| 1 | Friday, 18th November 2022 | 3.30pm | Harrison College | Barbados Community College | 1:1 | BCC: Alex Millington | |
| 1 | Friday, 18th November 2022 | 3.30pm | Graydon Sealy Secondary School | St. George Secondary School | 1:5 | SGSS: Jamar Malcolm, Korey Reid, Renico Taitt-Best (PK), Kadale Howell, Shavari Greenidge-Lewis | |
| 1 | Monday, 31st October 2022 | 3.30pm | The Lodge School | The St. Michael School | 1:0 | LOD: Seth Jones 73' | |
| 1 | Monday, 31st October 2022 | 3.30pm | Grantley Adams Memorial School | Deighton Griffith Secondary School | 2:4 | GAMS Donté Gill, Hermas Stuart; DGSS: Kymani Trotman, Décodé Sealy, Shamari Harewood, own goal | |
| 1 | Monday, 31st October 2022 | 3.30pm | Christ Church Foundation School | Samuel Jackman Prescod Institute Of Technology | 1:3 | CCFS: Thierry Gibson; SJPI: Tirell Reece (2), Kenrion Harris (1) | |
| 2 | Friday, 11th November 2022 | 3.30pm | The Lodge School | Barbados Community College | 2:3 | BCC: Jaylan Williams 6', Kishmar Ramsey 17' and 55' | |
| 2 | Monday, 7th November 2022 | 3.30pm | St. George Secondary School | Harrison College | 4:0 | SGSS: Renaldo Brooks 20’, 40’, 77’, Kadale Howell 75’ | |
| 2 | Monday, 7th November 2022 | 3.30pm | Samuel Jackman Prescod Institute Of Technology | The St. Michael School | 1:2 | SMS: Jaquan Pilgrim, Zaccheo Quimby-Ward | |
| 2 | Monday, 7th November 2022 | 3.30pm | Grantley Adams Memorial School | Graydon Sealy Secondary School | 5:2 | GAMS: Donté Gill (4), Sharad Hermas-Stuart | |
| 2 | Monday, 7th November 2022 | 3.30pm | Deighton Griffith Secondary School | Christ Church Foundation School | 4:0 | DGSS: Décodé Sealy 14’, Shamari Harewood 37’, Teon Cadogan 55’, Robinho King 60’, yellow card: Micaihah Clarke 49’; CCFS: yellow card: Akobi Nurse 53’ | |
| 3 | Monday, 14th November 2022 | 3.30pm | The Lodge School | Samuel Jackman Prescod Institute Of Technology | 3:0 | forfeited (SJPI fielded an ineligible player) | |
| 3 | Monday, 14th November 2022 | 3.30pm | Harrison College | Grantley Adams Memorial School | 4:1 | GAMS: Jalani Best | |
| 3 | Monday, 14th November 2022 | 3.30pm | Barbados Community College | St. George Secondary School | 1:0 | | |
| 3 | Monday, 14th November 2022 | 3.30pm | Christ Church Foundation School | Graydon Sealy Secondary School | 2:2 | CCFS: Ruje Clarke-Hunte (2) | |
| 3 | Monday, 14th November 2022 | 3.30pm | The St. Michael School | Deighton Griffith Secondary School | 5:2 | SMS: Joshua Collymore (2), Zaccheo Quimby-Ward (2), Jaquan Pilgrim; DGSS: Décodé Sealy, Shamari Harewood | |
| 4 | Monday, 21st November 2022 | 3.30pm | Deighton Griffith Secondary School | Samuel Jackman Prescod Institute Of Technology | 3:3 | DGSS: Décodé Sealy 7’ & 36’, Shamari Harewood 14’; SJPI: Tirell Reece 80’, 82’+2, 80’+5 | |
| 4 | Monday, 21st November 2022 | 3.30pm | St. George Secondary School | The Lodge School | 0:2 | LOD: Reuben Jacobs (PK), Tyreke Cumberbatch | |
| 4 | Monday, 20th March 2023 | 3.30pm | Grantley Adams Memorial School | Barbados Community College | 0:3* | * by forfeit | |
| 4 | Monday, 21st November 2022 | 3.30pm | Christ Church Foundation School | Harrison College | 2:2 | CCFS: Thierry Gibson, Javon Rowe | |
| 4 | Monday, 21st November 2022 | 3.30pm | The St. Michael School | Graydon Sealy Secondary School | 13:0 | SMS: Zaccheo Quimby-Ward (4), Zackarie Gruden (2), Luke Elias, Deallo Small, Joshua Collymore (2), Kiaros Greaves, own goal (2) | |
| 5 | Monday, 28th November 2022 | 3.30pm | St. George Secondary School | Grantley Adams Memorial School | 2:3 | SGSS: Kiko Wade, Shavari Greenidge-Lewis; GAMS: Jacobi Best, Shaydon Hinkson, Donté Gill | |
| 5 | Monday, 28th November 2022 | 3.30pm | Samuel Jackman Prescod Institute Of Technology | Graydon Sealy Secondary School | 3:0* | * by forfeit | |
| 5 | Monday, 28th November 2022 | 3.30pm | Barbados Community College | Christ Church Foundation School | 2:1 | BCC: Jari Cummins, Riquelme Knight; CCFS: Tre Weekes | |
| 5 | Monday, 28th November 2022 | 3.30pm | The St. Michael School | Harrison College | 4:1 | SMS: Kairos Greaves, Luke Elias, Jaquan Pilgrim, Zaccheo Quimby-Ward | |
| 5 | Monday, 28th November 2022 | 3.30pm | The Lodge School | Deighton Griffith Secondary School | 3:3 | LOD: Tyreke Gittens 40+1, Derek Hazell Haynes 72', Reuben Jacobs 78'; DGSS: Shamari Harewood (2), own goal | |
| 6 | Monday, 5th December 2022 | 3.30pm | Grantley Adams Memorial School | The Lodge School | 2:3 | LOD: Shakeri Blades 41', 57', Ross Bourne 77' | |
| 6 | Monday, 5th December 2022 | 3.30pm | Harrison College | Samuel Jackman Prescod Institute Of Technology | 1:4 | SJPI, own goal, Richem Atherley, Kenrion Harris, Tirell Reece | |
| 6 | Monday, 5th December 2022 | 3.30pm | Christ Church Foundation School | St. George Secondary School | 1:1 | CCFS: Jayden Rowe; SGSS: Shavari Greenidge-Lewis | |
| 6 | Monday, 5th December 2022 | | The St. Michael School | Barbados Community College | 2:4 | SMS: Trevon Cadogan, Joshua Collymore; BCC: Kishmar Ramsay, Shaquan Richards, Alex Millington, Riquelme Kinght | |
| 6 | Monday, 5th December 2022 | 3.30pm | Graydon Sealy Secondary School | Deighton Griffith Secondary School | 0:4 | DGSS: Shane Alleyne (2), Shamari Harewood, Mateo Butcher (PK) | |
| 7 | Wednesday, 1st March 2023 | 3.30pm | The Lodge School | Graydon Sealy Secondary School | 4:0 | LOD: Ross Bourne 27', Seth Jones 33', Ajani Ashby 45', Keiron Haynes 55' | |
| 7 | Wednesday, 1st March 2023 | 3.30pm | St. George Secondary School | The St. Michael School | 1:2 | SGSS: Tyrese King; SMS: Joshua Collymore, Zaccheo Quimby-Ward | |
| 7 | Friday, 11th March 2023 | 3.30pm | Grantley Adams Memorial School | Christ Church Foundation School | 1:5 | GAMS: Sharad Hermas-Stuart; CCFS: Thierry Gibson (2), Ruje Clarke-Hunte (PK), Jayden Rowe, GAMS (OG) | |
| 7 | Wednesday, 1st March 2023 | 3.30pm | Samuel Jackman Prescod Institute Of Technology | Barbados Community College | 5:1 | SJPI: Kenrion Harris (3), Jahdai Knights, Richem Atherley; BCC: Nakiya Daniel | |
| 7 | Wednesday, 1st March 2023 | 3.30pm | Deighton Griffith Secondary School | Harrison College | 3:2 | DGSS: Shamari Harewood (2), Décodé Sealy (pk); HC: Jules O'Garro (2); YC: Uel White, Jachai Hunte, Xavier Chalon- Leach (all DGSS), Ephraim Gill (HC) | |
| 8 | Friday, 3rd March 2023 | 3.30pm | Christ Church Foundation School | The Lodge School | 0:4 | LOD: Ross Bourne, Seth Jones, Shakeri Blades, Aaron Blacks | |
| 8 | Friday, 3rd March 2023 | 3.30pm | The St. Michael School | Grantley Adams Memorial School | 3:0* | * by forfeit | |
| 8 | Friday, 3rd March 2023 | 3.30pm | Harrison College | Graydon Sealy Secondary School | 3:0* | * by forfeit | |
| 8 | Friday, 3rd March 2023 | 3.30pm | Barbados Community College | Deighton Griffith Secondary School | 1:0 | BCC: Alex Millington | |
| 8 | Friday, 3rd March 2023 | 3.30pm | Samuel Jackman Prescod Institute Of Technology | St. George Secondary School | 3:0* | * by forfeit | |
| 9 | Monday, 6th March 2023 | 3.30pm | The Lodge School | Harrison College | 1:2 | LOD: Reuben Jacobs | |
| 9 | Monday, 6th March 2023 | 3.30pm | Christ Church Foundation School | The St. Michael School | 3:0 | CCFS: Raquon Clarke, Akobi Nurse (PK), Thierry Gibson | |
| 9 | Monday, 6th March 2023 | 3.30pm | Graydon Sealy Secondary School | Barbados Community College | 0:3* | * by forfeit | |
| 9 | Monday, 6th March 2023 | 3.30pm | Deighton Griffith Secondary School | St. George Secondary School | 3:0* | * by forfeit | |
| 9 | Monday, 6th March 2023 | 3.30pm | Grantley Adams Memorial School | Samuel Jackman Prescod Institute Of Technology | 1:5 | GAMS: Donté Gill; SJPI: Tirell Reece (3), Jahdai Knights, Kenrion Harris | |
