| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| THU 10/1 | 4:00 p.m. | Varsity | League | Normal | Home | Ellington | Loss | 2-1 | | Bolton High School-BHS Varsity Soccer Field | |
| FRI 10/2 | 4:00 p.m. | Varsity | League | Normal | Away | Rockville | Win | 4-0 | | Rockville High School-Stadium Field | |
| MON 10/5 | 4:00 p.m. | Varsity | League | Normal | Home | Somers | Loss | 1-0 | | Bolton High School-BHS Varsity Soccer Field | |
| FRI 10/9 | 4:00 p.m. | Varsity | League | Normal | Away | Coventry | Tied | 2-2 | | Coventry High School-Soccer field | |
| WED 10/14 | 4:00 p.m. | Varsity | League | Normal | Away | EastWindsorJrSr | Win | 1-0 | | East Windsor Senior High School-Soccer Field | |
| MON 10/19 | 4:00 p.m. | Varsity | League | Normal | Away | Stafford | Win | 4-2 | | Stafford High School-Soccer Field | |
| WED 10/21 | 4:00 p.m. | Varsity | League | Normal | Away | Ellington | Loss | 4-0 | | Ellington High School-Soccer Field | |
| FRI 10/23 | 4:00 p.m. | Varsity | League | Normal | Home | Rockville | Win | 3-2 | | Bolton High School-BHS Varsity Soccer Field | |
| MON 10/26 | 4:00 p.m. | Varsity | League | Normal | Away | Somers | Loss | 1-0 | | Somers High School-Somers High School Turf Field | |
| WED 10/28 | 3:45 p.m. | Varsity | League | Normal | Home | Coventry | | | | Bolton High School-BHS Varsity Soccer Field | |
| MON 11/2 | 3:30 p.m. | Varsity | League | Normal | Home | EastWindsorJrSr | Win | 4-2 | | Bolton High School-BHS Varsity Soccer Field | |
| FRI 11/6 | 3:00 p.m. | Varsity | League | Normal | Home | Stafford | Win | 5-2 OT | | Bolton High School-BHS Varsity Soccer Field | |
| FRI 11/13 | 3:45 p.m. | Varsity | League | Normal | Away | Coventry | Loss | 2-1 | | Coventry High School-Soccer field | |