| 1 | Wednesday, 31 January 2024 | 3.30 pm | Combermere School | Christ Church Foundation School | 10:0 | CS: Davion Thorne (4), Amari Small (3), Dakari Marshall (2), Raezario Roach | |
| 1 | Friday, 02 February 2024 | 3.30 pm | The Lester Vaughan School | Grantley Adams Memorial School | 2:1 | LVS: Domiko Jordan, Davonte Hart: GAMS: Dashawnte Charles | |
| 1 | Wednesday, 31 January 2024 | 3.30 pm | Queen’s College | Ellerslie Secondary School | 0:1 | ELL: Jayden Atherley | |
| 2 | Monday, 05 February 2024 | 3.30 pm | Queen’s College | Christ Church Foundation School | 3:1 | QC: Zachary Lowe, Keigan Greenidge, Danari Griffith | |
| 2 | Monday, 05 February 2024 | 3.30 pm | Grantley Adams Memorial School | Ellerslie Secondary School | 0:1 | ELL: J'air Nurse | |
| 2 | Monday, 05 February 2024 | 3.30 pm | The Lester Vaughan School | Combermere School | 4:5 | LVS: Domiko Jordan (2), Shavier Nurse, Malachi McFarlane; CS: Davion Thorne (2), Dakari Marshall (2), Amari Small | |
| 3 | Wednesday, 07 February 2024 | 3.30 pm | Combermere School | Ellerslie Secondary School | 1:1 | CS: Davion Thorne; ELL: Renneco Worrell | |
| 3 | Wednesday, 07 February 2024 | 3.30 pm | Christ Church Foundation School | The Lester Vaughan School | 2:7 | LVS: Domiko Jordan (4), Rajae Thompson (2), Davonte Hart | |
| 3 | Wednesday, 07 February 2024 | 3.30 pm | Grantley Adams Memorial School | Queen’s College | 2:4 | GAMS: Roberto Spratt (2); QC: Zachary Lowe (2), Thierry Howard, Ty-Rhese Mayers | |
| 4 | Monday, 12 February 2024 | 3.30 pm | Queen’s College | Combermere School | 0:1 | CS: Davion Thorne | |
| 4 | Monday, 12 February 2024 | 3.30 pm | The Lester Vaughan School | Ellerslie Secondary School | 2:2 | LVS: Rajae Thompson (2); ELL: Kobe Shaw, Kai Lovell | |
| 4 | Monday, 12 February 2024 | 3.30 pm | Christ Church Foundation School | Grantley Adams Memorial School | 6:1 | CCFS: Keron Denny-Ward (3), Antwone Miller (2), Rhys Morris | |
| 5 | Wednesday, 14 February 2024 | 3.30 pm | The Lester Vaughan School | Queen’s College | 0:3 | QC: Danari Griffith (2), Jedaiah Bacchus | |
| 5 | Wednesday, 14 February 2024 | 3.30 pm | Combermere School | Grantley Adams Memorial School | 3:0* | * … by forfeit | |
| 5 | Wednesday, 14 February 2024 | 3.30 pm | Christ Church Foundation School | Ellerslie Secondary School | 1:2 | ELL: Kobe Shaw, Daniel Matthew | |
