 | Shelton Boys Soccer |
|
| Date | Opponent | H/A | Result |
| Tue., 9/11 | Wilbur Cross | Home | W 3-1 |
| Sat., 9/15 | Daniel Hand | Away | L 2-1 |
| Wed., 9/19 | Fairfield Prep | Away | L 2-0 |
| Sat., 9/22 | Lyman Hall | Home | W 1-0 |
| Mon., 9/24 | Amity | Home | W 4-0 |
| Thu., 9/27 | Sheehan | Away | T 1-1 |
| Mon., 10/1 | North Haven | Away | W 2-1 |
| Wed., 10/3 | Cheshire | Home | T 1-1 |
| Fri., 10/5 | Daniel Hand | Home | L 1-0 |
| Tue., 10/9 | Lyman Hall | Away | L 1-0 |
| Fri., 10/12 | Amity | Away | T 1-1 |
| Mon., 10/15 | Sheehan | Home | W 1-0 |
| Wed., 10/17 | North Haven | Home | W 1-0 |
| Sat., 10/20 | Cheshire | Away | T 0-0 |
| Mon., 10/22 | Fairfield Prep | Home | L 1-0 |
| Wed., 10/24 | Wilbur Cross | Away | W 6-1 |
 Class LL State Tourney |
| Date | [Rd] Opponent | Site | Result |
| Sat., 11/10 | [1st] Wilton | Wilton | L 5-1 |