 | Stamford Boys Soccer |
|
| Date | Opponent | H/A | Result |
| Tue., 9/11 | Bridgeport Central | Away | W 2-1 |
| Thu., 9/13 | Bassick | Home | W 2-1 |
| Wed., 9/19 | Harding | Home | W 7-1 |
| Thu., 9/20 | Norwalk | Away | L 4-2 |
| Sat., 9/22 | Fairfield Warde | Away | W 1-0 |
| Mon., 9/24 | Ridgefield | Home | L 2-1 |
| Fri., 9/28 | St. Joseph | Home | W 4-0 |
| Mon., 10/1 | Trumbull | Away | T 2-2 |
| Wed., 10/3 | Danbury | Away | T 1-1 |
| Mon., 10/8 | Westhill | Away | W 4-2 |
| Wed., 10/10 | Fairfield Ludlowe | Home | W 1-0 |
| Fri., 10/12 | New Canaan | Away | W 2-1 |
| Tue., 10/16 | Greenwich | Home | L 3-1 |
| Thu., 10/18 | Brien McMahon | Away | W 4-1 |
| Mon., 10/22 | Darien | Home | W 1-0 |
| Tue., 10/23 | Trinity Catholic | Home | W 7-0 |
 Class LL State Tourney |
| Date | [Rd] Opponent | Site | Result |
| Fri., 11/9 | [1st] Hartford Pub. | Stamford | W 3-0 |
| Sat., 11/10 | [2nd] Ridgefield | Ridgefield | W 2-1 (PK5-4) |
| Tue., 11/13 | [QF] Newington | Stamford | W 3-0 |
| Fri., 11/16 | [SF] Norwalk | New Canaan | L 2-1 |