| Date | Teams/Event | Time | Score | Links |
|---|---|---|---|---|
| October | ||||
| Sun. 6 | at Danville Jamboree # | 10:00 AM |
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| Sun. 20 | at Vincennes Jamboree # | 9:00 AM |
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| Wed. 23 | vs. Danville Area Community College # | 5:00 PM |
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| SCRIMMAGE GAME | ||||
| Sat. 26 | at Lake Land Jamboree # | 10:00 AM |
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| November | ||||
| Fri. 1 | vs. Roane State Community College @ Vincennes IN | Final | W, 88-79 | |
| Vincennes Kiwanis Classic | ||||
| Sat. 2 | vs. Ancilla College @ Vincennes IN | Final | W, 83-63 | |
| Vincennes Kiwanis Classic | ||||
| Fri. 8 | vs. SC Sports Academy | Final | W, 108-80 | |
| OCC Rotary Classic | ||||
| Sat. 9 | vs. Des Moines Area Community College | Final | W, 83-82 | |
| OCC Rotary Classic | ||||
| Sun. 17 | vs. SC Sports Academy | Final | W, 95-92 | |
| Sat. 23 | at Southeastern Illinois College * | Final | L, 92-89 | |
| Tue. 26 | vs. Kaskaskia College * | Final | W, 100-96 | |
| December | ||||
| Wed. 4 | at Vincennes University | Final | L, 80-46 | |
| Tue. 10 | at Wabash Valley College * | Final | W, 85-82 | |
| Fri. 13 | vs. Black Hawk College-East @ Highland CC | Final | W, 79-70 | |
| Highland IL Tournament | ||||
| Sat. 14 | vs. Sauk Valley Community College @ Highland Comm College | Final | W, 83-68 | |
| Highland College W. Bear Tournament | ||||
| at Highland Community College - Illinois | Final | L, 95-92 | ||
| Highland College Tournament Title Game | ||||
| January | ||||
| Thu. 9 | vs. John A. Logan College * | Final | L, 103-99 | |
| Sat. 11 | at Rend Lake College * | Final | W, 94-93 | |
| Wed. 15 | at Lewis & Clark Community College | Final | L, 91-85 | |
| Sat. 18 | vs. Lake Land College * | Final | L, 88-70 | |
| Mon. 20 | at Lincoln Trail College * | Final | L, 116-108 | |
| Wed. 22 | vs. Shawnee Community College | Final - OT | L, 82-74 | |
| Sat. 25 | vs. Southwestern Illinois College * | Final - 2OT | W, 87-80 | |
| Wed. 29 | vs. Southeastern Illinois College * | Final | W, 77-58 | |
| February | ||||
| Sat. 1 | at Kaskaskia College * | Final - OT | W, 83-80 | |
| Wed. 5 | vs. Vincennes University | Final | L, 80-62 | |
| Sat. 8 | vs. Wabash Valley College * | Final | W, 64-58 | |
| Wed. 12 | at John A. Logan College * | Final | L, 81-73 | |
| Sat. 15 | vs. Rend Lake College * | Final | L, 74-68 | |
| Wed. 19 | at Lake Land College * | Final | L, 74-66 | |
| Sat. 22 | vs. Lincoln Trail College * | Final | W, 76-59 | |
| Mon. 24 | vs. Lewis & Clark Community College | Final | L, 70-61 | |
| Wed. 26 | at Shawnee Community College | Final | L, 86-73 | |
| March | ||||
| Sat. 1 | at Southwestern Illinois College * | Final | L, 80-72 | |
| Tue. 4 | vs. Lewis & Clark Community College % | Final | W, 70-57 | |
| Region 24 Tournament Play-In Game #7/#10 | ||||
| Thu. 6 | vs. Lake Land College % @ Ina IL | Final | W, 69-66 | |
| Region 24 Quarterfinal Game | ||||
| Fri. 7 | vs. John A. Logan College % @ Ina IL | Final | W, 81-70 | |
| Region 24 Semi-final game | ||||
| Sat. 8 | vs. Vincennes University % @ Ina IL | Final | L, 80-66 | |
| Region 24/District 16 Championship Game | ||||
| October | ||||
| Sun. 8 | vs. Lincoln Jamboree # @ Lincoln IL | 9:00 AM |
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| Sun. 15 | vs. Vincennes Jamboree # @ Vincennes Indiana | 9:00 AM |
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| Vincennes Jamboree | ||||
| Sun. 22 | vs. John A Logan Jamboree # @ Carbondale IL | 10:00 AM |
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| vs. Three Rivers Community College - MO # @ Carbondale, IL | 4:00 PM |
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| Sun. 29 | at Parkland College # | 4:00 PM |
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| November | ||||
| Fri. 3 | vs. Quakerdale Prep | Final | W, 94-65 | |
| OCC Rotary Classic | ||||
| Sat. 4 | vs. Glen Oaks Community College | Final | W, 108-43 | |
| OCC Rotary Classic | ||||
| Fri. 10 | vs. Danville Area Community College @ James S Spencer Sportscenter WVC | Final - OT | W, 96-90 | |
| Wabash Valley Classic | ||||
| Sat. 11 | vs. West Kentucky Tech @ James S Spencer Sportscenter WVC | Final | W, 81-79 | |
| Wabash Valley Classic | ||||
| Wed. 15 | at Kaskaskia College * | Final | L, 85-80 | |
| Tue. 21 | vs. Wabash Valley College * | Final | L, 81-66 | |
| Wed. 29 | vs. Shawnee Community College * | Final | W, 75-70 | |
| December | ||||
| Sat. 2 | vs. Lincoln Trail College * | Final | W, 101-76 | |
| Wed. 6 | vs. Indiana Elite Prep | Final | W, 97-92 | |
| Sat. 9 | at Vincennes University | Final | L, 85-63 | |
| Wed. 13 | vs. Rose Hulman College JV | Final | W, 86-76 | |
| Sat. 16 | at Southeastern Illinois College * | Final | W, 96-76 | |
| January | ||||
| Sat. 6 | vs. Elizabethtown College | Final | W, 93-73 | |
| Wed. 10 | vs. John A. Logan College * | Final | L, 91-85 | |
| Sat. 13 | at Lewis & Clark Community College | Final | L, 95-90 | |
| Wed. 17 | at Rend Lake College * | Final | W, 79-71 | |
| Sat. 20 | vs. Southwestern Illinois College * | Final | L, 98-94 | |
| Wed. 24 | vs. Lake Land College * | Final - OT | W, 110-109 | |
| Sat. 27 | vs. Kaskaskia College * | Final | W, 80-78 | |
| Wed. 31 | at Wabash Valley College * | Final | L, 87-62 | |
| February | ||||
| Sat. 3 | at Shawnee Community College * | Final | W, 82-81 | |
| Wed. 7 | at Lincoln Trail College * | Final | W, 88-87 | |
| Sat. 10 | vs. Vincennes University | Final | W, 91-75 | |
| Wed. 14 | vs. Southeastern Illinois College * | Final | W, 101-80 | |
| Sat. 17 | at John A. Logan College * | Final | L, 96-77 | |
| Wed. 21 | vs. Lewis & Clark Community College | Final | W, 67-63 | |
| Sat. 24 | vs. Rend Lake College * | Final | W, 97-94 | |
| Tue. 27 | at Southwestern Illinois College * | Final | L, 96-84 | |
| March | ||||
| Fri. 2 | at Lake Land College * | Final | W, 88-85 | |
| Mon. 5 | vs. Southeastern Illinois College % | Final | W, 112-86 | |
| District 16 Tournament Play-In Game | ||||
| Wed. 7 | vs. Southwestern Illinois College % @ Ina IL | Final - OT | L, 104-101 | |
| District 16 Quarterfinal Game | ||||