| 1 | 4952 | 9/7/24 1:45pm | Milton High School Middle Field | Milton Nomads | 0 - 7 | Brookline Red Bulls | |
| 2 | 4955 | 9/14/24 3:00pm | Skyline Park | Brookline Red Bulls | 4 - 0 | JP City | |
| 3 | 4959 | 9/21/24 3:00pm | Fessenden A/Class of 1985 | Newton B Juniors | 2 - 3 | Brookline Red Bulls | |
| 4 | 4960 | 9/28/24 2:30pm | Victory Turf | Watertown Warriors | 0 - 4 | Brookline Red Bulls | |
| 5 | 4964 | 10/5/24 3:00pm | Beaver Country Day School | Brookline Red Bulls | 5 - 0 | Needham Rebels | |
| 6 | 4907 | 11/9/24 9:00am | Beaver Country Day School | Brookline Red Bulls | 5 - 3 | Natick All Stars | |
| 7 | 4911 | 10/19/24 10:30am | Adams | Lexington Eagles | 1 - 3 | Brookline Red Bulls | |
| 8 | 4914 | 10/26/24 3:00pm | Beaver Country Day School | Brookline Red Bulls | 5 - 1 | Wayland FC | |
| 9 | 4916 | 11/2/24 3:00pm | Beaver Country Day School | Brookline Red Bulls | 5 - 2 | Weston United | |
| 10 | 4919 | 11/9/24 3:00pm | Newton South High School Brandeis Road - 2B | Newton B Juniors | 0 - 1 | Brookline Red Bulls | |
