 | Greenwich Boys Soccer |
|
| Date | Opponent | H/A | Result |
| Tue., 9/11 | Norwalk | Away | L 3-1 |
| Thu., 9/13 | Wilton | Away | T 1-1 |
| Thu., 9/20 | Bassick | Home | W 5-0 |
| Mon., 9/24 | Harding | Away | W 3-1 |
| Fri., 9/28 | Trumbull | Home | W 3-1 |
| Mon., 10/1 | Fairfield Warde | Home | W 5-1 |
| Wed., 10/3 | Trinity Catholic | Home | W 7-0 |
| Fri., 10/5 | Bridgeport Central | Away | W 4-1 |
| Mon., 10/8 | Staples | Away | L 1-0 |
| Wed., 10/10 | Westhill | Away | W 2-0 |
| Fri., 10/12 | Brien McMahon | Home | W 6-0 |
| Sat., 10/13 | Ridgefield | Home | T 2-2 |
| Tue., 10/16 | Stamford | Away | W 3-1 |
| Thu., 10/18 | Danbury | Home | W 1-0 |
| Mon., 10/22 | St. Joseph | Home | W 8-0 |
| Wed., 10/24 | Fairfield Ludlowe | Away | W 2-0 |
 Class LL State Tourney |
| Date | [Rd] Opponent | Site | Result |
| Fri., 11/9 | [1st] Trumbull | Greenwich | W 3-1 |
| Sat., 11/10 | [2nd] Brist.Cent. | Greenwich | W 2-0 |
| Wed., 11/14 | [QF] Amity | Amity | W 3-1 |
| Fri., 11/16 | [SF] Ffld.Prep | New Canaan | L 1-0 (PK7-5) |