1998-99 depauw men's tennis schedule/results (17-6)
| DATE | OPPONENT | TIME/SCORE |
| Sept. 9 | INDIANAPOLIS | W, 7-2 |
| Sept.15 | MARIAN | W, 8-1 |
| March 3 | INDIANAPOLIS | W, 5-2 |
| March 6 | GREENVILLE | W, 7-0 |
| March 13 | CAPITAL | W, 5-0 |
| March 20 | at Emory | L, 1-6 |
| March 24 | #vs. Salisbury St. | W, 5-2 |
| March 25 | #vs. Millersville | W, 4-3 |
| March 30 | ROSE-HULMAN | W, 7-0 |
| April 5 | MILLIKIN | W, 7-0 |
| April 7 | EVANSVILLE | W, 4-3 |
| April 10 | vs. Oglethorpe (SCAC Divisional at Rose-Hulman) | W, 5-2 |
| April 11 | vs. Sewanee (SCAC Divisional Championship at Rose-Hulman) | L, 3-4 |
| April 13 | PRINCIPIA | W, 7-0 |
| April 14 | at Illinois Wesleyan | W, 4-2 |
| April 17 | at Denison | L, 2-5 |
| April 18 | WASHINGTON (Mo.) | W, 6-1 |
| April 23 | %vs. Oglethorpe | W, 5-0 |
| %vs. Sewanee | W, 7-0 | |
| April 24 | %at Trinity | L, 1-6 |
| April 29 | VINCENNES | L, 2-5 |
| April 30 | MARIAN | W, 7-0 |
| May 8 | KALAMAZOO (NCAA Midwest Regional) | L, 2-5 |
| Matches vs. Swarthmore and Middlebury at Hilton Head rained out; Match vs. Wabash canceled; Match vs. Franklin, rained out | ||
#Matches at Hilton Head Island, S.C. | ||
%SCAC Championship at San Antonio, Texas | ||