Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
WED 8/28 | Canceled | Varsity | Scrimmage | Canceled | Away | Lauralton Hall | | | | Lauralton Hall - Turf Field | |
WED 9/4 | 4:00 PM | Varsity | League | Normal | Away | Fairfield Ludlowe | Loss | 0-8 | | Fairfield Ludlowe High School - Taft Field | |
FRI 9/6 | 4:00 PM | Varsity | League | Normal | Home | Fairfield Warde | Loss | 0-4 | | Westhill High School - J. Walter Kennedy Stadium | |
MON 9/9 | 4:30 PM | Varsity | Non-League | Normal | Home | Weston | Loss | 0-1 | | Westhill High School - J. Walter Kennedy Stadium | |
FRI 9/13 | 4:30 PM | Varsity | League | Normal | Away | Wilton | Loss | 0-6 | | Wilton HS - Lilly Field | |
MON 9/16 | 4:00 PM | Varsity | League | Normal | Home | Staples | Loss | 0-10 | | Westhill High School - J. Walter Kennedy Stadium | |
WED 9/18 | 4:00 PM | Varsity | League | Normal | Away | Darien | Loss | 0-9 | | Darien High School - DHS Stadium Field | |
MON 9/23 | 4:00 PM | Varsity | League | Normal | Home | St. Joseph | | | | Westhill High School - J. Walter Kennedy Stadium | |
THU 9/26 | 4:00 PM | Varsity | League | Normal | Home | Stamford | | | | Westhill High School - J. Walter Kennedy Stadium | |
SAT 9/28 | 11:00 AM | Varsity | League | Normal | Away | Greenwich | | | | Greenwich High School - Field 3 | |
MON 9/30 | 4:00 PM | Varsity | League | Normal | Home | New Canaan | | | | Westhill High School - J. Walter Kennedy Stadium | |
MON 10/7 | 4:00 PM | Varsity | League | Normal | Away | Danbury | | | | Danbury High School - Stadium Turf Field | |
THU 10/10 | 4:00 PM | Varsity | League | Normal | Home | Trumbull | | | | Westhill High School - J. Walter Kennedy Stadium | |
TUE 10/15 | 7:00 PM | Varsity | League | Normal | Away | Brien McMahon | | | | Brien McMahon High School - Casagrande Field | |
THU 10/17 | 7:00 PM | Varsity | League | Normal | Away | Norwalk | | | | Nathan Hale MS - Callahan Complex at Nathan Hale Lower | |
TUE 10/22 | 4:00 PM | Varsity | League | Normal | Home | Ridgefield | | | | Westhill High School - J. Walter Kennedy Stadium | |