| Date | Time | Type | Home School | Away School | Site |
| THU 3/21 | 5:15 PM | Scrimmage | Staples | | Staples High School - Staples Stadium |
| TUE 3/26 | 4:00 PM | Scrimmage | | | Veteran's Park - Bridgeport - Rugby Field |
| THU 3/28 | 5:00 PM | League | Greenwich | Staples | Greenwich High School - Field 7 |
| THU 3/28 | Postponed | Scrimmage | | | Veteran's Park - Bridgeport - Rugby Field |
| SAT 4/6 | 2:30 PM | League | | Greenwich | Fairfield Ludlowe High School - Taft Field |
| TUE 4/9 | 6:00 PM | League | Greenwich | | Greenwich High School - Field 7 |
| WED 4/10 | 4:00 PM | League | Staples | | Staples High School - Staples Stadium |
| WED 4/17 | 7:00 PM | League | | | Fairfield Warde High School - Tetreau/Davis Field |
| WED 4/24 | 4:00 PM | League | Staples | | Staples High School - Staples Stadium |
| WED 4/24 | 6:30 PM | League | | Greenwich | Trumbull High School - Cork Field |
| SAT 4/27 | 11:00 AM | League | Greenwich | | Greenwich High School - Field 7 |
| WED 5/1 | 6:30 PM | League | | Greenwich | Xavier High School - Xavier High School |
| THU 5/9 | 5:30 PM | League | Staples | | Staples High School - Staples Stadium |
| SAT 5/11 | 2:00 PM | League | | | Fairfield Warde High School - Tetreau/Davis Field |
| TUE 5/14 | 5:30 PM | League | Staples | | Staples High School - Wakeman Field E (grass) |
| THU 5/16 | 5:00 PM | League | Greenwich | | Greenwich High School - Field 7 |
| MON 5/20 | Canceled | League | Staples | Greenwich | Staples High School - Staples Stadium |
| TUE 5/21 | 5:00 PM | League | | | Fairfield Ludlowe High School - Taft Field |
| WED 5/29 | 6:00 PM | League | Greenwich | | Greenwich High School - Field 7 |