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| Date | Day | Opponent | Place | Time | Score | Box Score |
| Dec 6 | Saturday | Princton | Home | 7:00 p.m. | Heritage Hills 98 Princton 54 | BoxScore |
| Dec 12 | Friday | North Posey | Home | 7:30 p.m. | Heritage Hills 100 North Posey 72 | BoxScore |
| Dec 13 | Saturday | Northeast Dubois | Away | 7:30 p.m. | Heritage Hills 68 Northeast Dubois 57 | BoxScore |
| Dec 19 | Friday | Castle | Home | 7:30 p.m. | Heritage Hills 64 Castle 59 | BoxScore |
| Dec 26 | Friday | Ohio County Kentucky | Home | 7:00 p.m. | Heritage Hills 82 Ohio County 53 | BoxScore |
| Dec 27 | Saturday | Hancock County Kentucky | Home | 12:45 p.m. | Heritage Hills 100 Hancock County 36 | BoxScore |
| Dec 27 | Saturday | South Spencer | Home | 7:45 p.m. | Heritage Hills 86 South Spencer 76 | BoxScore |
| Jan 2 | Friday | Jasper | Away | 7:00 p.m. | Heritage Hills 65 Jasper 64 OT | BoxScore |
| Jan 9 | Friday | Gibson Southern | Away | 7:30 p.m. | Gibson Southern 68 Heritage Hills 60 | BoxScore |
| Jan 16 | Friday | Pike Central | Away | 7:30 p.m. | Heritage Hills 67 Pike Central 46 | N/A |
| Jan 17 | Saturday | Tecumseh | Home | 7:30 p.m. | Heritage Hills 62 Tecumseh 45 | BoxScore |
| Jan 23 | Friday | Southridge | Home | 7:00 p.m. | Heritage Hills 73 Southridge 62 | BoxScore |
| Jan 30 | Friday | Evansville Mater Dei | Home | 7:30 p.m. | Heritage Hills 91 Mater Dei 78 | BoxScore |
| Jan 31 | Saturday | South Spencer | Away | 7:30 p.m. | Heritage Hills 73 South Spencer 63 | BoxScore |
| Feb 6 | Friday | Boonville | Home | 7:30 p.m. | Heritage Hills 70 Boonville 65 | BoxScore |
| Feb 7 | Saturday | Evansville Memorial | Away | 7:30 p.m. | Heritage Hills 63 Evansville Memorial 58 | BoxScore |
| Feb 12 | Thursday | Forest Park | Home | 7:00 p.m. | Forest Park 81 Heritage Hills 77OT | BoxScore |
| Feb 14 | Saturday | Tell City | Away | 12:00 p.m. | Heritage Hills 80 Tell City 56 | BoxScore |
| Feb 20 | Friday | Loogootee | Away | 7:30 p.m. | Loogootee 53 Heritage Hills 47 | BoxScore |
| Feb 21 | Saturday | Evansville Central | Home | 7:30 p.m. | Evansville Central 71 Heritage Hills 56 | BoxScore |
| Feb 27 | Friday | Perry Central | Away | 7:30 p.m. | Heritage Hills 73 Perry Central 63 | BoxScore |
| March 2nd | Tuesday | Mount Vernon ( Sectional round 1 ) | Boonville | 6:00 p.m. | Heritage Hills 62 Mount Vernon 59 OT | BoxScore |
| March 5th | Friday | Boonville ( Sectional round 2 ) | Boonville | 6:00 p.m. | Heritage Hills 54 Boonville 53 | BoxScore |
| March 6th | Saturday | Mater Dei ( Sectional Championship ) | Boonville | 7:00 p.m. | Mater Dei 59 Heritage Hills 55 | BoxScore |
JV Tourny results
Gibson Southern 38 Heritage Hills 35
Tell City 51 Heritage Hills 44