Fri, Aug 29 | Boys Varsity Football (A) vs East Central | L 20-21 | 1-1 |
Sat, Aug 30 | Boys Varsity Cross Country (A) vs Lebanon Warrior Invitational | 8:00 AM | Lebanon High School |
| Girls Varsity Cross Country (A) vs Lebanon Warrior Invitational | 8:00 AM | Lebanon High School |
| Boys Junior Varsity Football (H) vs East Central | 10:00 AM | William Henry Harrison High School |
| Boys Junior High Cross Country (A) vs Lebanon Warrior Invitational | 10:00 AM | Lebanon Junior School |
| Boys Freshman Football (H) vs East Central | W 28-8 | 2-0 |
| Girls Junior High Cross Country (A) vs Lebanon Warrior Invitational | 10:00 PM | Lebanon Junior School |
Tue, Sep 02 | Boys Junior Varsity Soccer (H) vs Oak Hills | 5:00 PM | William Henry Harrison High School |
| Girls Junior Varsity Soccer (A) vs Talawanda | 5:30 PM | Talawanda High School |
| Girls 7th Grade Volleyball (A) vs Lawrenceburg | 5:30 PM | Lawrenceburg MS |
| Girls 8th Grade Volleyball (A) vs Lawrenceburg | 6:30 PM | Lawrenceburg MS |
| Girls Varsity Soccer (A) vs Talawanda | 6:30 PM | Talawanda High School |
| Boys Varsity Soccer (H) vs Oak Hills | 7:00 PM | William Henry Harrison High School |
Wed, Sep 03 | Girls Junior Varsity Tennis (A) vs Lebanon | 4:15 AM | Lebanon High School |
| Boys Junior Varsity Golf (A) vs Taylor | 3:30 PM | Woodland Golf Course |
| Girls Junior Varsity Golf (H) vs TBD | 3:40 PM | Robin's Nest Golf Course |
| Girls Varsity Golf (A) vs Hamilton | 4:00 PM | Indian Ridge Golf Club |
| Girls Varsity Tennis (H) vs Lebanon | 4:15 PM | William Henry Harrison High School |
| Boys 7th Grade Football (H) vs Badin | 5:00 PM | Harrison Junior School |
| Girls 7th Grade Volleyball (H) vs Monroe | 5:15 PM | Harrison Junior School |
| Girls 8th Grade Volleyball (H) vs Monroe | 6:15 PM | Harrison Junior School |
Thu, Sep 04 | Girls Varsity Golf (H) vs Oak Hills | 3:40 PM | Miami Whitewater Golf Course |
| Girls Junior High Cross Country (A) vs Sacred Heart Invitational | 4:00 PM | Harbin Park |
| Boys Junior High Cross Country (A) vs Sacred Heart Invitational | 4:00 PM | Harbin Park |
| Boys Varsity Golf (A) vs Ross | 4:00 PM | TBD |
| Girls Junior Varsity Soccer (H) vs Loveland | 5:00 PM | William Henry Harrison High School |
| Girls Junior Varsity Volleyball (A) vs Connersville | 5:30 PM | Connersville High School |
| Boys 8th Grade Football (A) vs West Clermont | 5:30 PM | West Clermont High School |
| Girls Varsity Soccer (H) vs Loveland | 7:00 PM | William Henry Harrison High School |
| Girls Varsity Volleyball (A) vs Connersville | 7:00 PM | Connersville High School |
Fri, Sep 05 | Girls Varsity Golf (A) vs East Central | 4:00 PM | Circling Hills Golf Course |
| Girls Varsity Tennis (A) vs Spencer | 4:15 PM | Lindner Family Tennis Center |
| Boys Varsity Football (H) vs Beavercreek | 7:00 PM | William Henry Harrison High School / Mercy Health Night / HJS Recognition Night |
Sat, Sep 06 | Boys Varsity Cross Country (A) vs East Central Invitational | 9:00 AM | East Central High School |
| Girls Varsity Cross Country (A) vs East Central Invitational | 9:00 AM | East Central High School |
| Boys Junior Varsity Football (A) vs Beavercreek | 10:00 AM | Beavercreek High School |
| Girls Junior Varsity Volleyball (A) vs Oak Hills | 10:00 AM | Oak Hills High School |
| Girls Junior Varsity Soccer (H) vs Turpin | 10:00 AM | William Henry Harrison High School |
| Girls Freshman Volleyball (A) vs Oak Hills | 10:00 AM | Oak Hills High School |
| Girls Varsity Volleyball (A) vs Oak Hills | 11:00 AM | Oak Hills High School |
| Boys Freshman Football (A) vs Beavercreek | 12:00 PM | Beavercreek High School |
| Girls Varsity Soccer (H) vs Turpin | 12:00 PM | William Henry Harrison High School |
| Boys Junior Varsity Golf (A) vs Monroe Invitational | 1:00 PM | Pleasant Hill Golf Course |
Sun, Sep 07 | Boys Varsity Golf (A) vs The Hadley | 8:00 AM | Glenview Golf Course |
Mon, Sep 08 | Girls Varsity Golf (A) vs Talawanda | 4:00 PM | Oxford Country Club |
| Girls 7th Grade Volleyball (H) vs Milford | 5:00 PM | Harrison Junior School |
| Girls Junior Varsity Volleyball (A) vs Wyoming | 5:30 PM | Wyoming High School |
| Girls 8th Grade Volleyball (H) vs Milford | 6:00 PM | Harrison Junior School |
| Girls Varsity Volleyball (A) vs Wyoming | 7:00 PM | Wyoming High School |
Tue, Sep 09 | Girls Junior Varsity Tennis (H) vs Batavia | 4:15 AM | William Henry Harrison High School |
| Girls Junior High Cross Country (A) vs Kings | 4:00 PM | Kings High School |
| Girls Varsity Tennis (A) vs Batavia | 4:15 PM | Batavia High School |
| Boys Junior Varsity Soccer (H) vs Lebanon | 5:00 PM | William Henry Harrison High School |
| Boys Junior High Cross Country (A) vs Kings | 5:00 PM | Kings High School |
| Girls Junior Varsity Golf (H) vs Fenwick and Loveland | 5:10 PM | Robin's Nest Golf Course |
| Boys Varsity Soccer (H) vs Lebanon | 7:00 PM | William Henry Harrison High School |
Wed, Sep 10 | Girls Junior Varsity Tennis (A) vs Talawanda | 4:15 AM | Talawanda High School |
| Girls Freshman Volleyball (H) vs Ross | 5:45 AM | William Henry Harrison High School |
| Boys Varsity Golf (H) vs Elder | 3:40 PM | Miami Whitewater Golf Course |
| Girls Varsity Tennis (H) vs Talawanda | 4:15 PM | William Henry Harrison High School |
| Boys Junior Varsity Golf (A) vs Talawanda/Princeton | 4:30 PM | Hueston Woods Golf Course |
| Girls 7th Grade Volleyball (A) vs Pleasant Run Middle School | 5:00 PM | Pleasant Run Middle School |
| Boys 7th Grade Football (A) vs Chaminade Julienne | 5:30 PM | Chaminade Julienne Catholic High School |
| Girls 8th Grade Volleyball (A) vs Pleasant Run Middle School | 6:00 PM | Pleasant Run Middle School |
| Boys 8th Grade Football (A) vs Chaminade Julienne | 6:30 PM | Chaminade Julienne Catholic High School |
Thu, Sep 11 | Girls Varsity Golf (H) vs Seton | 3:40 PM | Miami Whitewater Golf Course |
| Girls Freshman Volleyball (A) vs Seton | 4:30 PM | Seton High School |
| Girls Junior Varsity Soccer (H) vs Milford | 5:00 PM | William Henry Harrison High School |
| Girls 7th Grade Volleyball (H) vs Lawrenceburg | 5:00 PM | Harrison Junior School |
| Girls Junior Varsity Golf (H) vs TBD | 5:10 PM | Robin's Nest Golf Course |
| Girls Junior Varsity Volleyball (A) vs Seton | 5:30 PM | Seton High School |
| Girls 8th Grade Volleyball (H) vs Lawrenceburg | 6:00 PM | Harrison Junior School |
| Girls Varsity Volleyball (A) vs Seton | 6:30 PM | Seton High School |
| Girls Varsity Soccer (H) vs Milford | 7:00 PM | William Henry Harrison High School |
Fri, Sep 12 | Boys Varsity Football (H) vs West High | 7:00 PM | William Henry Harrison High School / HYF Night / Boley Braces |
Sat, Sep 13 | Boys Varsity Cross Country (A) vs Troy | 6:50 AM | Troy High School |
| Girls Varsity Golf (H) vs Best of the West Invitational | 8:00 AM | Miami Whitewater Golf Course |
| Girls Freshman Volleyball (A) vs Anderson | 10:00 AM | Anderson High School |
| Boys Junior Varsity Football (A) vs West High | 10:00 AM | Western Hills High School |
| Girls Junior High Cross Country (A) vs St. Xavier Invitational | 11:00 AM | St. Xavier High School |
| Boys Junior High Cross Country (A) vs St. Xavier Invitational | 11:00 AM | St. Xavier High School |
| Girls Junior Varsity Volleyball (A) vs Anderson | 11:00 AM | Anderson High School |
| Girls Varsity Volleyball (A) vs Anderson | 12:00 PM | Anderson High School |
| Girls Varsity Cross Country (A) vs Troy | 6:50 PM | Troy High School |
Sun, Sep 14 | Boys Varsity Golf (A) vs Harry Alexander Invitational | 1:30 PM | Miami Whitewater Golf Course |
Mon, Sep 15 | Girls Junior Varsity Tennis (H) vs Mercy McAuley | 4:15 AM | William Henry Harrison High School |
| Girls Varsity Tennis (A) vs Mercy McAuley | 4:15 PM | LaSalle High School |
| Girls 7th Grade Volleyball (A) vs Bridgetown MS | 4:30 PM | Bridgetown MS |
| Girls 8th Grade Volleyball (A) vs Bridgetown MS | 5:30 PM | Bridgetown MS |
Tue, Sep 16 | Girls Junior Varsity Tennis (A) vs Edgewood | 4:15 AM | Edgewood High School |