1999-2000 Boys Varsity Wrestling
Season:
| Sat, Nov 27 | Away vs St. Xavier | W 36-27 | 1-0 |
| Fri, Dec 03 | Away vs La Salle | W 61-13 | 2-0 |
| Sat, Dec 04 | Away vs Tecumseh | W 64-16 | 3-0 / Centerville Duals |
| Sat, Dec 04 | Away vs Centerville | W 57-15 | 4-0 / Centerville Duals |
| Sat, Dec 04 | Away vs Meadowdale | W 66-7 | 5-0 / Centerville Duals |
| Sat, Dec 04 | Away vs T. C. North | W 60-12 | 6-0 / Centerville Duals |
| Sat, Dec 04 | Away vs Oakwood | W 51-18 | 7-0 / Elder finished 1st at Centerville Duals |
| Tue, Dec 14 | Away vs Oak Hills | L 17-36 | 7-1 |
| Sat, Dec 18 | Away vs SWOWCA | TBA | TBA / Elder finished 4th of 29 teams |
| Tue, Dec 28 | Away vs Fairborn | W 63-12 | 8-1 |
| Wed, Jan 05 | Away vs Mt. Healthy | W 69-6 | 9-1 |
| Thu, Jan 06 | Away vs Toledo St. John | W 66-9 | 10-1 |
| Fri, Jan 07 | Away vs Marysville (OH) | W 49-12 | 11-1 |
| Sat, Jan 15 | Away vs Ohio All-Catholic Tournament (CIT) | TBA | TBA / Elder finished 7th of 28 teams |
| Tue, Jan 18 | Away vs Fairfield | L 13-38 | 11-2 |
| Sat, Jan 22 | Away vs Colerain Dual | TBA | Colerain High School / Elder finished 1st of 8 teams |
| Tue, Jan 25 | Away vs Harrison | W 28-27 | 12-2 |
| Sat, Jan 29 | Away vs Moeller | L 30-33 | 12-3 |
| Sat, Feb 05 | Away vs GCL Championships | TBA | TBA / Elder finished 3rd of 9 teams |
| Sat, Feb 12 | Away vs OHSAA Sectional | TBA | TBA / Elder finished 2nd of 14 teams |
| Sat, Feb 19 | Away vs OHSAA District | TBA | TBA |