| 1 | 3844 | 9/6/25 2:00pm | Teddy Ebersols Red Sox Field 9v9 (1) | Hill House United Crimson 5B - BSL | 8 - 2 | Dorchester Jaguars 5B - BSL | |
| 2 | 3848 | 9/13/25 2:00pm | Teddy Ebersols Red Sox Field 9v9 (1) | Hill House United Crimson 5B - BSL | - | SUP South End United - BSL | |
| 3 | 3851 | 9/20/25 4:00pm | Pagel Field | JP Blizzard - BSL | - | Hill House United Crimson 5B - BSL | |
| 4 | 3856 | 9/27/25 2:00pm | Teddy Ebersols Red Sox Field 9v9 (1) | Hill House United Crimson 5B - BSL | - | East Boston Boys Gold G5 - BSL | |
| 5 | 3859 | 10/4/25 8:30am | Madison Park- Upper (9v9) | SUP 28FC Blue - BSL | - | Hill House United Crimson 5B - BSL | |
| 6 | 3864 | 10/11/25 2:30pm | Pope John Paul II Park | Dorchester Jaguars 5B - BSL | - | Hill House United Crimson 5B - BSL | |
| 7 | 3868 | 10/18/25 12:45pm | Madison Park- Upper (9v9) | SUP South End United - BSL | - | Hill House United Crimson 5B - BSL | |
| 8 | 3872 | 10/25/25 2:00pm | Teddy Ebersols Red Sox Field 9v9 (1) | Hill House United Crimson 5B - BSL | - | JP Blizzard - BSL | |
| 9 | 3873 | 11/1/25 3:30pm | Pagel Field | JP Thunder - BSL | - | Hill House United Crimson 5B - BSL | |
| 10 | 3880 | 11/8/25 2:00pm | Teddy Ebersols Red Sox Field 9v9 (1) | Hill House United Crimson 5B - BSL | - | Parkway B5 United Royal - BSL | |
