* Conference Event
% Exhibition/Scrimmage Event
Event times are (CST)
| December |
| * | 3 | 7:45PM | Osborne | @ | Plainville High School | 37-68 | |
| | Pville: 21-9 1st qtr. Casey 23, Johnson 11. | |
| | 7 | 8:30PM | Thunder Ridge | @ | Osborne | 26-46 | |
| | Osborne Preseason Tournament: Osborne: S.Mick 18. | |
| | 10 | 8:30PM | Lakeside | @ | Osborne | 62-48 | |
| | Osborne Preseason Tournament: Lside: Shoemaker 19, Thomas 17. Osborne: Mick 16. | |
| | 11 | 6:30PM | St. John's | @ | Osborne | 29-52 | |
| | Osborne Preseason Tournament: Osborne: Mick 23, Slothower 12. | |
| * | 17 | 7:45PM | Osborne | @ | Ellis High School | 54-41 | |
| | Osb: DeMars 20, Mick 18 | |
| January |
| | 4 | 7:30PM | Osborne | @ | Beloit | 48-57 | |
| | Beloit: Budke 27, Brummer 11. Osb: DeMars 22, Mick 11. | |
| * | 7 | 7:45PM | Norton High School | @ | Osborne | 43-51 | |
| | Osb: DeMars 21, Mick 13. | |
| | 13 | 7:45PM | Osborne | @ | Phillipsburg High School | 49-46 | |
| | Osb: DeMars 20, Pruter 10 | |
| | 17 | 7:00PM | Ellis High School | @ | Osborne | 43-45 | |
| | Quarterfinals MCL Tournament: Osborne: DeMars 19. | |
| | 21 | 7:30PM | Osborne | vs. | Stockton High School | 53-57 | |
| | MCL Tournament Semis @ Hays: | |
| | 22 | 4:30PM | Osborne | vs. | Phillipsburg High School | 49-46 | |
| | MCL Tournament 3rd Place @ Hays: | |
| | 25 | 7:30PM | Osborne | @ | Lakeside | 40-54 | |
| | LS: Shoemaker 17, Heiland 10. Osborne: DeMars & Mick 12. | |
| * | 28 | 7:45PM | Stockton High School | @ | Osborne | 53-43 | |
| | Osborne: DeMars 13. | |
| February |
| * | 4 | 7:45PM | Osborne | @ | Trego Community High School | 37-39 | |
| * | 11 | 7:45PM | Phillipsburg High School | @ | Osborne | 54-40 | |
| | 14 | 7:45PM | Smith Center | @ | Osborne | 51-38 | |
| | SC: Buckmaster 19, Terrill 10. Osb: Schurr 14, Demars 12. | |
| | 15 | 7:45PM | Sylvan-Lucas | @ | Osborne | 33-46 | |
| | Osb: Mick & Schurr 12, DeMars 11. S-L: Nitsch 13. | |
| * | 18 | 7:45PM | Osborne | @ | Hill City High School | 37-57 | |
| | Osb: Mick 12. | |
| | 22 | 7:30PM | Osborne | @ | Lincoln | 41-39 | |
| | Osborne: Demars 17 (game winner with 1.9 left), Mick 13. LC: Schroeder 24. | |
| | 28 | 7:00PM | Osborne | @ | Sacred Heart | 36-54 | |
| | 2A Sub-State 1st Rd. SH: 14-4 4th qtr. Picazo & Rapp 10. Osb: Mick 10. | |
* Conference Event
% Exhibition/Scrimmage Event
Event times are (CST)
