| Game | Date & Time | Site | Home | Away |
| 3564 | 8/16/2019 Fri 6:00 PM | George Rogers Clark High School, Stadium | George Rogers Clark | Madison Southern |
| 3874 | 8/16/2019 Fri 6:00 PM | Lafayette High School, Stadium | Henry Clay | Corbin High School |
| 3875 | 8/16/2019 Fri 6:00 PM | West Jessamine High School, Stadium | West Jessamine HS… | TBD |
| 3902 | 8/16/2019 Fri 7:00 PM | East Jessamine High School, Stadium | East Jessamine | Elizabethtown HS |
| 3385 | 8/16/2019 Fri 7:00 PM | Mercer County High School, Stadium | Mercer County | Paul Laurence Dunbar |
| 3400 | 8/16/2019 Fri 6:30 PM | Tates Creek High School, Stadium | Tates Creek | Manual |
| 3412 | 8/16/2019 Fri 7:00 PM | Scott County High School, Stadium | Scott County | Central High |
| 3482 | 8/16/2019 Fri 7:00 PM | Frederick Douglass High School, Stadium | Frederick Douglass | Trinity |
| 3517 | 8/16/2019 Fri 7:30 PM | Sayre Athletic Complex, Sayre Athletic Complex | Sayre High School | Jackson County |
| 3562 | 8/16/2019 Fri 7:30 PM | Anderson County High School, Stadium | Anderson County | Moore Traditional |
| 3431 | 8/16/2019 Fri 7:30 PM | Bryan Station High School, Stadium | Bryan Station | Lexington Catholic |
| 3458 | 8/16/2019 Fri 7:30 PM | Bourbon County High School, Stadium | Bourbon County | Great Crossing HS |
| 3477 | 8/16/2019 Fri 7:30 PM | Western Hills High School (Frankfort, KY), Stadium | Western Hills | Casey County HS |
| 3644 | 8/16/2019 Fri 7:30 PM | Harrison County High School, Stadium | Harrison County | Nelson County HS |
