| Date | Location | Result | |
| 3/7/09 | Cumberland, MD | Harcum 67, Vincennes 63 | Box score |
| 2/28/09 | Vincennes, IN | Vincennes 95, Clark State 80 | Box score |
| 2/25/09 | Vincennes, IN | Vincennes 92, Cincinnati State 73 | Box score |
| 2/23/09 | Vincennes, IN | Vincennes 98, St. Louis-Forest Park 73 | Box score |
| 2/21/09 | Chicago, IL | Daley 80, Vincennes 79 | Box score |
| 2/18/09 | Vincennes, IN | Vincennes 102, Lindsey Wilson JV 55 | Box score |
| 2/17/09 | Vincennes, IN | Vincennes 96, Malcolm X 76 | Box score |
| 2/14/09 | Vincennes, IN | Kennedy-King 84, Vincennes 74 | Box score |
| 2/9/09 | Champaign, IL | Vincennes 87, Parkland 77 | Box score |
| 2/7/09 | Park Hills, MO | Mineral Area 80, Vincennes 70 | Box score |
| 2/4/09 | Vincennes, IN | Vincennes 90, Kaskaskia 76 | Box score |
| 1/31/09 | Chicago, IL | Kennedy-King 68, Vincennes 67 | Box score |
| 1/24/09 | Vincennes, IN | Vincennes 84, Daley 62 | Box score |
| 1/19/09 | Cincinnati, OH | Vincennes University 67, Cincinnati State 61 | Box score |
| 1/17/09 | Vincennes, IN | Vincennes University 76, Lincoln Trail 59 | Box score |
| 1/10/09 | Chicago, IL | Vincennes University 85, Malcolm X 69 | Box score |
| 1/14/09 | Vincennes, IN | Vincennes University 84, Roane State 70 | Box score |
| 1/7/09 | Vincennes, IN | Vincennes University 95, Parkland 73 | Box score |
| 1/5/09 | Carterville, IL | Vincennes University 65, John A. Logan 57 | Box score |
| 12/14/08 | St. Louis, MO | Vincennes University 67, Moberly 58 | Box score |
| 12/6/08 | Vincennes, IN | Southeastern Illinois 72, Vincennes University 69 | Box score |
| 12/2/08 | Vincennes, IN | Vincennes 78, John A. Logan 70 | Box score |
| 11/25/08 | Harrisburg, IL | Southeastern Illinois 82, Vincennes 59 | Box score |
| 11/22/08 | W. Burlington, IA | Southeastern Iowa 76, Vincennes 67 | Box score |
| 11/18/08 | Robinson, IL | Lincoln Trail 68, Vincennes 56 | Box score |
| 11/15/08 | Vincennes, IN | Vincennes 75, Allegany 73 | Box score |
| 11/14/08 | Vincennes, IN | Vincennes 95, Simmons 67 | Box score |
| 11/11/08 | Centralia, IL | Vincennes 85, Kaskaskia 75 | Box score |
| 11/8/08 | Vincennes, IN | Vincennes 101, Carl Sandburg 90 | Box score |
| 11/3/08 | Olney, IL | Vincennes 74, Olney Central 68 | Box score |
| 11/1/08 | Vincennes, IN | Vincennes 105, New Creations 81 | Box score |