| Date | opponent | Time | Location | Score | Aug 30 | Jasper | 6:00 | Away | Heritage Hills 6 Jasper 0 | Sept 6 | North Posey | 5:30 | Home | Heritage Hills 16 North Posey 6 | Sept 13 | Pike Central | 6:00 | Away | Heritage Hills 16 Pike Central 6 | Sept 18 | Tecumseh | 6:00 | Home | Heritage Hills 44 Tecumseh 0 | Sept 27 | South Spencer | 5:30 | Away | South Spencer 14 Heritage Hills 6 | Oct 4 | Tell City | 6:00 | Away | Heritage Hills 28 Tell City 0 | Oct 9 | Gibson Southern | 6:00 | Home | Heritage Hills 12 Gibson Southern 6 | Oct 16th | Southridge | 6:00 | Home | Heritage Hills 28 Southridge 14 |
| Date | opponent | Time | Location | Score | Aug 30 | Jasper | 6:00 | Away | Heritage Hills 14 Jasper 8 | Sept 6 | North Posey | 5:30 | Home | Heritage Hills 24 North Posey 6 | Sept 13 | Pike Central | 6:00 | Away | Heritage Hills 22 Pike Central 6 | Sept 18 | Tecumseh | 6:00 | Home | Heritage Hills 54 Tecumseh 0 | Sept 27 | South Spencer | 5:30 | Away | Heritage Hills 20 South Spencer 12 | Oct 4 | Tell City | 6:00 | Away | Heritage Hills 44 Tell City 0 | Oct 9 | Gibson Southern | 6:00 | Home | Heritage Hills 28 Gibson Southern 12 | Oct 16th | Southridge | 6:00 | Home | Southridge 32 Heritage Hills 0 |
| Date | opponent | Time | Location | Score | Aug 23 | Mater Dei | 6:00 | Away | Heritage Hills 16 Mater Dei 7 | Aug 30 | Southridge | 6:00 | Home | Heritage Hills 22 Southridge 16 | Sept 6 | Jasper | 6:30 | Away | Jasper 28 Heritage Hills 6 | Sept 13 | Boonville | 6:00 | Home | Heritage Hills 28 Boonville 0 | Sept 20 | Crawford County | 6:30 | Home | canceled | Sept 27 | Washington | 6:00 | Away | Heritage Hills 34 Washington 6 | Oct 4 | Mount Vernon | 6:30 | Home | Heritage Hills 46 Mount Vernon 6 | Oct 18 | Evansville North | 6:00 | Home | canceled |
| Date | opponent | Time | Location | Score | Aug 20 | Vincennes | 6:00 | Home | Heritage Hills 34 Vincennes 0 | Aug 27 | Tell City | 6:00 | Home | canceled | Sept 4 | Pike Central | 6:00 | Away | Heritage Hills 47 Pike Central 0 | Sept 10 | Jasper | 6:30 | Away | Jasper 20 Heritage Hills 7 | Sept 17 | North Posey | 6:00 | Home | Heritage Hills 41 North Posey 3 | Sept 24 | Gibson Southern | 6:00 | Away | Gibson Southern 20 Heritage Hills 14 | Oct 2 | Southridge | 6:00 | Away | Heritage Hills 7 Southridge 6 | Oct 8 | Tecumseh | 6:00 | Home | Heritage Hills 28 Tecumseh 8 | Oct 13 | Forest Park | 10:00am | Away | Forest Park 15 Heritage Hills 14 | Oct 15 | South Spencer | 6:00 | Home | Heritage Hills 19 South Spencer 0 |
Note:The JV game VS. Forest Park was originally listed as a freshman game.The HH Freshman and Sophomores played in the game VS. the Forest Park JV the Patriot Juniors that normally play JV didn't play in that game.