| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| FRI 10/2 | 3:45 p.m. | Varsity | League | Normal | Away | ValleyReg | Loss | 0-7 | | Valley Regional High School-Richard B. Blythe Field | |
| TUE 10/6 | 3:45 p.m. | Varsity | League | Normal | Home | Morgan | Loss | 9-0 | | Nathan Hale-Ray Middle School-Nathan Hale-Ray MS Soccer fields | |
| FRI 10/9 | 3:45 p.m. | Varsity | League | Normal | Home | Portland | Loss | 3-7 | | Nathan Hale-Ray Middle School-Nathan Hale-Ray MS Soccer fields | |
| TUE 10/13 | 3:45 p.m. | Varsity | League | Normal | Away | OldSaybrook | Loss | 0-6 | | Old Saybrook High School-Old Saybrook HS Turf | |
| SAT 10/17 | 5:00 p.m. | Varsity | League | Normal | Away | NorthBranford | Loss | 2-3 | | North Branford High School-NBHS Front Field | |
| TUE 10/20 | 3:45 p.m. | Varsity | League | Normal | Home | CoginchaugReg | Loss | 6-0 | | Nathan Hale-Ray Middle School-Nathan Hale-Ray MS Soccer fields | |
| THU 10/22 | 3:45 p.m. | Varsity | League | Normal | Home | Cromwell | Loss | 6-2 | | Nathan Hale-Ray Middle School-Nathan Hale-Ray MS Soccer fields | |
| MON 10/26 | 3:45 p.m. | Varsity | League | Normal | Away | EastHampton | Loss | 1-6 | | East Hampton High School-Main Field | |
| TUE 11/3 | 2:00 p.m. | Varsity | League | Normal | Home | LymeOldLyme | Loss | 0-3 | | Nathan Hale-Ray Middle School-Nathan Hale-Ray MS Soccer fields | |