2018-19 MIAA VARSITY SQUASH SCHEDULE
| Date | Home | Visitor | Time/Score | Location |
| Tue, 20 Nov |  St. Paul's |  Loyola Blakefield | STP 7 , LOY 0 | St. Paul’s School |
| Tue, 27 Nov |  Gilman |  Park | GIL 7 , PARK 0 | Gilman School |
| Tue, 27 Nov | St. Paul's |  Friends | STP 7 , FRS 0 | St. Paul’s School |
| Tue, 27 Nov | Loyola Blakefield |  Boys' Latin | BL 7 , LOY 0 | Loyola Blakefield |
| Tue, 27 Nov |  McDonogh |  Calvert Hall | MCD 7 , CHC 0 | McDonogh School |
| Thr, 29 Nov | Boys' Latin | Calvert Hall | BL 7 , CHC 0 | Boys’ Latin School |
| Thr, 29 Nov | St. Paul's | Park | STP 7 , PARK 0 | St. Paul’s School |
| Thr, 29 Nov | Loyola Blakefield | Gilman | GIL 7 , LOY 0 | Loyola Blakefield |
| Thr, 29 Nov | McDonogh | Friends | MCD 7 , FRS 0 | McDonogh School |
| Tue, 4 Dec | Boys' Latin | Park | BL 4 , PARK 3 | Boys’ Latin School |
| Tue, 4 Dec | St. Paul's | Calvert Hall | STP 7 , CHC 0 | St. Paul’s School |
| Tue, 4 Dec | Loyola Blakefield | McDonogh | MCD 7 , LOY 0 | Loyola Blakefield |
| Wed, 5 Dec | Gilman | Boys' Latin | GIL 7 , BL 0 | Gilman School |
| Wed, 5 Dec | Calvert Hall | Friends | FRS 7 , CHC 0 | Calvert Hall |
| Wed, 5 Dec | Park | McDonogh | MCD 7 , PARK 0 | Park School |
| Thr, 6 Dec | Park | Friends | FRS 6 , PARK 1 | Park School |
| Thr, 6 Dec | St. Paul's | Gilman | GIL 5 , STP 2 | St. Paul’s School |
| Thr, 6 Dec | Loyola Blakefield | Calvert Hall | LOY 5 , CHC 2 | Loyola Blakefield |
| Thr, 6 Dec | McDonogh | Boys' Latin | MCD 7 , BL 0 | McDonogh School |
| Fri, 7 Dec | Gilman | Friends | GIL 7 , FRS 0 | Gilman School |
| Mon, 10 Dec | Calvert Hall | Gilman | GIL 7 , CHC 0 | Calvert Hall |
| Mon, 10 Dec | St. Paul's | McDonogh | MCD 7 , STP 0 | St. Paul’s School |
| Mon, 10 Dec | Loyola Blakefield | Park | PARK 6 , LOY 1 | Loyola Blakefield |
| Mon, 10 Dec | Boys' Latin | Friends | FRS 5 , BL 2 | Boys’ Latin School |
| Tue, 11 Dec | Park | Calvert Hall | PARK 5 , CHC 2 | Park School |
| Tue, 11 Dec | Loyola Blakefield | Friends | FRS 7 , LOY 0 | Loyola Blakefield |
| Thr, 13 Dec | Gilman | McDonogh | MCD 6 , GIL 1 | Gilman School |
| Thr, 3 Jan | Calvert Hall | Gilman | GIL 7 , CHC 0 | Calvert Hall |
| Mon, 7 Jan | St. Paul's | Boys' Latin | STP 4 , BL 3 | St. Paul’s School |
| Tue, 8 Jan | Park | Gilman | GIL 7 , PARK 0 | Park School |
| Tue, 8 Jan | Calvert Hall | McDonogh | MCD 7 , CHC 0 | Calvert Hall |
| Tue, 8 Jan | St. Paul's | Friends | STP 7 , FRS 0 | St. Paul’s School |
| Tue, 8 Jan | Boys' Latin | Loyola Blakefield | BL 7 , LOY 0 | Boys’ Latin School |
| Thr, 10 Jan | Boys' Latin | Calvert Hall | BL 7 , CHC 0 | Boys’ Latin School |
| Thr, 10 Jan | St. Paul's | Park | STP 7 , PARK 0 | St. Paul’s School |
| Thr, 10 Jan | Loyola Blakefield | Gilman | GIL 7 , LOY 0 | Loyola Blakefield |
| Tue, 15 Jan | Boys' Latin | Park | BL 6 , PARK 1 | Boys’ Latin School |
| Tue, 15 Jan | St. Paul's | Calvert Hall | STP 7 , CHC 0 | St. Paul’s School |
| Tue, 15 Jan | Friends | Gilman | GIL 7 , FRS 0 | Friends School |
| Wed, 16 Jan | St. Paul's | Gilman | GIL 7 , STP 0 | St. Paul’s School |
| Thr, 17 Jan | Boys' Latin | Gilman | GIL 7 , BL 0 | Boys’ Latin School |
| Thr, 17 Jan | Calvert Hall | Friends | FRS 6 , CHC 1 | Calvert Hall |
| Tue, 22 Jan | Park | Friends | FRS 7 , PARK 0 | Park School |
| Tue, 22 Jan | Boys' Latin | McDonogh | MCD 7 , BL 0 | Boys’ Latin School |
| Wed, 23 Jan | St. Paul's | Loyola Blakefield | STP 7 , LOY 0 | St. Paul’s School |
| Wed, 23 Jan | Park | McDonogh | MCD 7 , PARK 0 | Park School |
| Thr, 24 Jan | St. Paul's | McDonogh | MCD 7 , STP 0 | St. Paul’s School |
| Thr, 24 Jan | Friends | Boys' Latin | BL 4 , FRS 3 | Friends School |
| Thr, 24 Jan | Park | Loyola Blakefield | PARK 4 , LOY 3 | Park School |
| Fri, 25 Jan | McDonogh | Friends | MCD 4 , FRS 3 | McDonogh School |
| Sat, 26 Jan | Friends | Loyola Blakefield | FRS 6 , LOY 1 | Friends School |
| Mon, 28 Jan | Loyola Blakefield | McDonogh | MCD 7 , LOY 0 | Loyola Blakefield |
| Tue, 29 Jan | Calvert Hall | Park | 3:30 pm | Calvert Hall |
| Wed, 30 Jan | St. Paul's | Boys' Latin | 5:15 pm | St. Paul’s School |
| Wed, 30 Jan | Calvert Hall | Loyola Blakefield | 6:15 pm | Calvert Hall |
| Tue, 5 Feb | Gilman | McDonogh | MCD 7 , GIL 0 | Gilman School |
| Tue, 5 Feb | Boys' Latin | Friends | MIAA Squash Quarterfinals
BL 6 , FRS 1 | Meadow Mill Athletic Club |
| Tue, 5 Feb | St. Paul's | Park | MIAA Squash Quarterfinals
STP 7 , PARK 0 | St. Paul’s School |
| Wed, 6 Feb | Gilman | St. Paul's | MIAA Squash Semifinals
GIL 7 , STP 0 | Meadow Mill Athletic Club |
| Wed, 6 Feb | McDonogh | Boys' Latin | MIAA Squash Semifinals
MCD 7 , BL 0 | Meadow Mill Athletic Club |
| Thr, 7 Feb | McDonogh | Gilman | MIAA Squash Championship
MCD 5 , GIL 2 | Meadow Mill Athletic Club |
