| Date | Time | Team Level | Type | Status | Home/Away | Opponent | Result | Score | Details | Site | Transportation |
| WED 12/13 | 6:30 PM | Varsity | League | Normal | Home | New Haven Wrestling | | | | Guilford High School - Main gym at GHS | |
| WED 12/20 | 7:00 PM | Varsity | League | Normal | Away | Xavier | | | | Xavier High School - Gym | 5:15 PM - 1 Bus |
| SAT 12/23 | 9:00 AM | Varsity | League | Normal | Away | Foran | | | | Ledyard High School - Judy Standish Gymnasium | 7:00 AM - 1 Bus |
| Ledyard | | |
| New Fairfield | | |
| THU 12/28 | 7:00 PM | Varsity | League | Normal | Away | Notre Dame-West Haven | | | | Notre Dame High School - Gym | 5:15 PM - 1 Bus |
| SAT 12/30 | 10:00 AM | Varsity | Non-League | Normal | Away | Rockville | | | | Windham High School - Callahan Gymnasium | 7:30 AM - 1 Bus |
| East Lyme/Norwich Tech | | |
| E.O. Smith | | |
| Fitch | | |
| Waterford | | |
| Middletown | | |
| Windham | | |
| WED 1/3 | 6:30 PM | Varsity | League | Normal | Home | Daniel Hand | | | | Guilford High School - Main gym at GHS | |
| SAT 1/6 | 9:00 AM | Varsity | League | Normal | Away | Bristol Central | | | | Bristol Central High School - Charles C. Marsh Gymnasium | 6:00 AM - 1 Bus |
| Avon | | |
| East Hartford | | |
| Bristol Eastern | | |
| Farmington | | |
| New Milford | | |
| Plainville | | |
| Pomperaug | | |
| Ledyard | | |
| Wethersfield | | |
| Berlin | | |
| Enfield | | |
| Staples | | |
| Terryville-Thomaston | | |
| Middletown | | |
| Hall | | |
| New Fairfield | | |
| WED 1/10 | 6:30 PM | Varsity | League | Normal | Home | Branford | | | | Guilford High School - Main gym at GHS | |
| SAT 1/13 | 8:45 AM | Varsity | League | Normal | Away | Fairfield Prep | | | | Staples High School - Staples Gym | 6:45 AM - 1 Bus |
| Stratford | | |
| Foran | | |
| Simsbury | | |
| Maloney | | |
| Northwestern | | |
| Westhill | | |
| Staples | | |
| WED 1/17 | 7:00 PM | Varsity | League | Normal | Away | North Haven | | | | North Haven High School - Fred Kelly Gymnasium | 5:15 PM - 1 Bus |
| WED 1/31 | 5:30 PM | Varsity | League | Normal | Away | Fairfield Prep | | | | Fairfield University - Leo D. Mahoney Arena | 3:30 PM - 1 Bus |
| SAT 2/3 | 9:30 AM | Varsity | Non-League | Normal | Away | Branford | | | | New Fairfield High School - Old High School Gym | 6:30 AM - 1 Bus |
| Ridgefield | | |
| New Fairfield | | |
| Nonnewaug | | |
| Haddam Killingworth | | |
| Bethel | | |
| | |
| MON 2/5 | 6:30 PM | Varsity | League | Normal | Home | Amity | | | | Guilford High School - Main gym at GHS | |