| Game | Date & Time | Site | Sport & Level | Home | Away |
| 3445 | 9/6/2019 Fri 6:30 PM | Lafayette High School, Stadium | Football, Varsity 7-Man | Lafayette High Sch… | Frederick Douglass… |
| 3507 | 9/6/2019 Fri 7:30 PM | Madison Central High School, Stadium | Football, Varsity 7-Man | Madison Central Hi… | Madison Southern H… |
| 3401 | 9/6/2019 Fri 7:30 PM | Woodford County High School, Stadium | Football, Varsity | Woodford County Hi… | Bourbon County Hig… |
| 3408 | 9/6/2019 Fri 7:30 PM | Danville High School, Stadium | Football, Varsity | Danville High Scho… | Boyle County High … |
| 3420 | 9/6/2019 Fri 7:30 PM | Frankfort High School, Stadium | Football, Varsity | Frankfort High Sch… | Fairdale High Scho… |
| 3427 | 9/6/2019 Fri 7:30 PM | East Jessamine High School, Stadium | Football, Varsity | East Jessamine Hig… | Paul Laurence Dunb… |
| 3449 | 9/6/2019 Fri 7:30 PM | Nicholas County High School, Stadium | Football, Varsity | Nicholas County Hi… | Fairview High Scho… |
| 3472 | 9/6/2019 Fri 7:30 PM | Harrison County High School, Stadium | Football, Varsity | Harrison County Hi… | Great Crossing HS |
| 3495 | 9/6/2019 Fri 7:30 PM | West Jessamine High School, Stadium | Football, Varsity | West Jessamine Hig… | Lincoln County Hig… |
| 3518 | 9/6/2019 Fri 7:30 PM | Sayre Athletic Complex, Sayre Athletic Complex | Football, Varsity | Sayre High School | Rock Creek |
| 3535 | 9/6/2019 Fri 7:30 PM | Anderson County High School, Stadium | Football, Varsity | Anderson County Hi… | Mercer County High… |
| 3903 | 9/6/2019 Fri 7:30 PM | TBA, TBA | Football, Varsity | South Laurel High … | Bell County High S… |
| 3414 | 9/6/2019 Fri 7:30 PM | Scott County High School, Community Football Stadium | Football, Varsity 7-Man | Scott County High … | Dupont Manual High… |
| 3540 | 9/6/2019 Fri 8:00 PM | George Rogers Clark High School, Stadium | Football, Varsity 7-Man | George Rogers Clar… | Tates Creek High S… |
| 3558 | 9/7/2019 Sat 2:00 PM | Berea High School, Stadium | Football, Varsity 7-Man | Berea Community Hi… | Caverna High Schoo… |
| Game | Date & Time | Site | Sport & Level | Home | Away |
| 3917 | 9/7/2019 Sat 10:00 AM | Jessie Clark Middle School, Football Field | Football, 6th | Jessie Clark Middl… | Edythe Jones Hayes… |
| 3558 | 9/7/2019 Sat 2:00 PM | Berea High School, Stadium | Football, Varsity 7-Man | Berea Community Hi… | Caverna High Schoo… |
