| Date | Opponent | Venue | Home/Away | Time | Regis/Opp |
|---|---|---|---|---|---|
| Nov 21 | Staten Island Academy | Staten Island Academy | Away | 1:00 PM | - |
| Dec 1 | Loyola School | Loyola School | Away | 5:00 PM | - |
| Dec 2 | Poly Prep | Regis High School | Home | 4:30 PM | - |
| Dec 4 | (@ Horace Mann Tournament) | Horace Mann | Away | - | |
| Dec 5 | (@ Horace Mann Tournament) | Horace Mann | Away | - | |
| Dec 8 | Spellman | Regis High School | Home | 4:30 PM | - |
| Dec 9 | Montfort Academy | Regis High School | Home | 4:30 PM | - |
| Dec 11 | Cristo Rey | Regis High School | Home | 6:30 PM | - |
| Dec 15 | Salesian | Salesian High School | Away | 4:30 PM | - |
| Dec 19 | Kennedy Catholic | Kennedy Catholic | Away | 2:45 PM | - |
| Dec 28 | (Cookie Garcia Jesuit Invitational) | TAMPA JESUIT HIGH SCHOOL | Away | - | |
| Dec 29 | (Cookie Garcia Jesuit Invitational) | TAMPA JESUIT HIGH SCHOOL | Away | - | |
| Dec 30 | (Cookie Garcia Jesuit Invitational) | TAMPA JESUIT HIGH SCHOOL | Away | - | |
| Jan 5 | Cathedral Prep | Regis High School | Home | 4:30 PM | - |
| Jan 8 | Lasalle | LaSalle High School | Away | 7:15 PM | - |
| Jan 11 | Sacred Heart | Regis High School | Home | - | |
| Jan 15 | Kennedy Catholic | Regis High School | Home | 7:30 PM | - |
| Jan 20 | Dalton | Dalton | Away | 4:30 PM | - |
| Jan 22 | Xavier | Xavier High School | Away | 7:30 PM | - |
| Jan 25 | Montfort Academy | Montfort Academy | Away | 4:30 PM | - |
| Jan 26 | Spellman | Cardinal Spellman | Away | 4:30 PM | - |
| Jan 30 | Cristo Rey | Cristo Rey Brooklyn High School | Away | 3:30 PM | - |
| Feb 2 | Cathedral Prep | Cathedral Preparatory School and Seminary | Away | 4:15 PM | - |
| Feb 5 | Sacred Heart | Sacred Heart | Away | 4:30 PM | - |
| Feb 11 | Lasalle | Regis High School | Home | 4:45 PM | - |