2018-19 Middle School Boys’ (A) Basketball Schedule
| Day | Date | Opponent | Location | Time | Score |
| Wednesday | November 28 | McDonogh | McDonogh | 3:30 pm | |
| Thursday | December 6 | Loyola | CPS | 4:30 pm | |
| To be rescheduled | |||||
| Wednesday | December 12 | Key | Key | 4 pm | W, 52-18 |
| Friday | January 4 | Gilman | CPS | 4:30 pm | W, 61-40 |
| Monday | January 7 | St. Paul’s | St. Paul’s | 3:30 pm | W, 56-37 |
| Wednesday | January 9 | Boys Latin | Boys Latin | 4:30 pm | W, 46-32 |
| Friday | January 11 | Gilman | Gilman | 4:30 pm | W, 57-50 |
| Tuesday | January 15 | McDonogh | McDonogh | 3:45 pm | W, 52-48 |
| Cancelled | |||||
| Wednesday | January 23 | Loyola | Loyola | 4:30 pm | W, 57-47 |
| Cancelled | |||||
| Thursday | January 31 | Gerstell | Gerstell | 3:30 pm | |
| Monday | February 4 | St. Paul’s | CPS | 3:30 pm | |
| Wednesday | February 6 | St. Paul’s Kingsville | CPS | 4:30 pm | |
| Cancelled | |||||
| Wednesday | February 13 | McDonogh | CPS | 4:45 pm | |
| Thursday | February 14 | Boys Latin | Boys Latin | 3:30 pm |