| 1 | ![]() Boyle County Ky. | 08/19/23 | 5:00 PM | Western Kentucky University | Non Conference | 6 | 36 | L |
| 2 | ![]() Mt. Carmel Il. | 08/25/23 | 8:00 PM | Mt. Carmel Il. | Non Conference | 21 | 14 | W |
| 3 | ![]() Princeton Community School Tigers | 09/01/23 | 7:00 PM | Gibson Southern Titans | Conference | 56 | 7 | W |
| 4 | ![]() South Warren High School | 09/08/23 | 7:00 PM | South Warren High School | Non Conference | 28 | 45 | L |
| 5 | ![]() Southridge Raiders Varsity | 09/15/23 | 6:30 PM | Gibson Southern Titans | Non Conference | 38 | 10 | W |
| 6 | ![]() Heritage Hills Patriots | 09/22/23 | 7:00 PM | Gibson Southern Titans | Conference | 31 | 28 | W |
| 7 | ![]() Washington Hatchets Football | 09/29/23 | 6:30 PM | Washington Hatchets Football | Conference | 45 | 6 | W |
| 8 | ![]() Mount Vernon Wildcats Varsity | 10/06/23 | 7:00 PM | Mount Vernon Wildcats Varsity | Conference | 44 | 6 | W |
| 9 | ![]() Boonville Pioneers Varsity | 10/13/23 | 7:00 PM | Gibson Southern Titans | Conference | 35 | 8 | W |
| 10 | ![]() Mount Vernon Wildcats Varsity | 10/20/23 | 7:00 PM | Gibson Southern Titans | Playoffs | 40 | 7 | W |
| 11 | ![]() Washington Hatchets Football | 10/27/23 | 6:30 PM | Washington Hatchets Football | Playoffs | 48 | 14 | W |
| 12 | ![]() Vincennes Lincoln Varsity | 11/03/23 | 6:30 PM | Gibson Southern Titans | Conference | 27 | 13 | W |
| 13 | ![]() Tri-West Bruins | 11/11/23 | 2:00 PM | Tri-West | Conference | 38 | 21 | W |
| 14 | ![]() Heritage Hills Patriots | 11/11/23 | 2:00 PM | Gibson Southern Titans | Tournament | 20 | 23 | L |
