| Date | Location | Result | |
| 3/12/99 | St. Joseph, Minn. | Coll. of St. Benedict (Minn.) 78, DePauw University 67 | Box score |
| 3/6/99 | Greencastle, Ind. | DePauw University 67, Austin College 62 | Box score |
| 2/27/99 | Greencastle, Ind. | DePauw University 85, Millsaps College 40 | Box score |
| 2/26/99 | Greencastle, Ind. | DePauw University 94, Oglethorpe University 55 | Box score |
| 2/18/99 | Greencastle, Ind. | DePauw University 99, Rose-Hulman Institute of Tech. 42 | Box score |
| 2/14/99 | Georgetown, Texas | DePauw University 77, Southwestern University 65 | Box score |
| 2/12/99 | San Antonio, Texas | DePauw University 70, Trinity University 64 | Box score |
| 2/7/99 | Greencastle, Ind. | DePauw University 79, Hendrix College 52 | Box score |
| 2/5/99 | Greencastle, Ind. | DePauw University 70, Rhodes College 53 | Box score |
| 1/31/99 | Danville, Ky. | DePauw University 79, Centre College 47 | Box score |
| 1/29/99 | Sewanee, Tenn. | DePauw University 69, Univ. of the South-Sewanee 44 | Box score |
| 1/21/99 | Terre Haute, Ind. | DePauw University 70, Rose-Hulman Institute of Tech. 51 | Box score |
| 1/17/99 | Greencastle, Ind. | DePauw University 73, Southwestern University 64 | Box score |
| 1/15/99 | Greencastle, Ind. | DePauw University 70, Trinity University 54 | Box score |
| 1/10/99 | Conway, Ark. | DePauw University 82, Hendrix College 67 | Box score |
| 1/8/99 | Memphis, Tenn. | DePauw University 65, Rhodes College 55 | Box score |
| 1/4/99 | Greencastle, Indiana; Neal Fieldhouse | DePauw University 82, Centre College 38 | Box score |
| 1/3/99 | Greencastle, Indiana; Neal Fieldhouse | DePauw University 77, Univ. of the South-Sewanee 67 | Box score |
| 12/30/98 | Columbus, Ohio | Capital University 70, DePauw University 57 | Box score |
| 12/19/98 | Crestview Hills, Ky. | DePauw University 79, Thomas More College 51 | Box score |
| 12/12/98 | Greencastle, Indiana; Neal Fieldhouse | Indiana-Southeast 71, DePauw University 66 | Box score |
| 12/11/98 | Greencastle, Indiana; Neal Fieldhouse | DePauw University 89, Berea College 51 | Box score |
| 12/6/98 | Jackson, Miss. | DePauw University 77, Millsaps College 47 | Box score |
| 12/4/98 | Atlanta, Ga. | DePauw University 77, Oglethorpe University 45 | Box score |
| 11/29/98 | Griswold Center; Decatur, Illinois | Millikin University 81, DePauw University 79 | Box score |
| 11/21/98 | Neal Fieldhouse; Greencastle, Indiana | Washington University 79, DePauw University 50 | Box score |
| 11/20/98 | Neal Fieldhouse; Greencastle, Indiana | DePauw University 70, Franklin College 52 | Box score |