1998-1999 Boys Varsity Basketball
Season:
| Fri, Dec 04 | Home vs St. Henry | W 62-35 | 1-0 / Kenney 26 points |
| Sat, Dec 05 | Home vs Hamilton Badin | W 48-37 | 2-0 |
| Fri, Dec 11 | Away vs Roger Bacon | L 50-52 | 2-1 |
| Sat, Dec 12 | Home vs Moeller | L 47-52 | 2-2 |
| Thu, Dec 17 | Away vs Holy Cross | W 70-68 | 3-2 / OT |
| Fri, Dec 18 | Home vs Cleveland St. Ignatius | L 59-62 | 3-3 / OT |
| Mon, Dec 21 | Home vs Oak Hills | L 40-41 | 3-4 |
| Mon, Dec 28 | Away vs La Salle | L 63-73 | 3-5 |
| Tue, Dec 29 | Home vs Western Hills | W 61-58 | 4-5 |
| Fri, Jan 01 | Away vs St. Xavier | L 42-55 | 4-6 |
| Sat, Jan 02 | Home vs Hamilton | W 50-45 | 5-6 |
| Fri, Jan 08 | Home vs Pucell-Marian | L 37-57 | 5-7 |
| Sat, Jan 09 | Away vs Chaminade Julienne | L 47-58 | 5-8 |
| Fri, Jan 15 | Home vs Kettering Alter | W 55-52 | 6-8 / Kelsey 22 points |
| Sat, Jan 16 | Away vs McNicholas | L 57-63 | 6-9 |
| Fri, Jan 22 | Home vs Moeller | L 55-69 | 6-10 |
| Sat, Jan 23 | Away vs Covington Catholic | L 48-53 | 6-11 |
| Fri, Jan 29 | Home vs La Salle | W 59-51 | 7-11 |
| Sat, Jan 30 | Away vs Princeton | W 69-56 | 8-11 / Kelsey 24 points |
| Fri, Feb 05 | Home vs St. Xavier | W 56-46 | 9-11 |
| Fri, Feb 12 | Home vs Milford | W 57-48 | 10-11 / Sectional Tournament |
| Fri, Feb 19 | Home vs Aiken | W 63-48 | 11-11 / Sectional Tournament; Kelsey 20 points |
| Sat, Feb 20 | Home vs Hughes | W 59-53 | 12-11 / Sectional Tournament |
| Wed, Feb 24 | Home vs Beavercreek | L 49-57 | 12-12 / OT; Sectional Tournament |