1966 Boys Varsity Tennis
Season:
| Thu, Mar 17 | Away vs Aiken | W 5-0 | 1-0 |
| Tue, Mar 22 | Away vs Walnut Hills | L 0-5 | 1-1 |
| Thu, Mar 24 | Away vs Oak Hills | W 5-0 | 2-1 |
| Sat, Mar 26 | Away vs Anderson | W 5-0 | 3-1 |
| Thu, Mar 31 | Away vs Moeller | W 3-1 | 4-1 |
| Sat, Apr 02 | Away vs Greenhills | W 5-0 | 5-1 |
| Tue, Apr 05 | Away vs St. Xavier | L 0-3 | 5-2 |
| Sat, Apr 09 | Home vs Detroit Cranbrook | L 5-7 | 5-3 |
| Tue, Apr 12 | Away vs Indian Hill | L 2-3 | 5-4 |
| Thu, Apr 14 | Away vs McNicholas | W 5-0 | 6-4 |
| Sat, Apr 16 | Away vs Western Hills | W 4-1 | 7-4 |
| Tue, Apr 19 | Away vs Highlands | W 5-0 | 8-4 |
| Sat, Apr 23 | Away vs Hamilton Garfield | W 3-2 | 9-4 |
| Tue, Apr 26 | Away vs Purcell | W 4-1 | 10-4 |
| Thu, Apr 28 | Away vs Newport Catholic | W 5-0 | 11-4 |
| Sat, Apr 30 | Away vs Covington Catholic | W 5-0 | 12-4 |
| Tue, May 03 | Away vs La Salle | W 5-0 | 13-4 |
| Thu, May 05 | Away vs Bellevue (KY) | W 4-1 | 14-4 |
| Sat, May 07 | Away vs Woodward | W 5-0 | 15-4 |
| Tue, May 10 | Away vs Withrow | L 2-3 | 15-5 |
| Thu, May 12 | Away vs Hughes | W 4-1 | 16-5 |
| Sat, May 14 | Away vs Princeton | W 3-2 | 17-5 |