| December |
| * | 4 | 6:15PM | Plainville High School | @ | Osborne | 38-49 | |
| | Osborne: Cady 11, Girard 11, Wolters 11, Sturgeon 10. |
| | 10 | 4:00PM | Thunder Ridge | vs. | Osborne | 28-46 | |
| | Lakeside Preseason Tournament: Osborne: Sturgeon 19. |
| | 11 | 7:00PM | Osborne | @ | Lakeside | 62-12 | |
| | Lakeside Preseason Tournament: Osborne: Led 23-6 1st. Cady 14, K.Wolters 11, Sturgeon 10. |
| | 12 | 2:00PM | Tipton | vs. | Osborne | 33-58 | |
| | Lakeside Preseason Tournament: Osborne: Cady 18. Tipton: Gasper 13. |
| * | 18 | 6:15PM | Ellis High School | @ | Osborne | 30-43 | |
| | Osborne: Girard 12, Sturgeon 11. |
| January |
| | 5 | 6:15PM | Beloit | @ | Osborne | 52-50 | |
| | Beloit: Trailed 50-48 with :09 left. Engelbert 2 FT's with :05 left. After Osb Turnover, Pahls shot at buzzer to win game. Engelbert 22 pts. Osb: Girard 15, Noel 13. |
| * | 8 | 6:15PM | Osborne | @ | Norton High School | 52-31 | |
| | Osb: Sturgeon & Girard 15, Noel 10. |
| | 11 | 6:15PM | Lincoln | @ | Osborne | 45-65 | |
| | Osborne: 23-7 1st qtr. Sturgeon 16, Noel 15. Lincoln: Farris 17, Buietto 12. |
| * | 12 | 6:15PM | Phillipsburg High School | @ | Osborne | 26-53 | |
| | Osb: Led 29-9 at half. Girard 14, Wolters 12. |
| | 18 | 7:00PM | Norton High School | @ | Osborne | 27-43 | |
| | MCL Tournament-1st Rd. Osb: Girard 14, Sturgeon 10. |
| | 22 | 6:00PM | Osborne | vs. | Hill City High School | 48-54 | |
| | MCL Tournament Semis @ Hays: Osborne: Wolters 15, Noel 11. |
| | 23 | 3:00PM | Osborne | vs. | Stockton High School | 40-29 | |
| | MCL Tournament @ Hays-3rd Place: Osborne: Girard 13, Sturgeon 12. |
| | 26 | 6:15PM | Lakeside | @ | Osborne | 28-53 | |
| | Osborne: Sturgeon 14, Noel 10. Lake: Marlier 10. |
| * | 29 | 6:15PM | Osborne | @ | Stockton High School | 46-31 | |
| | Osborne: 17-5 4th qtr. Girard 16, Noel & Sturgeon 12. |
| February |
| * | 5 | 6:15PM | Trego Community High School | @ | Osborne | 47-60 | |
| | Osborne: Sturgeon 17, Girard 14, Wolters 12. |
| | 9 | 6:15PM | Smith Center | @ | Osborne | 59-51 | |
| | SC: Arnold 17, Timmons & Benoit 10. Osborne: Girard 16, Noel 13. |
| | 12 | 6:15PM | Osborne | @ | Phillipsburg High School | 58-51 | |
| | Osborne: Cady 14, Sturgeon 12, Burch 11, Noel 10. |
| | 16 | 6:00PM | Osborne | @ | Sylvan Unified | 63-52 | |
| | Osborne: Cady 19, Girard 13, Burch 12. SU: Errebo 17, Pounds 14, Lawson 12. |
| * | 19 | 6:15PM | Hill City High School | @ | Osborne | 55-46 | |
| | Osborne: Sturgeon 16, Cady 10. |
| * | 25 | 6:15PM | Osborne | @ | Smith Center | 31-42 | |
| | SC: 15-7 4th Quarter. Arnold 15, S. Benoit 12. |
| March |
| | 1 | 7:00PM | Bennington High School | @ | Osborne | 16-66 | |
| | 2A Sub-State 1st Rd.: Osborne: Sturgeon 22. |
| | 4 | 6:00PM | Republic County | vs. | Osborne | 47-53 | |
| | 2A Sub-State Semis @ Bennington: Osborne: Cady 16, Noel 11. RC: Beneda 17, Hedstrom 10. |
| | 6 | 6:00PM | Osborne | vs. | Rock Hills | 51-49 | |
| | 2A Sub-State Final at Bennington: Osborne: Sturgeon 18 (Game winner at buzzer), Wolters 12. RH: B. Jeffery 14, Callaway 11. |
| | 10 | 8:15PM | Osborne | vs. | Spearville High School | 49-41 | |
| | 2A State 1st Rd at Manhattan: Osborne: 29-18 2nd half. Forced 33 to's. 17-32 FT's all in 2nd half. Noel 15, Cady 13. |
| | 12 | 6:30PM | Osborne | vs. | Hill City High School | 43-49 | |
| | 2A State Semifinal at Manhattan: |
| | 13 | 12:00PM | Osborne | vs. | Berean Academy | 59-56 | |
| | 2A State 3rd Place in Manhattan: Osborne: forced 25 to's. Sturgeon 12 & 10 rebs, Burch & Wolters 10. |
