1999-2000 depauw men's tennis schedule/results (21-6)
| Date | Opponent | Result |
| Sept. 14 | MARIAN | W, 6-1 |
| Sept. 21 | at Indianapolis | W, 6-1 |
| Sept. 25-27 | ITA REGIONAL | Results |
| March 4 | CALVIN | W, 7-0 |
| March 7 | HANOVER | W, 7-0 |
| March 11 | at Principia | W, 7-0 |
| vs. Millikin (cancelled) | ||
| March 15 | at Indianapolis | W, 5-4 |
| March 17 | IUPU-FORT WAYNE | W, 7-0 |
| March 18 | CAPITAL | W, 7-0 |
| March 27 | vs. Missouri-St. Louis at Hilton Head Island, S.C. | W, 6-1 |
| March 28 | vs. Minnesota-Duluth at Hilton Head Island, S.C. | W, 9-0 |
| March 29 | vs. Alabama-Huntsville at Hilton Head Island, S.C. | L, 4-5 |
| April 1 | at Emory | L, 0-7 |
| April 7 | vs. Albion (GLCA Championship) | W, 5-0 |
| vs. Denison (GLCA Championship) | W, 4-3 | |
| April 8 | vs. Kalamazoo (GLCA Championship) | L, 1-4 |
| April 12 | at Vincennes | L, 3-5 |
| April 15 | DENISON | W, 5-2 |
| April 16 | WASHINGTON (Mo.) | W, 5-2 |
| April 18 | ILLINOIS WESLEYAN | W, 7-0 |
| April 20 | at Wabash | W, 7-0 |
| April 25 | TAYLOR | W, 5-2 |
| April 28 | $vs. Centre | W, 9-0 |
| April 29 | $vs. Sewanee | W, 4-3 |
| April 30 | $vs. Trinity | L, 2-5 |
| May 13 | #vs. Denison at Kalamazoo (NCAA First Round) | W, 6-1 |
| May 14 | #at Kalamazoo (NCAA Second Round) | W, 4-3 |
| May 19 | #vs. Trinity (NCAA Quarterfinals at Kalamazoo College) | L, 0-4 |
|
Cancelled
matches vs. Thomas More, Carnegie-Mellon $SCAC Championships at Rhodes College, Memphis, Tenn. #NCAA Division III Championships |
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