| GameDate | Time | Type | Home School | Away School | Site |
| 01/02/2027 | 3:45 PM | League | Shelton | West Haven | Shelton High School - Murray Gymnasium |
| 01/05/2027 | 3:30 PM | League | East Catholic | New Britain | East Catholic High School - Gym |
| 01/05/2027 | 3:45 PM | League | Hall | East Hartford | Hall High School - Robinson Gym |
| 01/05/2027 | 3:45 PM | League | Windsor | Conard | Windsor High School - Main Gym |
| 01/05/2027 | 4:00 PM | League | Bridgeport Central | Fairfield Ludlowe | Bridgeport Central High School - The Barry McLeod Court |
| 01/05/2027 | 4:00 PM | League | Danbury | New Canaan | Danbury High School - Main Gym |
| 01/05/2027 | 4:00 PM | League | Fairfield Warde | Wilton | Fairfield Warde High School - Large Gym |
| 01/05/2027 | 4:00 PM | League | Stamford | St. Joseph | Stamford High School - Kuczo Gymnasium |
| 01/05/2027 | 4:00 PM | League | Staples | Ridgefield | Staples High School - Staples Gym |
| 01/08/2027 | 3:30 PM | League | New Britain | Bristol Central | New Britain High School - Gym |
| 01/08/2027 | 3:45 PM | League | Avon | Hall | Avon High School - Large Gym |
| 01/08/2027 | 3:45 PM | League | Bristol Eastern | E.O. Smith | Bristol Eastern High School - Thomas M. Monahan Gymnasium |
| 01/08/2027 | 4:00 PM | League | Fairfield Ludlowe | Greenwich | Fairfield Ludlowe High School - Main Gym |
| 01/08/2027 | 4:00 PM | League | Glastonbury | Newington | Glastonbury High School - Gym |
| 01/08/2027 | 4:00 PM | League | New Canaan | Staples | New Canaan HS - Main Gym |
| 01/08/2027 | 4:00 PM | League | Ridgefield | Bridgeport Central | Ridgefield High School - Main Gym |
| 01/08/2027 | 4:00 PM | League | St. Joseph | Fairfield Warde | St. Joseph High School - Gym |
| 01/08/2027 | 4:00 PM | League | Trumbull | Danbury | Trumbull High School - THS Main Gym |
| 01/11/2027 | 3:30 PM | League | New Britain | Conard | New Britain High School - Gym |
| 01/11/2027 | 3:45 PM | League | Bristol Eastern | Avon | Bristol Eastern High School - Thomas M. Monahan Gymnasium |
| 01/11/2027 | 3:45 PM | League | E.O. Smith | Platt | E.O. Smith High School - Front Gym |
| 01/11/2027 | 3:45 PM | League | Enfield | East Catholic | Enfield High School - EHS GYM - MAIN |
| 01/11/2027 | 3:45 PM | League | Farmington | East Hartford | Farmington High School - Large Gymnasium |
| 01/11/2027 | 3:45 PM | League | South Windsor | Bristol Central | South Windsor High School - Gym |
| 01/11/2027 | 4:00 PM | League | Glastonbury | Hall | Glastonbury High School - Gym |
| 01/12/2027 | 3:45 PM | League | Shelton | Jonathan Law | Shelton High School - Murray Gymnasium |
| 01/12/2027 | 4:00 PM | League | Danbury | St. Joseph | Danbury High School - Main Gym |
| 01/12/2027 | 4:00 PM | League | Fairfield Warde | Greenwich | Fairfield Warde High School - Large Gym |
| 01/12/2027 | 4:00 PM | League | New Canaan | Ridgefield | New Canaan HS - Main Gym |
| 01/12/2027 | 4:00 PM | League | Trumbull | Fairfield Ludlowe | Trumbull High School - THS Main Gym |
| 01/12/2027 | 4:00 PM | League | Wilton | Stamford | Wilton High School - Nicholas Zeoli Field House |
| 01/14/2027 | 3:45 PM | League | Bristol Eastern | Farmington | Bristol Eastern High School - Thomas M. Monahan Gymnasium |
| 01/14/2027 | 3:45 PM | League | Conard | South Windsor | Conard High School - Main Gym |
| 01/14/2027 | 3:45 PM | League | E.O. Smith | Glastonbury | E.O. Smith High School - Front Gym |
| 01/14/2027 | 3:45 PM | League | Platt | Avon | Platt High School - Gym |
| 01/14/2027 | 3:45 PM | League | Windsor | Enfield | Windsor High School - Main Gym |
| 01/15/2027 | 3:45 PM | League | Shelton | Lauralton Hall | Shelton High School - Murray Gymnasium |
| 01/15/2027 | 4:00 PM | League | Bridgeport Central | New Canaan | Bridgeport Central High School - The Barry McLeod Court |
| 01/15/2027 | 4:00 PM | League | Danbury | Darien | Danbury High School - Main Gym |
| 01/15/2027 | 4:00 PM | League | Greenwich | Ridgefield | Greenwich High School - GHS Main Gym |
| 01/15/2027 | 4:00 PM | League | Stamford | Fairfield Ludlowe | Stamford High School - Kuczo Gymnasium |
| 01/15/2027 | 4:00 PM | League | Staples | Trumbull | Staples High School - Staples Gym |
| 01/19/2027 | 4:00 PM | League | Fairfield Ludlowe | Darien | Fairfield Ludlowe High School - Main Gym |
| 01/19/2027 | 4:00 PM | League | Ridgefield | Trumbull | Ridgefield High School - Main Gym |
| 01/19/2027 | 4:00 PM | League | St. Joseph | New Canaan | St. Joseph High School - Gym |
| 01/19/2027 | 4:00 PM | League | Stamford | Fairfield Warde | Stamford High School - Kuczo Gymnasium |
| 01/19/2027 | 4:00 PM | League | Staples | Danbury | Staples High School - Staples Gym |
| 01/20/2027 | 3:45 PM | League | Bristol Eastern | Bristol Central | Bristol Eastern High School - Thomas M. Monahan Gymnasium |
| 01/20/2027 | 3:45 PM | League | Conard | Newington | Conard High School - Main Gym |
| 01/20/2027 | 3:45 PM | Non-League | Farmington | | Farmington High School - Large Gymnasium |
| 01/21/2027 | 3:45 PM | League | Woodstock Academy | E.O. Smith | The Woodstock Academy - North Campus - H208 - Alumni Field House |
| 01/22/2027 | 3:45 PM | League | Avon | Wethersfield | Avon High School - Large Gym |
| 01/22/2027 | 3:45 PM | League | Bristol Central | East Catholic | Bristol Central High School - Charles C. Marsh Gymnasium |
| 01/22/2027 | 3:45 PM | League | Conard | Enfield | Conard High School - Main Gym |
| 01/22/2027 | 3:45 PM | League | E.O. Smith | Farmington | E.O. Smith High School - Front Gym |
| 01/22/2027 | 3:45 PM | League | Newington | Bristol Eastern | Newington High School - Gym |
| 01/22/2027 | 3:45 PM | League | Shelton | Daniel Hand | Shelton High School - Murray Gymnasium |
| 01/22/2027 | 4:00 PM | League | Darien | Greenwich | Darien High School - DHS Main Gym |
| 01/22/2027 | 4:00 PM | League | Fairfield Warde | Staples | Fairfield Warde High School - Large Gym |
| 01/22/2027 | 4:00 PM | League | Ridgefield | Fairfield Ludlowe | Ridgefield High School - Main Gym |
| 01/22/2027 | 4:00 PM | League | Trumbull | Stamford | Trumbull High School - THS Main Gym |
| 01/22/2027 | 4:00 PM | League | Wilton | Bridgeport Central | Wilton High School - Nicholas Zeoli Field House |
| 01/25/2027 | 3:45 PM | League | Bristol Central | Hall | Bristol Central High School - Charles C. Marsh Gymnasium |
| 01/25/2027 | 3:45 PM | League | Farmington | Enfield | Farmington High School - Large Gymnasium |
| 01/25/2027 | 4:00 PM | Non-League | NFA | | Norwich Free Academy - Alumni Gym |
| 01/26/2027 | 3:45 PM | League | Bristol Eastern | Conard | Bristol Eastern High School - Thomas M. Monahan Gymnasium |
| 01/26/2027 | 3:45 PM | League | E.O. Smith | East Catholic | E.O. Smith High School - Front Gym |
| 01/26/2027 | 3:45 PM | League | Windsor | East Hartford | Windsor High School - Main Gym |
| 01/26/2027 | 4:00 PM | League | Bridgeport Central | Fairfield Warde | Bridgeport Central High School - The Barry McLeod Court |
| 01/26/2027 | 4:00 PM | League | Fairfield Ludlowe | New Canaan | Fairfield Ludlowe High School - Main Gym |
| 01/26/2027 | 4:00 PM | League | Glastonbury | South Windsor | Glastonbury High School - Gym |
| 01/26/2027 | 4:00 PM | League | Greenwich | Wilton | Greenwich High School - GHS Main Gym |
| 01/26/2027 | 4:00 PM | League | Ridgefield | St. Joseph | Ridgefield High School - Main Gym |
| 01/26/2027 | 4:00 PM | League | Stamford | Darien | Stamford High School - Kuczo Gymnasium |
| 01/28/2027 | 3:45 PM | League | Bristol Central | Avon | Bristol Central High School - Charles C. Marsh Gymnasium |
| 01/28/2027 | 3:45 PM | League | East Hartford | Conard | East Hartford High School - Main Gym |
| 01/29/2027 | 3:30 PM | League | East Catholic | East Hartford | East Catholic High School - Gym |
| 01/29/2027 | 3:45 PM | League | Windsor | Glastonbury | Windsor High School - Main Gym |
| 01/29/2027 | 4:00 PM | League | Danbury | Bridgeport Central | Danbury High School - Main Gym |
| 01/29/2027 | 4:00 PM | League | Darien | Ridgefield | Darien High School - DHS Main Gym |
| 01/29/2027 | 4:00 PM | League | St. Joseph | Staples | St. Joseph High School - Gym |
| 01/29/2027 | 4:00 PM | League | Trumbull | New Canaan | Trumbull High School - THS Main Gym |
| 01/29/2027 | 4:00 PM | League | Wilton | Fairfield Ludlowe | Wilton High School - Nicholas Zeoli Field House |
| 02/01/2027 | 3:45 PM | League | Avon | Bristol Eastern | Avon High School - Large Gym |
| 02/01/2027 | 3:45 PM | League | Conard | Bristol Central | Conard High School - Main Gym |
| 02/01/2027 | 3:45 PM | League | South Windsor | East Catholic | South Windsor High School - Gym |
| 02/02/2027 | 4:00 PM | League | Glastonbury | E.O. Smith | Glastonbury High School - Gym |
| 02/02/2027 | 4:00 PM | League | Greenwich | Bridgeport Central | Greenwich High School - GHS Main Gym |
| 02/02/2027 | 4:00 PM | League | New Canaan | Fairfield Warde | New Canaan HS - Main Gym |
| 02/02/2027 | 4:00 PM | League | St. Joseph | Darien | St. Joseph High School - Gym |
| 02/02/2027 | 4:00 PM | League | Stamford | Staples | Stamford High School - Kuczo Gymnasium |
| 02/02/2027 | 4:00 PM | League | Trumbull | Wilton | Trumbull High School - THS Main Gym |
| 02/02/2027 | 6:00 PM | League | East Hartford | Enfield | East Hartford - East Hartford |
| 02/04/2027 | 3:45 PM | League | Farmington | Hall | Farmington High School - Large Gymnasium |
| 02/05/2027 | 3:45 PM | League | Enfield | Windsor | Enfield High School - EHS GYM - MAIN |
| 02/05/2027 | 3:45 PM | League | Shelton | North Haven | Shelton High School - Murray Gymnasium |
| 02/05/2027 | 4:00 PM | League | Bridgeport Central | St. Joseph | Bridgeport Central High School - The Barry McLeod Court |
| 02/05/2027 | 4:00 PM | League | Danbury | Stamford | Danbury High School - Main Gym |
| 02/05/2027 | 4:00 PM | League | Darien | Trumbull | Darien High School - DHS Main Gym |
| 02/05/2027 | 4:00 PM | League | Fairfield Warde | Ridgefield | Fairfield Warde High School - Large Gym |
| 02/05/2027 | 4:00 PM | League | Staples | Greenwich | Staples High School - Staples Gym |
| 02/05/2027 | 4:00 PM | League | Wilton | New Canaan | Wilton High School - Nicholas Zeoli Field House |
| 02/05/2027 | 6:00 PM | League | East Hartford | Glastonbury | East Hartford - East Hartford |
| 02/08/2027 | 3:30 PM | League | New Britain | Platt | New Britain High School - Gym |
| 02/08/2027 | 4:00 PM | League | Glastonbury | Enfield | Glastonbury High School - Gym |
| 02/09/2027 | 3:45 PM | League | Conard | Farmington | Conard High School - Main Gym |
| 02/09/2027 | 3:45 PM | League | Hall | Avon | Hall High School - Robinson Gym |
| 02/09/2027 | 3:45 PM | League | South Windsor | Windsor | South Windsor High School - Gym |
| 02/09/2027 | 4:00 PM | League | Darien | Fairfield Warde | Darien High School - DHS Main Gym |
| 02/09/2027 | 4:00 PM | League | Fairfield Ludlowe | Staples | Fairfield Ludlowe High School - Main Gym |
| 02/09/2027 | 4:00 PM | League | Ridgefield | Danbury | Ridgefield High School - Main Gym |
| 02/09/2027 | 4:00 PM | League | Stamford | Greenwich | Stamford High School - Kuczo Gymnasium |
| 02/09/2027 | 4:00 PM | League | Wilton | St. Joseph | Wilton High School - Nicholas Zeoli Field House |
| 02/09/2027 | 6:00 PM | League | East Hartford | E.O. Smith | East Hartford - East Hartford |
| 02/11/2027 | 3:30 PM | League | New Britain | Wethersfield | New Britain High School - Gym |
| 02/11/2027 | 3:45 PM | League | Enfield | South Windsor | Enfield High School - EHS GYM - MAIN |
| 02/12/2027 | 3:45 PM | League | Farmington | Bristol Eastern | Farmington High School - Large Gymnasium |
| 02/12/2027 | 3:45 PM | League | Windsor | East Catholic | Windsor High School - Main Gym |
| 02/12/2027 | 4:00 PM | League | Bridgeport Central | Staples | Bridgeport Central High School - The Barry McLeod Court |
| 02/12/2027 | 4:00 PM | League | Fairfield Ludlowe | Fairfield Warde | Fairfield Ludlowe High School - Main Gym |
| 02/12/2027 | 4:00 PM | League | Greenwich | Danbury | Greenwich High School - GHS Main Gym |
| 02/12/2027 | 4:00 PM | League | New Canaan | Darien | New Canaan HS - Main Gym |
| 02/12/2027 | 4:00 PM | League | Ridgefield | Wilton | Ridgefield High School - Main Gym |
| 02/12/2027 | 4:00 PM | League | Trumbull | St. Joseph | Trumbull High School - THS Main Gym |
| 02/16/2027 | 3:45 PM | League | Bristol Central | Farmington | Bristol Central High School - Charles C. Marsh Gymnasium |
| 02/16/2027 | 3:45 PM | League | Bristol Eastern | Hall | Bristol Eastern High School - Thomas M. Monahan Gymnasium |
| 02/16/2027 | 3:45 PM | League | Newington | New Britain | Newington High School - Gym |
| 02/16/2027 | 4:00 PM | League | Bridgeport Central | Stamford | Bridgeport Central High School - The Barry McLeod Court |
| 02/16/2027 | 4:00 PM | League | Danbury | Fairfield Ludlowe | Danbury High School - Main Gym |
| 02/16/2027 | 4:00 PM | League | Fairfield Warde | Trumbull | Fairfield Warde High School - Large Gym |
| 02/16/2027 | 4:00 PM | League | St. Joseph | Greenwich | St. Joseph High School - Gym |
| 02/16/2027 | 4:00 PM | League | Wilton | Darien | Wilton High School - Nicholas Zeoli Field House |
| 02/17/2027 | 3:45 PM | League | Enfield | E.O. Smith | Enfield High School - EHS GYM - MAIN |
| 02/17/2027 | 3:45 PM | League | South Windsor | East Hartford | South Windsor High School - Gym |
| 02/18/2027 | 3:45 PM | League | Bristol Central | Bristol Eastern | Bristol Central High School - Charles C. Marsh Gymnasium |
| 02/18/2027 | 3:45 PM | League | Conard | Hall | Conard High School - Main Gym |
| 02/18/2027 | 3:45 PM | League | Farmington | Avon | Farmington High School - Large Gymnasium |
| 02/18/2027 | 4:00 PM | Non-League | NFA | Bacon Academy | Norwich Free Academy - Alumni Gym |
| 02/19/2027 | 3:45 PM | League | E.O. Smith | Windsor | E.O. Smith High School - Front Gym |
| 02/19/2027 | 3:45 PM | League | Shelton | Career Magnet | Shelton High School - Murray Gymnasium |
| 02/19/2027 | 4:00 PM | League | Bridgeport Central | Darien | Bridgeport Central High School - The Barry McLeod Court |
| 02/19/2027 | 4:00 PM | League | Danbury | Fairfield Warde | Danbury High School - Main Gym |
| 02/19/2027 | 4:00 PM | League | Glastonbury | East Catholic | Glastonbury High School - Gym |
| 02/19/2027 | 4:00 PM | League | Greenwich | Trumbull | Greenwich High School - GHS Main Gym |
| 02/19/2027 | 4:00 PM | League | St. Joseph | Fairfield Ludlowe | St. Joseph High School - Gym |
| 02/19/2027 | 4:00 PM | League | Stamford | New Canaan | Stamford High School - Kuczo Gymnasium |
| 02/19/2027 | 4:00 PM | League | Staples | Wilton | Staples High School - Staples Gym |
| 02/22/2027 | 4:00 PM | League | Darien | Staples | Darien High School - DHS Main Gym |
| 02/22/2027 | 4:00 PM | League | New Canaan | Greenwich | New Canaan HS - Main Gym |
| 02/22/2027 | 4:00 PM | League | Ridgefield | Stamford | Ridgefield High School - Main Gym |
| 02/22/2027 | 4:00 PM | League | Trumbull | Bridgeport Central | Trumbull High School - THS Main Gym |
| 02/22/2027 | 4:00 PM | League | Wilton | Danbury | Wilton High School - Nicholas Zeoli Field House |
| 12/11/2026 | 3:45 PM | Non-League | Hall | Conard | Hall High School - Robinson Gym |
| 12/11/2026 | 4:00 PM | Non-League | Bridgeport Central | | Bridgeport Central High School - The Barry McLeod Court |
| 12/15/2026 | 3:30 PM | League | East Catholic | Windsor | East Catholic High School - Gym |
| 12/15/2026 | 3:45 PM | League | Bristol Central | Conard | Bristol Central High School - Charles C. Marsh Gymnasium |
| 12/15/2026 | 3:45 PM | League | Farmington | Newington | Farmington High School - Large Gymnasium |
| 12/15/2026 | 3:45 PM | League | Hall | Platt | Hall High School - Robinson Gym |
| 12/15/2026 | 4:00 PM | League | Glastonbury | Bristol Eastern | Glastonbury High School - Gym |
| 12/15/2026 | 6:00 PM | League | East Hartford | Avon | East Hartford - East Hartford |
| 12/17/2026 | 3:45 PM | League | Nonnewaug | Lakeview | Nonnewaug High School - Gym |
| 12/17/2026 | 4:00 PM | Non-League | NFA | Plainfield | Norwich Free Academy - Alumni Gym |
| 12/18/2026 | 3:30 PM | League | New Britain | South Windsor | New Britain High School - Gym |
| 12/18/2026 | 3:30 PM | Non-League | Bridgeport Central | | Bridgeport Central High School - The Barry McLeod Court |
| 12/18/2026 | 3:45 PM | League | Farmington | Glastonbury | Farmington High School - Large Gymnasium |
| 12/18/2026 | 3:45 PM | League | Newington | E.O. Smith | Newington High School - Gym |
| 12/18/2026 | 6:00 PM | League | East Hartford | Platt | East Hartford - East Hartford |
| 12/22/2026 | 3:30 PM | League | East Catholic | Enfield | East Catholic High School - Gym |
| 12/22/2026 | 3:45 PM | League | Conard | Avon | Conard High School - Main Gym |
| 12/22/2026 | 3:45 PM | League | Newington | Platt | Newington High School - Gym |
| 12/22/2026 | 3:45 PM | League | Shelton | Branford | Shelton High School - Murray Gymnasium |
| 12/22/2026 | 3:45 PM | League | South Windsor | E.O. Smith | South Windsor High School - Gym |