| Date | Location | Result | |
| 2/26/00 | Atlanta, Ga. | DePauw University 89, Oglethorpe University 67 | |
| 2/25/00 | Jackson, Miss. | DePauw University 67, Millsaps College 30 | |
| 2/17/00 | Terre Haute, Ind. | DePauw University 104, Rose-Hulman Inst. of Tech. 37 | |
| 2/13/00 | Greencastle, Ind. | DePauw University 89, Trinity University 76 | |
| 2/11/00 | Greencastle, Ind. | DePauw University 63, Southwestern University 55 | |
| 2/6/00 | Memphis, Tenn. | DePauw University 59, Rhodes College 39 | |
| 2/4/00 | Conway, Ark. | Hendrix College 88, DePauw University 76 | |
| 1/30/00 | Greencastle, Ind. | U. of the South-Sewanee 73, DePauw University 70 | |
| 1/28/00 | Greencastle, Ind. | DePauw University 60, Centre College 39 | |
| 1/20/00 | Greencastle, Ind. | DePauw University 69, Rose-Hulman Inst. of Tech. 30 | |
| 01/16/00 | Trinity University, Sams Gymnasium | Trinity University 61, DePauw University 56 | |
| 1/14/00 | Georgetown, Texas | DePauw University 63, Southwestern University 52 | |
| 1/9/00 | Greencastle, Ind. | DePauw University 75, Rhodes College 59 | |
| 1/7/00 | Greencastle, Ind. | DePauw University 63, Hendrix College 52 | |
| 1/3/00 | Sewanee, Tenn. | DePauw University 70, U. of the South-Sewanee 66 | |
| 1/1/00 | Danville, Ky. | DePauw University 78, Centre College 65 | |
| 12/29/99 | Greencastle, Ind. | DePauw University 78, Marian College 66 | |
| 12/18/99 | Franklin, Ind. | DePauw University 70, Franklin College 59 | |
| 12/10/99 | Greencastle, Ind. | DePauw University 70, Wheaton College 56 | |
| 12/9/99 | Greencastle, Ind. | Millikin University 94, DePauw University 65 | |
| 12/5/99 | Greencastle, Ind. | DePauw University 76, Oglethorpe University 43 | |
| 12/3/99 | Greencastle, Ind. | DePauw University 62, Millsaps College 37 | |
| 11/30/99 | Greencastle, Ind. | DePauw University 93, Thomas More College 50 | |
| 11/20/99 | St. Louis, Mo. | Washington (Mo.) 65, DePauw University 43 | |
| 11/19/99 | St. Louis, Mo. | DePauw University 70, Illinois Wesleyan 55 |