| Date | opponent | Location | Score |
| Aug 20 | Boonville | Home | Heritage Hills 38 Boonville 26 |
| Aug 27 | Southridge | Away | Heritage Hills 32 Southridge 6 |
| Sept 3 | Jasper | Home | Heritage Hills 14 Jasper 8 |
| Sept 10 | North Posey | Away | Canceled |
| Sept 17 | Pike Central | Home | Heritage Hills 44 Pike Central 0 |
| Sept 24 | Washington | Away | Washington 14 Heritage Hills 6 |
| Oct 1 | South Spencer | Home | Heritage Hills 20 South Spencer 8 |
| Oct 8 | Evansville Memorial | Away | Heritage Hills 30 Evansville Memorial 24 |
| Oct 13 | Gibson Southern | Away | Gibson Southern 36 Heritage Hills 6 |
| Date | opponent | Location | Score |
| Aug 20 | Boonville | Home | Boonville 16 Heritage Hills 6 |
| Aug 27 | Southridge | Away | Heritage Hills 30 Southridge 0 |
| Sept 3 | Jasper | Home | Heritage Hills 14 Jasper 8 |
| Sept 10 | North Posey | Away | North Posey 30 Heritage Hills 8 |
| Sept 17 | Pike Central | Home | Heritage Hills 48 Pike Central 0 |
| Sept 24 | Washington | Away | Heritage Hills 34 Washington 0 |
| Oct 1 | South Spencer | Home | Heritage Hills 52 South Spencer 6 |
| Oct 6 | Tell City | Home | Tell City 41 Heritage Hills 28 |
| Oct 13 | Gibson Southern | Away | Heritage Hills 42 Gibson Southern 16 |
| Date | opponent | Location | Score |
| Aug 22 | Floyd Central | Home | Floyd Central 23 Heritage Hills 7 |
| Sept 3 | Southridge | Away | Canceled |
| Sept 10 | Jasper | Home | Jasper 31 Heritage Hills 6 |
| Sept 17 | Boonville | Away | Heritage Hills 28 Boonville 0 |
| Sept 24 | Vincennes Lincoln | Away | Vincennes Lincoln 22 Heritage Hills 20 |
| Oct 1 | Evansville Mater Dei | Away | Mater Dei 34 Heritage Hills 7 |
| Oct 8 | Gibson Southern | Home | Gibson Southern 36 Heritage Hills 14 |
| Oct 15 | Southridge | Home | Heritage Hills 21 Southridge 18 |
| Oct 22 | Owensboro Apollo | Away | Canceled |
| Date | opponent | Location | Score |
| Aug 24 | Mount Vernon | Away | Mount Vernon 13 Heritage Hills 0 |
| Aug 31 | Tell City | Home | Heritage Hills 41 Tell City 0 |
| Sept 8 | Boonville | Home | Boonville 26 Heritage Hills 20 |
| Sept 14 | South Spencer | Away | Heritage Hills 30 South Spencer 0 |
| Sept 21 | North Posey | Home | North Posey 14 Heritage Hills 13 |
| Sept 28 | Gibson Southern | Away | Canceled |
| Oct 5 | Washington | Away | Heritage Hills 67 Washington 0 |
| Oct 12 | Southridge | Home | Southridge 20 Heritage Hills 14 (Overtime) |
| Oct 19 | Princeton | Home | Heritage Hills 55 Princeton 7 |