2019-20 Varsity Boys’ Basketball Schedule
| Day | Date | Opponent | Location | Time | Score |
| Thursday | November 14 | Pallotti (scrimmage) | Pallotti | 7:00 pm | |
| Tuesday | November 19 | McDonogh | CPS | 6:00 pm | L, 59-33 |
| Fri.-Sat. | November 22-23 | Perry Hall Christian Tournament (View Schedule) | PHC | TBD | W 35-27 vs Jemicy, Finished 3rd Place in Tournament |
| Monday | November 25 | Rosedale Baptist | CPS | 5:30 pm | W, 55-45 |
| Tuesday | December 3 | Friends | Friends | 5:30 pm | L, 67-53 |
| Thursday | December 5 | Mt. Hebron | CPS | 5:30 pm | L, 62-46 |
| Friday | December 6 | Southern MD Christian | CPS | 6:30 pm | L, 85-57 |
| Monday | December 9 | Indian Creek | CPS | 5:30 pm | L, 54-47 |
| Wednesday | December 11 | Curley | Curley | 5:30 pm | |
| Friday | December 13 | Springdale Prep | CPS | 6:30 pm | |
| Fri.-Sat. | December 20-21 | Boys Latin Christmas Showcase | Boys Latin | TBD | |
| Friday | January 3 | Cristo Rey | Cristo Rey | TBD | |
| Tuesday | January 7 | Park | CPS | TBD | |
| Thursday | January 9 | Beth Tfiloh | Beth Tfiloh | 6:00 pm | |
| Monday | January 13 | Hammond | Hammond | 5:30 pm | |
| Tuesday | January 14 | Jemicy | Jemicy | TBD | |
| Tuesday | January 21 | Sts. Peter & Paul | CPS | TBD | |
| Thursday | January 23 | Rockbridge Academy | CPS | 4:00 pm | |
| Friday | January 24 | Key | Key | TBD | |
| Tuesday | January 28 | Cristo Rey | CPS | TBD | |
| Friday | January 31 | Park | Park | TBD | |
| Tuesday | February 4 | Beth Tfiloh | CPS | TBD | |
| Thursday | February 6 | Key | CPS | TBD | |
| Friday | February 7 | Jemicy | CPS | TBD | |
| Friday | February 14 | Sts. Peter & Paul | SPP | TBD | |
| Thursday | February 20 | MIAA Semifinals | |||
| Sunday | February 23 | MIAA Championships | |||