| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| MON 8/28 | 3:45 PM | Varsity | Scrimmage | Normal | Home | Branford | | | | Hamden High School - HHS Turf #2 | |
| SAT 9/2 | 10:00 AM | Varsity | Scrimmage | Normal | Away | North Haven | | | | North Haven Middle School - West Turf Field | 8:45 AM - 1 Bus |
| TUE 9/5 | Canceled | Varsity | Scrimmage | Canceled | Home | Maloney | | | | Hamden High School - HHS Turf #2 | |
| SAT 9/9 | 1:00 PM | Varsity | League | Normal | Home | Valley Regional | Win | 2-0 | | Hamden High School - HHS Turf #1 | |
| TUE 9/12 | 5:00 PM | Varsity | League | Normal | Home | Shelton | Tied | 2-2 | | Hamden High School - HHS Turf #2 | |
| THU 9/14 | 5:00 PM | Varsity | League | Normal | Home | Jonathan Law | Tied | 2-2 | | Hamden High School - HHS Turf #1 | |
| TUE 9/19 | 3:45 PM | Varsity | League | Normal | Away | West Haven | Loss | 1-4 | | Veterans Memorial Park (West Haven, CT) - Field | 2:30 PM - 1 Bus |
| SAT 9/23 | 1:00 PM | Varsity | League | Normal | Home | Sheehan | Win | 3-2 | | Hamden High School - HHS Turf #1 | |
| TUE 9/26 | 6:00 PM | Varsity | League | Normal | Away | Career/Hillhouse | Win | 3-1 | | Bowen Field - Football Field | 4:45 PM - 1 Bus |
| SAT 9/30 | 11:00 AM | Varsity | League | Normal | Home | Foran | Win | 5-3 | | Hamden High School - HHS Turf #1 | |
| TUE 10/3 | 6:30 PM | Varsity | League | Normal | Away | Cheshire | Win | 2-0 | | Cheshire High Main Game field - Cheshire High Main Game field | 5:15 PM - 1 Bus |
| FRI 10/6 | 7:00 PM | Varsity | League | Normal | Away | Shelton | Tied | 2-2 | | Shelton High School - Finn Stadium | 4:00 PM - 1 Bus |
| TUE 10/10 | 6:00 PM | Varsity | League | Normal | Away | Jonathan Law | Tied | 0-0 | | Jonathan Law High School - Lawmen Stadium | 4:30 PM - 1 Bus |
| FRI 10/13 | 5:00 PM | Varsity | League | Normal | Home | West Haven | Win | 2-1 | | Hamden High School - HHS Turf #1 | |
| MON 10/16 | 5:00 PM | Varsity | League | Normal | Home | Cheshire | Loss | 1-1 | | Hamden High School - HHS Turf #1 | |
| TUE 10/17 | 7:00 PM | Varsity | League | Normal | Away | Sheehan | Win | 3-0 | | Choate Rosemary Hall - Choate-Hartevelt Field | 5:30 PM - 1 Bus |
| FRI 10/20 | 6:00 PM | Varsity | League | Normal | Home | Career/Hillhouse | Win | 3-2 | | Hamden High School - HHS Turf #1 | |
| MON 10/23 | 5:30 PM | Varsity | League | Normal | Away | Foran | Win | 6-1 | | Foran High School - Foran High School - Turf Field | 4:00 PM - 1 Bus |
| TUE 10/24 | 4:00 PM | Varsity | Non-League | Normal | Away | Valley Regional | Win | 2-0 | | Valley Regional High School - Richard B. Blythe Field | 9:15 AM - 1 Bus |
| SAT 10/28 | 1:00 PM | Varsity | Postseason | Normal | Home | Xavier | Loss | 0-3 | | Hamden High School - HHS Turf #1 | |
| SAT 11/4 | 10:00 AM | Varsity | Scrimmage | Normal | Home | North Haven | | | | Hamden High School - HHS Turf #2 | |
| TUE 11/7 | 2:00 PM | Varsity | Postseason | Normal | Home | Manchester | Win | 3-2 | | Hamden High School - HHS Turf #1 | |
| THU 11/9 | 6:00 PM | Varsity | Postseason | Normal | Home | Fairfield Prep | Win | 2-1 | | Hamden High School - HHS Turf #1 | |
| SAT 11/11 | 12:00 PM | Varsity | Postseason | Normal | Home | Hall | Loss | 0-1 | | Hamden High School - HHS Turf #1 | |