A. Schools | Away | To Be Announced | CISAA Championships |
| 02/29/2020 | 10:00 | Basketball Sr Boys Div II | C.I.S.A.A. Schools | Away | 1st Place in League | CISAA Championships |
| 03/01/2020 | Hockey Jr Boys Div I | Northwood School- New York | Away | Northwood - Lake Placid | Exhibition Game | |
| 03/03/2020 | 15:00 | Hockey Sr Girls Div I | C.I.S.A.A. Schools | Away | To Be Announced | CISAA Championship Game |
| 03/05/2020 | Hockey Sr Boys Div I | To Be Announced | Away | St. Andrew's College | ||
| 03/06/2020 | Hockey Sr Boys Div I | To Be Announced | Away | St. Andrew's College | ||
| 03/07/2020 | Hockey Sr Boys Div I | To Be Announced | Away | St. Andrew's College | ||
| 04/15/2020 | 14:30 | Badminton Sr Coed | Crestwood Preparatory College | Home | Sue Burns Gym | CISAA League game |
| 04/15/2020 | 14:30 | Badminton Jr Coed | Crestwood Preparatory College | Home | West Gym | CISAA League game |
| 04/22/2020 | : | Badminton Sr Coed | Bayview Glen | Away | Bayview Glen | CISAA League game |
| 04/22/2020 | : | Ultimate Frisbee U20DI | Havergal-Crescent | Away | Havergal College | CISAA League game |
| 04/22/2020 | : | Ultimate Frisbee U20DI | Havergal-Crescent | Away | Havergal College | CISAA League game |
| 04/22/2020 | : | Ultimate Frisbee U20DI | Havergal-Crescent | Away | Havergal College | CISAA League game |
| 04/22/2020 | : | Tennis Sr Boys | Lakefield College School | Away | Lakefield College School | CISAA League game |
| 04/22/2020 | : | Soccer Sr Girls Spring Div I | Ridley College | Away | Ridley College | CISAA League game |
| 04/22/2020 | 03:30 | Tennis Sr Girls | Lakefield College School | Home | Massey '55 Tennis Center | CISAA League game |
| 04/22/2020 | 15:30 | Badminton Jr Coed | Bayview Glen | Away | Bayview Glen | CISAA League game |
| 04/23/2020 | 15:00 | Ultimate Frisbee U20DI | Havergal-Crescent | Away | Havergal College | CISAA League game |
| 04/25/2020 | 22:00 | Badminton Jr Coed | St. Andrew's College | Away | St. Andrew's College | CISAA League game |
| 04/25/2020 | 22:00 | Badminton Sr Coed | St. Andrew's College | Away | St. Andrew's College | CISAA League game |
| 04/27/2020 | 16:00 | Ultimate Frisbee U20DI | BishopSS-St.Mike's | Home | Trinity College School | CISAA League game |
| 04/29/2020 | 03:30 | Soccer U14 Girls Spring Div II | Montcrest School | Home | Boulden North | CISAA League game |
| 04/29/2020 | 15:00 | Tennis Sr Girls | Bayview Glen | Home | Massey '55 Tennis Center | CISAA League game |
| 04/29/2020 | 15:00 | Badminton Sr Coed | York School | Home | Sue Burns Gym | CISAA League game |
| 04/29/2020 | 15:00 | Ultimate Frisbee U20DI | Greenwood College School | Away | Cherry Beach Park | CISAA League game |
| 04/29/2020 | 15:30 | Soccer Sr Girls Spring Div I | De La Salle | Away | De La Salle | CISAA League game |
| 04/29/2020 | 16:00 | Soccer Sr Girls Spring Div IIB | De La Salle | Home | Trinity College School | CISAA League game |
| 04/29/2020 | 16:00 | Badminton Jr Coed | Royal St. George's College | Home | West Gym | CISAA League game |
| 04/29/2020 | 16:00 | Badminton Sr Coed | Royal St. George's College | Home | Sue Burns Gym | CISAA League game |
| 05/02/2020 | Tennis Sr Girls | Greenwood College School | Away | Greenwood College School | CISAA League game | |
| 05/02/2020 | 10:30 | Tennis Sr Boys | Greenwood College School | Home | Massey '55 Tennis Center | CISAA League game |
| 05/02/2020 | 22:00 | Badminton Sr Coed | Appleby | Home | Sue Burns Gym | CISAA League game |
| 05/05/2020 | 16:00 | Rugby Sr Boys Div I | Crescent School | Home | Hay Field | CISAA League game |
| 05/05/2020 | 16:00 | Rugby Jr Boys Div I | Crescent School | Home | Hargraft Field | CISAA League game |
| 05/05/2020 | 22:30 | Soccer Sr Girls Spring Div IIB | Albert College | Home | Trinity College School | CISAA League game |
| 05/06/2020 | Soccer Sr Girls Spring Div II | Trafalgar Castle School | Away | Trafalgar Castle School | CISAA League game | |
| 05/06/2020 | : | Ultimate Frisbee U20DI | BishopSS-St.Mike's | Away | Bishop Strachan School | CISAA League game |
| 05/06/2020 | 15:00 | Badminton Sr Coed | Upper Canada College | Home | Sue Burns Gym | CISAA League game |
| 05/06/2020 | 15:00 | Baseball Sr Boys | St. Michael's College | Away | St. Michael's College | CISAA League game |
| 05/06/2020 | 15:30 | Badminton Sr Coed | Trafalgar Castle School | Away | Trafalgar Castle School | CISAA League game |
| 05/06/2020 | 15:30 | Soccer Sr Girls Spring Div IIB | Trafalgar Castle School | Away | Trafalgar Castle School | CISAA League game |
| 05/06/2020 | 15:30 | Badminton Jr Coed | Upper Canada College | Home | West Gym | CISAA League game |
| 05/06/2020 | 16:00 | Soccer Sr Girls Spring Div I | Appleby | Away | Appleby College | CISAA League game |
| 05/09/2020 | 22:30 | Rugby Jr Boys Div I | Appleby | Home | Hargraft Field | CISAA League game |
| 05/09/2020 | 22:30 | Rugby Sr Boys Div I | Appleby | Home | Hay Field | CISAA League game |
| 05/09/2020 | 23:00 | Badminton Jr Coed | Ridley College | Away | Ridley College | CISAA League game |
| 05/09/2020 | 23:00 | Badminton Sr Coed | Ridley College | Away | Ridley College | CISAA League game |
| 05/11/2020 | : | Tennis Sr Girls | Bishop Strachan School | Away | Mayfair East | CISAA League game |
| 05/11/2020 | 16:00 | Tennis Sr Boys | Royal St. George's College | Home | Massey '55 Tennis Center | CISAA League game |
| 05/13/2020 | Rugby Jr Boys Div I | Upper Canada College | Away | Upper Canada College | CISAA League game | |
| 05/13/2020 | Baseball Sr Boys | Upper Canada College | Away | Upper Canada College | CISAA League game | |
| 05/13/2020 | Rugby Sr Boys Div I | Upper Canada College | Away | Upper Canada College | CISAA League game | |
| 05/13/2020 | 12:30 | Tennis Sr Boys | Toronto French School | Away | Toronto French School JR | CISAA League game |
| 05/13/2020 | 15:00 | Soccer Sr Girls Spring Div I | Bishop Strachan School | Home | Boulden South | CISAA League game |
| 05/13/2020 | 15:30 | Badminton Sr Coed | Greenwood College School | Away | Greenwood College School | CISAA League game |
| 05/13/2020 | 15:30 | Soccer U14 Girls Spring Div II | Trafalgar Castle School | Home | Boulden North | CISAA League game |
| 05/13/2020 | 15:30 | Badminton Jr Coed | Trafalgar Castle School | Home | West Gym | CISAA League game |
| 05/13/2020 | 16:00 | Ultimate Frisbee U20DI | De La Salle | Home | Trinity College School | CISAA League game |
| 05/20/2020 | Soccer Sr Girls Spring Div I | TBA | Highest Remaining Seed | Playoff | ||
| 05/20/2020 | Badminton Sr Coed | TBA | Trinity College School | CISAA Championship Game | ||
| 05/20/2020 | Badminton Jr Coed | TBA | Crescent School | CISAA Championship Game | ||
| 05/20/2020 | Tennis Sr Girls | TBA | Mayfair East | CISAA Championship Game | ||
| 05/20/2020 | Tennis Sr Boys | TBA | Mayfair West | CISAA Championship Game | ||
| 05/20/2020 | Baseball Sr Boys | TBA | Host to be confirmed | CISAA Championship Game | ||
| 05/20/2020 | Soccer Sr Girls Spring Div II | TBA | 1st Place in League | Playoff | ||
| 05/20/2020 | Soccer U14 Girls Spring Div II | TBA | East 1st Place | Playoff | ||
| 05/20/2020 | 16:00 | Rugby Sr Boys Div I | St. Andrew's College | Away | St. Andrew's College | CISAA League game |
| 05/20/2020 | 16:00 | Rugby Jr Boys Div I | St. Andrew's College | Away | St. Andrew's College | CISAA League game |
| 05/22/2020 | Ultimate Frisbee U20DI | TBA | 1st Place in League | CISAA Championship Game | ||
| 05/23/2020 | Rugby Sr Boys Div I | TBA | 1st Place in League | CISAA Championship Game | ||
| 05/23/2020 | Rugby Jr Boys Div I | TBA | 1st Place in League | CISAA Championship Game | ||
| 05/23/2020 | Soccer Sr Girls Spring Div II | TBA | 1st Place in League | CISAA Championship Game | ||
| 05/23/2020 | Soccer Sr Girls Spring Div IIB | TBA | 1st Place in League | CISAA Championship Game | ||
| 05/23/2020 | Soccer U14 Girls Spring Div II | TBA | East 1st Place | CISAA Championship Game | ||
| 05/23/2020 | Soccer Sr Girls Spring Div I | TBA | Highest Remaining Seed | CISAA Championship Game |