| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 8/30 | 6:00 PM | Varsity | Scrimmage | Normal | Home | Bethel | | | | Danbury High School - Stadium Turf Field | |
| FRI 9/1 | 7:00 PM | Varsity | Scrimmage | Normal | Home | Thomaston | | | | Danbury High School - Stadium Turf Field | |
| FRI 9/8 | 4:30 PM | Varsity | League | Normal | Away | Greenwich | Loss | 0-9 | | Greenwich High School - Cardinal Stadium | 2:15 PM - 1 Bus - STA V/JV |
| TUE 9/12 | 4:00 PM | Varsity | League | Normal | Home | Fairfield Ludlowe | Loss | 0-13 | | Danbury High School - Stadium Turf Field | |
| THU 9/14 | 4:00 PM | Varsity | League | Normal | Home | Brien McMahon | Win | 5-2 | | Danbury High School - Stadium Turf Field | |
| MON 9/18 | 4:00 PM | Varsity | League | Normal | Away | Fairfield Warde | Win | 2-1 | | Fairfield Warde High School - Tetreau/Davis Field | 2:15 PM - 1 Bus - STA V/JV |
| SAT 9/23 | 9:45 AM | Varsity | League | Normal | Home | Ridgefield | Loss | 0-8 | | Danbury High School - Stadium Turf Field | |
| TUE 9/26 | 4:30 PM | Varsity | League | Normal | Home | New Canaan | Loss | 0-5 | | Danbury High School - Stadium Turf Field | |
| SAT 9/30 | 11:30 AM | Varsity | League | Normal | Away | Shelton | Loss | 1-2 | | Shelton High School - Finn Stadium | 9:45 AM - 1 Bus - STA V/JV |
| TUE 10/3 | 4:00 PM | Varsity | League | Normal | Away | Stamford | Loss | 0-1 | | Stamford High School - Boyle Stadium | 2:15 PM - 1 Bus - STA V/JV |
| FRI 10/6 | 4:00 PM | Varsity | League | Normal | Away | Westhill | Tied | 0-0 | | Westhill High School - J. Walter Kennedy Stadium | 2:15 PM - 1 Bus - STA V/JV |
| WED 10/11 | 7:00 PM | Varsity | League | Normal | Home | Norwalk | Loss | 0-4 | | Danbury High School - Stadium Turf Field | |
| THU 10/12 | 4:00 PM | Varsity | League | Normal | Away | Staples | Loss | 0-10 | | Staples High School - Ginny Parker Field | 2:15 PM - 1 Bus - STA V/JV |
| SAT 10/14 | 10:30 AM | Varsity | League | Normal | Away | Trumbull | Loss | 0-3 | | Trumbull High School - Cork Field | 8:45 AM - 1 Bus - STA V/JV |
| TUE 10/17 | 4:00 PM | Varsity | League | Normal | Home | St. Joseph | Loss | 0-5 | | Danbury High School - Stadium Turf Field | |
| FRI 10/20 | 4:00 PM | Varsity | League | Normal | Home | Darien | Loss | 0-10 | | Danbury High School - Stadium Turf Field | |
| MON 10/23 | 6:30 PM | Varsity | Non-League | Normal | Home | Shepaug Valley | Loss | 1-3 | | Danbury High School - Stadium Turf Field | |
| WED 10/25 | 6:15 PM | Varsity | League | Normal | Away | Wilton | Loss | 0-6 | | Wilton HS - Fuijitani Field -Turf | 3:15 PM - 1 Bus - STA V/JV |