| Date | opponent | Time | Location | Score | Aug 25th | Southridge | 6:00 | Home | Heritage Hills 22 Southridge 0 | Sept 1st | Jasper | 6:00 | Away | Heritage Hillls 6 Jasper 0 Overtime | Sept 8th | North Posey | 5:30 | Home | Heritage Hills 24 North Posey 0 | Sept 15th | Pike Central | 6:00 | Away | Heritage Hills 44 Pike Central 0 | Sept 22nd | Tecumseh | 6:00 | Home | Heritage Hills 42 Tecumseh 0 | Sept 29th | South Spencer | 5:30 | Away | Heritage Hills 22 South Spencer 0 | Oct 6th | Tell City | 6:00 | Away | Heritage Hills 18 Tell City 8 | Oct 11th | Gibson Southern | 6:00 | Home | Gibson Southern 6 Heritage Hills 0 |
| Date | opponent | Time | Location | Score | Aug 25th | Southridge | 6:00 | Home | Heritage Hills 14 Southridge 12 | Sept 1st | Jasper | 6:00 | Away | Heritage Hills 14 Jasper 12 | Sept 8th | North Posey | 5:30 | Home | Heritage Hills 26 North Posey 0 | Sept 15th | Pike Central | 6:00 | Away | Heritage Hills 24 Pike Central 12 | Sept 22nd | Tecumseh | 6:00 | Home | Heritage Hills 20 Tecumseh 12 | Sept 29th | South Spencer | 5:30 | Away | South Spencer 8 Heritage Hills 6 | Oct 6th | Tell City | 6:00 | Away | Heritage Hills 32 Tell City 22 | Oct 11th | Gibson Southern | 6:00 | Home | Heritage Hills 36 Gibson Southern 0 |
| Date | opponent | Time | Location | Score | Aug 25th | Mater Dei | 6:00 | Away | Mater Dei 18 Heritage Hills 6 | Sept 1st | Southridge | 6:00 | Home | Southridge 40 Heritage Hills 18 | Sept 8th | Jasper | 6:30 | Away | Jasper 20 Heritage Hills 14 | Sept 15th | Boonville | 6:00 | Home | Heritage Hills 20 Boonville 12 | Sept 20th | Tell City | 6:00 | Away | Heritage Hills 24 Tell City 0 | Sept 29th | Princeton | 6:00 | Home | Heritage Hills 26 Princeton 20 | Oct 6th | Boonville | 6:00 | Away | Boonville 36 Heritage Hills 20 |
| Date | opponent | Time | Location | Score | Aug 22nd | Vincennes | 6:00 | Away | Heritage Hills 19 Vincennes 3 | Aug 29th | Evansville Reitz | 6:00 | Home | Canceled | Sept 6th | Pike Central | 6:00 | Away | Heritage Hills 54 Pike Central 0 | Sept 12th | Jasper | 6:30 | Away | Jasper 8 Heritage Hills 6 | Sept 19th | North Posey | 6:00 | Home | Heritage Hills 47 North Posey 6 | Sept 26th | Gibson Southern | 6:00 | Away | Heritage Hills 44 Gibson Southern 0 | Oct 4th | Southridge | 6:00 | Away | Heritage Hills 43 Southridge 29 | Oct 10th | Evansville Reitz | 6:00 | Home | Heritage Hills 34 Evansville Reitz 0 | Oct 17th | South Spencer | 6:00 | Home | Heritage Hills 60 South Spencer 0 |