| Date | opponent | Location | Score | Aug 23 | Southridge | Away | Heritage Hills 18 Southridge 12 | Aug 30 | Jasper | Home | Jasper 14 Heritage Hills 6 | Sept 6 | North Posey | Away | Heritage Hills 28 North Posey 0 | Sept 13 | Pike Central | Home | Heritage Hills 32 Pike Central 22 | Sept 20 | Tecumseh | Away | Heritage Hills 14 Tecumseh 6 | Sept 27 | South Spencer | Home | Heritage Hills 22 South Spencer 14 | Oct 4 | Tell City | Home | Heritage Hills 26 Tell City 6 | Oct 9 | Gibson Southern | Away | Gibson Southern 46 Heritage Hills 6 |
| Date | opponent | Location | Score | Aug 23 | Southridge | Away | Southridge 38 Heritage Hills 22 | Aug 30 | Jasper | Home | Jasper 20 Heritage Hills 16 | Sept 6 | North Posey | Away | North Posey 48 Heritage Hills 28 | Sept 13 | Pike Central | Home | Heritage Hills 38 Pike Central 12 | Sept 20 | Tecumseh | Away | Heritage Hills 36 Tecumseh 0 | Sept 27 | South Spencer | Home | Heritage Hills 28 South Spencer 20 | Oct 4 | Tell City | Home | Heritage Hills 36 Tell City 18 | Oct 9 | Gibson Southern | Away | Gibson Southern 42 Heritage Hills 6 |
| Date | opponent | Location | Score | Aug 23 | Evansville Mater Dei | Home | Mater Dei 40 Heritage Hills 0 | Aug 30 | Southridge | Away | Southridge 20 Heritage Hills 12 | Sept 6 | Jasper | Home | Jasper 28 Heritage Hills 6 | Sept 13 | Boonville | Away | Heritage Hills 24 Boonville 6 | Sept 20 | Mount Carmel | Home | Heritage Hills 46 Mount Carmel 30 | Sept 25 | Tecumseh JV | Home | Tecumseh Junior Varsity 22 Heritage Hills Freshman 21 | Oct 2 | South Spencer | Home | Canceled | Oct 11 | Gibson Southern | Away | Gibson Southern 32 Heritage Hills 14 |
| Date | opponent | Location | Score | Aug 20 | Evansville Harrison | Home | Heritage Hills 20 Evansville Harrison 6 | Aug 27 | Tell City | Away | Heritage Hills 21 Tell City 0 | Sept 4 | Pike Central | Home | Heritage Hills 41 Pike Central 0 | Sept 10 | Jasper | Home | Jasper 34 Heritage Hills 0 | Sept 17 | North Posey | Away | Heritage Hills 14 North Posey 8 | Sept 24 | Gibson Southern | Home | Gibson Southern 28 Heritage Hills 9 | Oct 1 | Southridge | Home | Canceled | Oct 8 | Forest Park | Away | Heritage Hills 28 Forest Park 14 | Oct 15 | South Spencer | Away | Heritage Hills 36 South Spencer 0 |