| GameDate | Opponent | Location | Time | Result | Comments | Depart |
| 11/21 | Mascoutah | OTHS Milburn Campus | 10:00am | | | 9:00am (Showtime @ Milburn Campus) |
| 11/21 | First Baptist Academy | OTHS Milburn Campus | 1130am | | | "B" Game following 10am Game |
| 12/03 | Granite City | Granite City | 6:00pm | | | 4:15pm (Showtime @ Milburn Campus) |
| 12/07 | First Baptist Academy | First Baptist Academy | 6:30pm | | | "B" Game (530pm Showtime @ FBA) |
| 12/08 | Alton | OTHS Smiley Campus | 6:00pm | | | 5:00pm (Showtime @ Smiley Campus) |
| 12/10 | Collinsville | OTHS Smiley Campus | 6:00pm | | | 5:00pm (Showtime @ Smiley Campus) |
| 12/14 | Highland | Highland | 7:00pm | | Changed from 6 to 7 pm on 11/10/09. | |
| 12/18 | Belleville East | OTHS Smiley Campus | 4:00pm | | | 3:00pm (Showtime @ Smiley Campus) |
| 12/19 | Belleville West | Belleville West | 10:00am | | | 8:15am (Showtime @ Milburn Campus) |
| 01/07 | Edwardsville | Edwardsville | 6:00pm | | | 4:15pm (Showtime @ Milburn Campus) |
| 01/09 | Belleville East | Belleville East | 10:00am | | | 8:30am (Showtime @ Milburn Campus) |
| 01/12 | Granite City | OTHS Smiley Campus | 6:00pm | | | 5:00pm (Showtime @ Smiley Campus) |
| 01/14 | East St Louis | East St Louis | 6:00pm | | | 4:30pm (Showtime @ Milburn Campus) |
| 01/18 | Triad | OTHS Milburn Campus | 6:00pm | | | 5:00pm (Showtime @ Milburn Campus) |
| 01/18 | First Baptist Academy | OTHS Milburn Campus | 7:30pm | | | "B" Game following 6:00pm Game |
| 01/25 | Alton | Alton | 6:00pm | | | 4:00pm (Showtime @ Milburn Campus) |
| 01/27 | Centralia | OTHS Milburn Campus | 6:00pm | | | 5:00pm (Showtime @ Milburn Campus) |
| 01/28 | Collinsville | Collinsville | 6:00pm | | | 4:30 (Showtime @ Milburn Campus) |
| 01/30 | unknown | Mehlville Tournament | TBA | | | TBA |
| 02/04 | unk | Mehlville Tournament | TBA | | | TBA |
| 02/06 | unk | Conference Tournament OTHS Milburn Campus | TBA | | | TBA |
| 02/08 | Belleville West | OTHS Smiley Campus | 6:00pm | | | 5:00pm (Showtime @ Smiley Campus) |
| 02/09 | Edwardsville | OTHS Smiley Campus | 6:00pm | | | 5:00pm (Showtime @ Smiley Campus) |
| 02/11 | East St Louis | OTHS Smiley Campus | 6:00pm | | | 5:00pm (Showtime @ Smiley Campus) |
| 02/13 | unk | Conference Tournament OTHS Milburn Campus | TBA | | | TBA |