| 1 | Monday, 2nd October 2017 | 3.30pm | Barbados Vocational Training Board | Pinehill St. Leonard’s Boys’ Secondary School | 0:7 | |
| 1 | Friday, 6th October 2017 | 3.30pm | Alexandra School | Barbados Community College | 2:3 | AXS: Javier Nedd, Abiola Grant; BCC: Akil Alleyne (3) |
| 1 | Friday, 6th October 2017 | 3.30pm | Samuel Jackman Prescod Polytechnic | Queen’s College | 4:1 | SJPP: 11' Ray Francis (1:1), 36' Ray Francis (2:1), 70' Ray Francis (3:1), 73' Ray Francis (4:1); QC: Ethan Bryan (0:1) |
| 1 | | 3.30pm | The Lodge School | The Lester Vaughan School | 1:1 | |
| 2 | Wednesday, 4th October 2017 | 3.30pm | Christ Church Foundation School | Alexandra School | 1:2 | CCFS: Cliff Gooding-Edghill; AXS: Romario Drakes, Javier Nedd; YC: Joshua Browne, Tyrique Williams, Cliff Gooding-Edghill (CCFS), Andre Clarke (AXS, 2 YC) |
| 2 | Friday, 13th October 2017 | 3.30pm | Queen’s College | Barbados Vocational Training Board | 2:1 | QC: 31' Ethan Bryan (1:0), 78' Tyrique Belle (2:1); BVTB: 39' Romario Phillips (1:1) |
| 2 | Monday 6th November 2017 | 3.30pm | Barbados Community College | The Lodge School | 1:3 | TLS: 35' Rachad Lowe, 68' Dejuan Walcott, 75' Dejuan Walcott |
| 2 | Wednesday, 4th October 2017 | 3.30pm | The Lester Vaughan School | Samuel Jackman Prescod Polytechnic | 0:5 | SJPP: Ray Francis (2), Kobe Shepherd (1), Nadico Smith (1), Rickneco Marshall (1) |
| 3 | Wednesday, 1st November 2017 | 3.30pm | Pinehill St. Leonard’s Boys’ Secondary School | Queen’s College | 5:0 | PSLBSS: Dishon Howell (2), Niall Reid-Stephen (1, PK), Donte Greenidge (1), Danico Watson (1) |
| 3 | Monday, 9th October 2017 | 3.30pm | The Lodge School | Christ Church Foundation School | 2:1 | TLS: 22' Marco St.Hill (1:0), 48' Dejuan Walcott (2:1); CCFS: 24' Cliff Gooding-Edghill (1:1) |
| 3 | Monday, 9th October 2017 | 3.30pm | Barbados Vocational Training Board | The Lester Vaughan School | 0:6 | TLVS: Damar Maloney (3), Codeve Sobers (1), Jechoni Holder (1), Jahmali Hutson (1) |
| 3 | Monday, 9th October 2017 | 3.30pm | Samuel Jackman Prescod Polytechnic | Barbados Community College | 1:1 | SJPP: 15' Mario Graham (1:0); BCC: 58' Zuri Jones (1:1) |
| 4 | Wednesday, 8th November 2017 | 3.30pm | Alexandra School | The Lodge School | 0:0 | |
| 4 | Monday, 30th October 2017 | 3.30pm | The Lester Vaughan School | Pinehill St. Leonard’s Boys’ Secondary School | 0:2 | |
| 4 | Wednesday, 11th October 2017 | 3.30pm | Christ Church Foundation School | Samuel Jackman Prescod Polytechnic | 2:4 | CCFS: Raheem Taitt-Best, Cliff Gooding-Edghill; SJPP: Kobe Shepherd (2), Ray Francis (1), Chad Messiah (1) |
| 4 | Wednesday, 1st November 2017 | 3.30pm | Barbados Community College | Barbados Vocational Training Board | 4:1 | BCC: 8' Akil Alleyne (1:1, PK), 20' Akil Alleyne (2:1), 34' Akil Alleyne (3:1), 47' Akil Alleyne (4:1); BVTB: 3' Jakobe Moore (0:1); 38' Jamalee Dixon (RC, BVTB), 60' Akil Alleyne (RC, BCC) |
| 5 | Monday, 16th October 2017 | 3.30pm | Christ Church Foundation School | Barbados Vocational Training Board | 4:2 | CCFS: Shaquan Waldron, Jaedon Moore, Sachin Cox, Cliff Gooding-Edghill |
| 5 | Monday, 16th October 2017 | 3.30pm | Alexandra School | Samuel Jackman Prescod Polytechnic | 1:1 | AXS: Abiola Grant; SJPP: Rickneco Marshall |
| 5 | Monday, 16th October 2017 | 3.30pm | Barbados Community College | Pinehill St. Leonard’s Boys’ Secondary School | 1:4 | BCC: 22' Zion Gollop (1:1); PSLBSS: 7' Niall Reid-Stephen (0:1), 48' Thierry Gale (1:2), 58' Dishon Howell (1:3), 67' Savio Seale (1:4) |
| 5 | Monday, 16th October 2017 | 3.30pm | The Lester Vaughan School | Queen’s College | 3:2 | TLVS: Damar Maloney (2), Che Jordan (1); QC: Tre Mottley, Lex Smith |
| 6 | Wednesday, 18th October 2017 | 3.30pm | Pinehill St. Leonard’s Boys’ Secondary School | Christ Church Foundation School | 2:2 | PSLBSS: Thierry Gale (2); CCFS: Sachin Cox (2) |
| 6 | Wednesday, 18th October 2017 | 3.30pm | Samuel Jackman Prescod Polytechnic | The Lodge School | 6:2 | SJPP: Rickneco Marshall (1), Ray Francis (2), Mario Graham (1), Chad Messiah (1), Jakobi Sealy (1); TLS: Marco St. Hill, Dejuan Walcott |
| 6 | Wednesday, 18th October 2017 | 3.30pm | Queen’s College | Barbados Community College | 1:1 | QC: Lex Smith; BCC: Akil Alleyne |
| 6 | Wednesday, 18th October 2017 | 3.30pm | Barbados Vocational Training Board | Alexandra School | 1:5 | AXS: Deshawn Toppin (2), Javier Nedd (1), Nazario Adamson (1), Andre Clarke (1) |
| 7 | Monday, 23rd October 2017 | 3.30pm | The Lodge School | Barbados Vocational Training Board | 11:0 | TLS: 11' Dejuan Walcott (1:0), 18' Jamali Lynch (2:0), 20' Jamali Lynch (3:0), 27' Jamali Lynch (4:0), 33' Akeel Selman (5:0), 61' Marco St.Hill (6:0), 64' Roshon Gittens (7:0, PK), 71' Jamanni Brathwaite (8:0), 71' Jamanni Brathwaite (9:0), 73' Akeel Selman (10:0), 80' Ricoh Stoute (11:0) |
| 7 | Monday, 23rd October 2017 | 3.30pm | Alexandra School | Pinehill St. Leonard’s Boys’ Secondary School | 0:2 | |
| 7 | Wednesday, 22nd November 2017 | 3.30pm | Barbados Community College | The Lester Vaughan School | 2:1 | BCC: Kemar Williams, Sadiq Yarde-Hoyte; TLVS: Cody Whitehall |
| 7 | Monday 6th November 2017 | 3.30pm | Christ Church Foundation School | Queen’s College | 2:2 | CCFS: Saviola Thomas (2); QC: Lex Smith (2) |
| 8 | Wednesday, 25th October 2017 | 3.30pm | Pinehill St. Leonard’s Boys’ Secondary School | The Lodge School | 2:2 | PSLBSS: 19' Thierry Gale (1:0), 25' Thierry Gale (2:0); TLS: 60' Marco St.Hill (2:1), 75' Marco St.Hill (2:2) |
| 8 | Wednesday, 15th November 2017 | 3.30pm | Queen’s College | Alexandra School | 2:2 | QC: Lex Smith, Akil Murray; AXS: Nazario Adamson, Romario Drakes |
| 8 | Wednesday, 1st November 2017 | 3.30pm | The Lester Vaughan School | Christ Church Foundation School | 2:3 | TLVS: 21' Jahmali Hutson (1:0), 35' Jahmali Hutson (2:2); CCFS: 23' Raheem Taitt-Best (1:1), 34' Oshea Grant (1:2), 60' Jaedon Moore (2:3) |
| 8 | Wednesday, 25th October 2017 | 3.30pm | Barbados Vocational Training Board | Samuel Jackman Prescod Polytechnic | 1:11 | SJPP: Ray Francis (3), Kobe Sheperd (3), Denilson Harte (1), Mario Graham (1), Jakobi Sealy (1), BVTB OG (2) |
| 9 | Monday, 30th October 2017 | 3.30pm | The Lodge School | Queen’s College | 3:0 | TLS: 22; Dejuan Walcott (1:0), 54' Roshon Gittens (2:0, PK), 69' Dejuan Walcott: QC: Christopher Burnett (RC) |
| 9 | Monday 6th November 2017 | 3.30pm | Alexandra School | The Lester Vaughan School | 2:3 | AXS: Deshawn Toppin, Javier Nedd; TLVS: Damar Maloney, Quamie Neblett, Jahmali Hutson |
| 9 | Wednesday, 15th November 2017 | 3.30pm | Samuel Jackman Prescod Polytechnic | Pinehill St. Leonard’s Boys’ Secondary School | 1:5 | SJPP: 16' Mario Graham (1:1); SLBSS: 14' Dishon Howell (0:1), 20' Thierry Gale (1:2), 43' Thierry Gale (1:3), 72' Donte Greenidge (1:4) 78' Dishon Howell (1:5) |
| 9 | Monday, 30th October 2017 | 3.30pm | Christ Church Foundation School | Barbados Community College | 0:5 | BCC: Akil Alleyne (2), Dimitri Springer (1), Zion Gollop (1), Eriq Puckerin (1) |
