| 2340 | 9/9/17 1:30pm | Kallander | Southboro Cyclones | 5 - 1 | Winchester Sporting | |
| 2314 | 9/16/17 1:15pm | 16B AB Lower Fields (Turf) 9v9 | A-B Revolution | 1 - 10 | Southboro Cyclones | |
| 2317 | 9/23/17 10:30am | Arsenal | Watertown GRADE FIVE BOYS 2 | 1 - 3 | Southboro Cyclones | |
| 2320 | 9/30/17 1:30pm | Kallander | Southboro Cyclones | 1 - 3 | Milf-Hopedale Fireballs | |
| 2323 | 10/15/17 2:00pm | Friends 2 | Foxboro Warriors | 1 - 2 | Southboro Cyclones | |
| 2325 | 10/14/17 3:00pm | Ryan Connolly 9v9-B | Winchester Sporting | 2 - 1 | Southboro Cyclones | |
| 2329 | 10/22/17 1:30pm | Trottier Middle School - Track Infield | Southboro Cyclones | 6 - 2 | Dedham Lightning | |
| 2332 | 10/28/17 12:30pm | Trottier Middle School - Track Infield | Southboro Cyclones | 4 - 2 | Watertown GRADE FIVE BOYS 2 | |
| 2335 | 11/4/17 4:00pm | Woodland School 9v9 Turf | Milf-Hopedale Fireballs | 2 - 0 | Southboro Cyclones | |
| 2338 | 11/11/17 1:30pm | Kallander | Southboro Cyclones | 2 - 2 | Foxboro Warriors | |
