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| Date | Day | Opponent | Place | Time | Score | Box Score |
| Dec 3 | Saturday | Princeton | Home | 7:00 p.m. | Princeton 64 Heritage Hills 53 | Boxscore |
| Dec 9 | Friday | North Posey | Home | 7:30 p.m. | Postponed | |
| Dec 10 | Saturday | Crawford County | Away | 7:00 p.m. | Crawford County 62 Heritage Hills 54 | Boxscore |
| Dec 16 | Friday | Castle | Home | 7:30 p.m. | Castle 55 Heritage Hills 41 | Boxscore |
| Dec 20 | Tuesday | Jasper | Away | 7:00 p.m. | Jasper 59 Heritage Hills 50 | Boxscore |
| Dec 27 | Tuesday | Perry/Spencer Invitational McLean County Kentucky | Home | 8:00 p.m. | Mclean County 60 Heritage Hills 56 | Boxscore |
| Dec 28 | Wednesday | Perry/Spencer Invitational Boonville | Home | 6:30 p.m. | Boonville 53 Heritage Hills 41 | Boxscore |
| Dec 29 | Thursday | Perry/Spencer Invitational Perry Central | Home | 5:30 p.m. | Heritage Hills 57 Perry Central 56 | Boxscore |
| Jan 3rd | Tuesday | North Posey | Home | 6:00 p.m. | North Posey 58 Heritage Hills 57 OT | Boxscore |
| Jan 6 | Friday | Gibson Southern | Away | 7:30 p.m. | Gibson Southern 52 Heritage Hills 38 | Boxscore |
| Jan 13 | Friday | Pike Central | Away | 7:30 p.m. | Heritage Hills 70 Pike Central 63 | Boxscore |
| Jan 14 | Saturday | Tecumseh | Home | 7:30 p.m. | Tecumseh 57 Heritage Hills 51 | Boxscore |
| Jan 20 | Friday | Southridge | Home | 7:00 p.m. | Southridge 67 Heritage Hills 56 | Boxscore |
| Jan 27 | Friday | Evansville Mater Dei | Home | 7:30 p.m. | Mater Dei 60 Heritage Hills 33 | Boxscore |
| Jan 28 | Saturday | South Spencer | Away | 7:30 p.m. | South Spencer 81 Heritage Hills 52 | Boxscore |
| Feb 3 | Friday | Boonville | Home | 7:30 p.m. | Heritage Hills 68 Boonville 48 | Boxscore |
| Feb 4 | Saturday | Evansville Memorial | Away | 7:30 p.m. | Evansville Memorial 70 Heritage Hills 41 | Boxscore |
| Feb 9 | Thursday | Forest Park | Home | 7:00 p.m. | Forest Park 77 Heritage Hills 50 | Boxscore |
| Feb 11 | Saturday | Floyd Central | Home | 1:30 p.m. | Floyd Central 55 Heritage Hills 53 | Boxscore |
| Feb 17 | Friday | Loogootee | Away | 7:00 p.m. | Loogootee 67 Heritage Hills 63 Overtime | Boxscore |
| Feb 21 | Tuesday | Tell City | Away | 7:00 p.m. | Heritage Hills 65 Tell City 56 | Boxscore |
| Feb 24 | Friday | Perry Central | Away | 7:30 p.m. | Heritage Hills 62 Perry Central 47 | Boxscore |
| Feb 28 | Tuesday | Mount Vernon | Boonville Sectional | 7:30 p.m. | Heritage Hills 72 Mount Vernon 61 | Boxscore |
| March 3 | Friday | Bosse | Boonville Sectional | 7:00 p.m. | Evansville Bosse 83 Heritage Hills 48 | Boxscore |
The North Posey game rescheduled will be a Girls-Boys double header.The JV teams will not play on that night. Heritage Hills finished 7th in the 8 team Spencer/Perry Invitational | ||||||