| Vinal Tech Varsity Wrestling |
| Middletown (V) Wed. 12/14, 6:00 - Away - Keigwin MS-Gym 1 Driving Directions |
| Pomperaug, Bacon Academy, New Canaan, Nonnewaug, Wethersfield (V) Sat. 12/17, 9:00 - Away - Pomperaug High School-Auxiliary Gym |
| Granby Memorial (V) Wed. 12/21, 6:00 - Away - Granby Memorial High School-Community Gym Driving Directions |
| Rockville, Canton, RHAM (V) Fri. 12/23, 2:30 - Away - Rockville High School-Main gymnasium Driving Directions |
| Morgan, Bristol Eastern, Bunnell, Farmington, Haddam-Killingworth, Ellis Tech, TBA, Shelton (V) Fri. 12/30, 9:00 - Away - Morgan School-Gym |
| Somers (V) Thu. 1/5, 6:00 - Home - Portland High School-Portland HS Driving Directions |
| 11th Casey Yates Memorial Wrestling Tournament (V) Sat. 1/7, 10:00 - Away - Lyman Memorial High School-Gym |
| Stafford (V) Wed. 1/11, 6:00 - Home - Portland High School-Portland HS Driving Directions |
| Canton (V) Wed. 1/18, 6:00 - Home - Portland High School-Portland HS Driving Directions |
| Bristol Eastern, Maloney, TBA, New Britain, Northwestern, Rocky Hill, South Windsor, New Haven Wrestling (V) Sat. 1/21, 10:00 - Home - Portland High School-Portland HS Driving Directions |
| Avon, Bristol Eastern, Coventry, Daniel Hand, Griswold/Wheeler, Haddam-Killingworth, Old Lyme, Manchester, Morgan, TBA, New Britain, Nonnewaug, Plainville, Terryville/Thomaston (V) Sat. 1/28, 9:00 - Home - . Driving Directions |
| Rockville (V) Wed. 2/1, 6:00 - Away - Rockville High School-Main gymnasium Driving Directions |
| 2023 Bacon Academy Matt Bishel Bobcat Classic (V) Sat. 2/4, 9:00 - Away - Bacon Academy |
| Suffield Windsor Locks Wrestling Co Op (V) Tue. 2/7, 6:00 - Away - Suffield High School Driving Directions |
| Coventry (V) Wed. 2/8, 6:00 - Home - Portland High School-Portland HS Driving Directions |
| NCCC WRESTLING CHAMPIONSHIP (V) Sat. 2/11, 10:00 - Away - Somers High School-Somers High School Gymnasium |
| CIAC S Championship (V) Fri. 2/17, 4:00 - Away - Killingly |
| CIAC S Championship (V) Sat. 2/18, 10:30 - Away - Killingly |
| CIAC State Open (V) Fri. 2/24, 12:45 - Away - Floyd Little Athletic Center |
| CIAC State Open (V) Sat. 2/25, 10:00 - Away - Floyd Little Athletic Center |