Thu, Dec 07 | Varsity A Purple Bowling (H) vs La Salle | W 2819-2795 | 3-0 / Brown - 467, Seger - 406, 903 Baker set |
| Junior Varsity Bowling (H) vs La Salle | L 1969-1978 | 1-1 / Huber - 326, Dreiling - 321 |
| Varsity B White Bowling (H) vs La Salle | W 2471-2385 | 1-1 / Frondorf - 416, Louis - 376 |
Fri, Dec 08 | Junior Varsity B Wrestling (H) vs Springboro Dual | 5:00 PM | Elder Wrestling Gym |
| Junior Varsity Wrestling (H) vs Springboro H.S. | 6:00 PM | Elder Wrestling Gym |
| Varsity Wrestling (H) vs Springboro | 7:30 PM | Elder Wrestling Gym |
Sat, Dec 09 | Junior Varsity Wrestling (A) vs Taylor Tourn. | 9:00 AM | Taylor HS |
| Junior Varsity B Wrestling (A) vs Lakota East JV Tournament | 9:00 AM | Lakota East High School |
| Varsity Wrestling (A) vs Raider Rumble Tournament | 9:30 AM | Ryle High School |
| Varsity Swimming and Diving (A) vs Vandalia Butler | 5:30 PM | Vandalia Recreation Center |
| Varsity Hockey (A) vs Troy Bruins | 5:30 PM | Hobart Arena |
Sun, Dec 10 | Varsity A Purple Bowling (H) competes in the Holiday Classic Tournament. | 9:15 AM | Western Bowl |
| Varsity B White Bowling (H) competes in the Holiday Classic Tournament. | 9:15 AM | Western Bowl |
| Varsity Swimming and Diving (H) vs La Salle | 1:00 PM | St. Xavier High School |
| Varsity Hockey (H) vs Kettering Alter | 6:00 PM | Northland |
Tue, Dec 12 | Varsity A Purple Bowling (H) vs St. X | 4:00 PM | Western Bowl |
| Junior Varsity Bowling (H) vs St. X | 4:00 PM | Western Bowl |
| Varsity B White Bowling (H) vs St. X | 4:00 PM | Western Bowl |
Wed, Dec 13 | Varsity A Purple Bowling (A) vs West Clermont | 3:30 PM | Cherry Grove Lanes |
| Junior Varsity Bowling (A) vs West Clermont | 4:00 PM | Cherry Grove Lanes |
| Varsity Swimming and Diving (A) vs Best of the West (Swimming) | 5:00 PM | Powel Crosley YMCA |
Thu, Dec 14 | Varsity A Purple Bowling (A) vs GCL Quad | 4:00 PM | Crossgate Lanes |
| Junior Varsity B Wrestling (H) vs East Central Dual | 5:00 PM | Elder Wrestling Gym |
| Junior Varsity Wrestling (H) vs East Central | 5:00 PM | Elder Wrestling Gym |
| Varsity Wrestling (H) vs East Central | 7:00 PM | Elder Wrestling Gym |
Fri, Dec 15 | Varsity Wrestling (H) vs Colerain | 5:00 PM | Elder Wrestling Gym |
| Varsity Wrestling (H) vs Fairfield | 7:00 PM | Elder Wrestling Gym |
| Varsity Basketball (A) vs IMG Academy | 7:00 PM | Griffin Elite Sports and Wellness |
| Varsity Hockey (A) vs Clay High School | 8:20 PM | Hobart Arena |
Sat, Dec 16 | Junior Varsity Wrestling (A) vs Fairfield JV Duals | 9:00 AM | Fairfield High School |
| Junior Varsity B Wrestling (A) vs Gahnna Lincoln Inv. (Frosh Only) | 10:00 AM | Gahanna Lincoln High School |
| Varsity A Purple Bowling (A) competes in the Wright State High School Challenge Tournament. | 10:30 AM | Poelking Woodman Lanes |
| Varsity Hockey (A) vs Springboro | 11:00 AM | Hobart Arena |
| Varsity B White Bowling (A) competes in the Pioneer Baker Tournament Tournament. | 12:00 PM | Columbus Square Bowling Palace |
| Varsity Swimming and Diving (H) vs Springboro | 1:00 PM | St. Xavier High School |
| Freshman Basketball (A) vs Roger Bacon | 3:00 PM | Roger Bacon High School |
| Junior Varsity Basketball (A) vs Roger Bacon | 4:30 PM | Roger Bacon High School |
| Varsity Hockey (A) vs Beavercreek | 5:40 PM | Hobart Arena |
| Varsity Basketball (A) vs Roger Bacon | 6:00 PM | Roger Bacon High School |
Sun, Dec 17 | Junior Varsity Bowling (A) competes in the Jingle Bell JV Tournament. | 8:30 AM | RollHouse Entertainment Fairfeld |
| Varsity Hockey (A) vs TBA | TBA | Hobart Arena |
Tue, Dec 19 | Junior Varsity Bowling (A) vs Fairfield | 3:30 PM | RollHouse Entertainment Fairfeld |
| Varsity A Purple Bowling (A) vs Fairfield | 3:30 PM | RollHouse Entertainment Fairfeld |
Wed, Dec 20 | Junior Varsity Hockey (H) vs Beavercreek | 7:00 AM | Northland |
| Freshman Basketball (A) vs St. Henry | 6:30 PM | St. Henry High School |
| Junior Varsity Basketball (A) vs St. Henry | 7:45 PM | St. Henry High School |
Thu, Dec 21 | Varsity B White Bowling (H) vs GCL Quad | 4:00 AM | Western Bowl |
| Freshman Basketball (H) vs Centerville | 4:30 PM | Elder Memorial Fieldhouse |
| Varsity Basketball (A) vs St. Charles Prep | 5:00 PM | McNicholas |
| Junior Varsity B Wrestling (A) vs Western Brown Freshman Palooza | 5:30 PM | Western Brown H.S. |
| Junior Varsity Basketball (H) vs Centerville | 6:00 PM | Elder Memorial Fieldhouse |
Fri, Dec 22 | Freshman Basketball (A) vs McNicholas | 3:30 PM | McNicholas |
| Varsity Wrestling (A) vs SWOWCA Glenn Sample Memorial Tournament | 5:00 PM | Middletown High School |
| Junior Varsity Basketball (A) vs McNicholas | 5:00 PM | McNicholas |
| Varsity Basketball (A) vs Newport Central Catholic | 8:00 PM | McNicholas |
Sat, Dec 23 | Varsity Wrestling (A) vs SWOWCA Glenn Sample Memorial Tournament | 10:00 AM | Middletown High School |