 | Pomperaug Boys Soccer |
|
| Date | Opponent | H/A | Result |
| Wed., 9/12 | Masuk | Away | W 1-0 |
| Sat., 9/15 | Weston | Home | W 3-0 |
| Thu., 9/20 | Joel Barlow | Away | L 1-0 |
| Sat., 9/22 | New Fairfield | Home | W 3-1 |
| Mon., 9/24 | Bunnell | Away | T 1-1 |
| Thu., 9/27 | Kolbe Cathedral | Home | W 3-1 |
| Sat., 9/29 | New Milford | Away | L 1-0 |
| Mon., 10/1 | Immaculate | Home | L 2-0 |
| Thu., 10/4 | Brookfield | Away | T 0-0 |
| Sat., 10/6 | Naugatuck | Home | W 1-0 |
| Mon., 10/8 | Oxford | Away | W 1-0 |
| Wed., 10/10 | Watertown | Away | T 0-0 |
| Thu., 10/11 | Notre Dame-Fairfield | Away | W 1-0 |
| Mon., 10/15 | Bethel | Home | W 2-1 |
| Mon., 10/22 | Newtown | Home | L 2-1 |
| Thu., 10/25 | Stratford | Away | L 0-1 |
 Class LL State Tourney |
| Date | [Rd] Opponent | Site | Result |
| Fri., 11/9 | [1st] Brist.Cent. | Pomperaug | L 2-1 (2OT) |