| September |
| | 1 | 4:30PM | Osborne | @ | Colby High School | 25-21,20-25,23-25 | |
| | Colby won 21-25, 25-20, 25-23 | |
| * | | 5:30PM | Norton High School | vs. | Osborne | 14-25,19-25 | |
| | Osborne won 25-14, 25-19 | |
| | 8 | 5:00PM | Palco | @ | Osborne | 8-25,3-25 | |
| | Osborne Tri: Osborne won 25-8, 25-3 | |
| | | 7:00PM | Stockton High School | @ | Osborne | 25-23,22-25,25-21 | |
| | Osborne Tri: Stockton won 25-23, 22-25, 25-21 | |
| * | 15 | 5:00PM | Osborne | @ | Trego Community High School | 26-24,15-25,16-25 | |
| | Trego won 24-26, 25-15, 25-16 | |
| * | | 6:00PM | Plainville High School | vs. | Osborne | 21-25,20-25 | |
| | Osborne won 25-21, 25-20 | |
| | 19 | | Osborne | vs. | Lucas-Luray High School | 25-14,25-17 | |
| | Tescott Invitational: Osborne won 25-14, 25-17 | |
| | | | Osborne | vs. | Wilson | 24-26,22-25 | |
| | Tescott Invitational: Wilson won 26-24, 25-22 | |
| | | | Osborne | vs. | Goessel High School | 16-25,8-25 | |
| | Tescott Invitational: Semi: Goessel won 25-16, 25-8 | |
| | | | Osborne | vs. | Wilson | 25-19,14-25,25-22 | |
| | Tescott Invitational: Osborne won 25-19, 14-25, 25-22 | |
| | | 9:00AM | Osborne | @ | Elyria Christian High School | 25-14,25-16 | |
| | Tescott Invitational: Osborne won 25-14, 25-16 | |
| * | 22 | 5:00PM | Osborne | @ | Smith Center | 12-25,12-25 | |
| | Smith Center Tri: SC won 25-12, 25-12 | |
| | | 6:00PM | Thunder Ridge | vs. | Osborne | 15-25,13-25 | |
| | Smith Center Tri: Osborne won 25-15, 25-13 | |
| | 26 | | Osborne | vs. | Lakeside | 25-16,25-22 | |
| | Osborne Tournament: Osborne won 25-16, 25-22 | |
| | | | Osborne | vs. | Sylvan-Lucas | 25-21,17-25,21-25 | |
| | Osborne Tournament: Sylvan won 21-25, 25-17, 25-21 | |
| | | | Osborne | vs. | Logan | 25-18,25-21 | |
| | Osborne Tournament: Osborne won 25-18, 25-21 | |
| | | 8:00AM | Stockton High School | @ | Osborne | 12-25,26-24,25-19 | |
| | Osborne Tournament: Stockton won 12-25, 26-24, 25-19 | |
| * | 29 | 5:00PM | Ellis High School | @ | Osborne | 11-25,16-25 | |
| | Osborne won 25-11, 25-16 | |
| * | | 7:00PM | Phillipsburg High School | @ | Osborne | 25-22,25-10 | |
| | P-Burg won 25-22, 25-10 | |
| October |
| * | 6 | 5:00PM | Osborne | @ | Stockton High School | 25-22,22-25,10-25 | |
| | Stockton Tri: Stockton won 22-25, 25-22, 25-10 | |
| * | | 6:00PM | Hill City High School | vs. | Osborne | 25-21,25-6 | |
| | Stockton Tri: HC won 25-21, 25-6 | |
| | 10 | | Osborne | vs. | Tipton | 25-16,25-10 | |
| | Rock Hills Invitational: Osborne won 25-16, 25-10 | |
| | | | Osborne | vs. | Thunder Ridge | 25-18,25-16 | |
| | Rock Hills Tournament: Osborne won 25-18, 25-16 | |
| | | | St. John's | vs. | Osborne | 25-17,25-16 | |
| | Rock Hills Tournament: St. J won 25-17, 25-16 | |
| | | | Osborne | vs. | Pike Valley | 25-17,25-9 | |
| | Rock Hills Tournament: Osborne won 25-17, 25-9 | |
| | | | St. John's | vs. | Osborne | 25-22,25-22 | |
| | Rock Hills Tournament: St. J won 25-22, 25-22 | |
| | 13 | 4:30PM | Osborne | @ | Tipton | 25-18,25-11 | |
| | Osborne won 25-18, 25-11 | |
| | | 5:30PM | Lucas-Luray High School | vs. | Osborne | 23-25,25-23,15-25 | |
| | Osborne won 25-23, 23-25, 25-15 | |
| | 17 | | Osborne | vs. | Hill City High School | 9-25,7-25 | |
| | MCL Tournament @ Hill City: HC won 25-9, 25-7 | |
| | | | Smith Center | @ | Osborne | 25-17,25-12 | |
| | MCL Tournament @ Hill City: SC won 25-17, 25-12 | |
| | | | Osborne | vs. | Stockton High School | 25-22,25-19 | |
| | MCL Tournament @ Hill City: Osborne won 25-22, 25-19 | |
| | 24 | 3:00PM | Rock Hills | vs. | Osborne | 17-25,21-25 | |
| | 2A Sub-State 1st Rd @ Solomon: Osborne won 25-17, 25-21 | |
| | | 3:00PM | Republic County | vs. | Osborne | 25-16,25-17 | |
| | 2A Sub-State Semis: RC won 25-16, 25-17 | |
