| Date | Location | Result | |
| 03/04/06 | Beck Center; Lexington, Ky. | Transylvania University 91, College of Wooster 88 | Box score |
| 03/03/06 | Beck Center; Lexington, Ky. | College of Wooster 84, Randolph-Macon College 70 | Box score |
| 02/25/06 | Timken Gymnasium; Wooster, Ohio | Wittenberg University 71, College of Wooster 69 | Box score |
| 02/24/06 | Timken Gymnasium; Wooster, Ohio | College of Wooster 84, Earlham College 74 | Box score |
| 02/24/06 | Timken Gymnasium; Wooster, Ohio | Wittenberg University 63, Ohio Wesleyan University 46 | Box score |
| 02/21/06 | Timken Gymnasium; Wooster, Ohio | College of Wooster 96, Kenyon College 44 | Box score |
| 02/18/06 | Branch Rickey Arena; Delaware, Ohio | Ohio Wesleyan 86, Wooster 83 | Box score |
| 02/14/06 | Timken Gymnasium; Wooster, Ohio | College of Wooster 97, Kenyon College 72 | Box score |
| 02/11/06 | Timken Gymnasium; Wooster, Ohio | College of Wooster 95, Wabash College 71 | Box score |
| 02/08/06 | Timken Gymnasium; Wooster, Ohio | College of Wooster 129, Hiram College 67 | Box score |
| 02/04/06 | HPER Center; Springfield, Ohio | College of Wooster 86, Wittenberg University 77 | Box score |
| 02/01/06 | Timken Gymnasium; Wooster, Ohio | College of Wooster 121, Allegheny College 88 | Box score |
| 01/28/06 | Timken Gymnasium; Wooster, Ohio | College of Wooster 99, Earlham College 63 | Box score |
| 01/25/06 | Kenyon Athletic Center; Gambier, Ohio | College of Wooster 76, Kenyon College 63 | Box score |
| 01/21/06 | Timken Gymnasium; Wooster, Ohio | College of Wooster 103, Ohio Wesleyan University 94 | Box score |
| 01/18/06 | Price Gymnasium; Hiram, Ohio | College of Wooster 102, Hiram College 91 | Box score |
| 01/14/06 | Chadwick Court; Crawfordsville, Ind. | College of Wooster 111, Wabash College 76 | Box score |
| 01/11/06 | David V. Wise Center; Meadville, Pa. | College of Wooster 102, Allegheny College 71 | Box score |
| 01/07/06 | Washington, Pa. | College of Wooster 97, Washington & Jefferson 72 | Box score |
| 01/06/06 | Washington, Pa. | College of Wooster 62, College of New Jersey 53 | Box score |
| 12/30/05 | Timken Gymnasium; Wooster, Ohio | Baldwin-Wallace College 80, Lycoming College 63 | Box score |
| 12/30/05 | Timken Gymnasium; Wooster, Ohio | College of Wooster 129, Thiel College 80 | Box score |
| 12/29/05 | Timken Gymnasium; Wooster, Ohio | Baldwin-Wallace College 113, College of Wooster 108 | Box score |
| 12/29/05 | Timken Gymnasium; Wooster, Ohio | Lycoming College 94, Thiel College 75 | Box score |
| 12/18/05 | Timken Gymnasium; Wooster, Ohio | College of Wooster 133, Westminster (Pa.) College 110 | Box score |
| 12/10/05 | Timken Gymnasium; Wooster, Ohio | College of Wooster 86, Wittenberg University 83 | Box score |
| 12/07/05 | Timken Gymnasium; Wooster, Ohio | College of Wooster 112, Oberlin College 53 | Box score |
| 12/03/05 | Schuckman Court; Richmond, Ind. | College of Wooster 83, Earlham College 81 | Box score |
| 11/30/05 | Livingston Gymnasium; Granville, Ohio | College of Wooster 109, Denison University 73 | Box score |
| 11/27/05 | King Center; Emory, Va. | College of Wooster 150, Emory & Henry College 101 | Box score |
| 11/26/05 | King Center; Emory, Va. | College of Wooster 77, Methodist College 63 | Box score |
| 11/19/05 | Timken Gymnasium; Wooster, Ohio | College of Wooster 90, Univ. of Wis.-Stout 82 | Box score |
| 11/18/05 | Timken Gymnasium; Wooster, Ohio | College of Wooster 84, Kalamazoo College 66 | Box score |
| 11/19/05 | Wooster, Ohio; Timken Gymnasium | Univ. of St. Thomas (Minn.) 70, Kalamazoo College 47 | Box score |
| 11/18/05 | Timken Gymnasium; Wooster, Ohio | Univ. of Wis.-Stout 91, Univ. of St. Thomas (Minn.) 90 | Box score |