| Boy's Basketball 2008-09 | ||
| Home | away | |
| December 5, 2008 | ||
| Iroquois West | v | St. Joseph-Ogden |
| PBL | v | Clifton Central |
| Momence | v | CPCI |
| Watseka | v | Tri Point |
| St. Thomas More | bye | |
| December 9, 2008 | ||
| Momence | v | St. Joseph-Ogden |
| St. Thomas More | v | Iroquois West |
| Watseka | v | Clifton Central |
| Tri Point | v | CPCI |
| PBL | bye | |
| January 6, 2009 | ||
| Tri Point | v | St. Joseph-Ogden |
| CPCI | v | Clifton Central |
| Momence | v | Iroquois West |
| Watseka | bye | |
| January 9, 2009 | ||
| St. Thomas More | v | Momence |
| Tri Point | v | Iroquois West |
| Clifton Central | v | St. Joseph-Ogden |
| Watseka | v | PBL |
| CPCI | bye | |
| January 20, 2009 | ||
| Iroquois West | v | Clifton Central |
| CPCI | v | PBL |
| Tri Point | v | Momence |
| Watseka | v | St. Thomas More |
| St. Joseph-Ogden | bye | |
| January 23, 2009 | ||
| Clifton Central | v | Momence |
| St. Joseph-Ogden | v | PBL |
| CPCI | v | Watseka |
| St. Thomas More | v | Tri Point |
| Iroquois West | bye | |
| January 27, 2009 | ||
| PBL | v | St. Thomas More |
| January 30, 2009 | ||
| CPCI | v | St. Thomas More |
| St. Joseph-Ogden | v | Watseka |
| Iroquois West | v | PBL |
| Clifton Central | v | Tri Point |
| Momence | bye | |
| Tournament February 3, 4, 6, 7, 2009 | Iroquois West/CPCI/Parkland | |
| February 13, 2009 | ||
| St. Thomas More | v | Clifton Central |
| Iroquois West | v | Watseka |
| PBL | v | Momence |
| St. Joseph-Ogden | v | CPCI |
| Tri Point | bye | |
| February 20, 2009 | ||
| St. Joseph-Ogden | v | St. Thomas More |
| Momence | v | Watseka |
| PBL | v | Tri Point |
| Iroquois West | v | CPCI |
| Clifton Central | ||