| Cale Kilian (So.) | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 5 | 16:41.30 |
| Cale Kilian (So.) | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 31 | 16:46.00 |
| Kyle Knies (Jr.) | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 62 | 17:32.00 |
| Clayton Traylor (Sr.) | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 64 | 17:37.00 |
| Clayton Traylor (Sr.) | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 22 | 17:38.20 |
| Nolan Kiefer (Jr.) | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 23 | 17:38.50 |
| Nolan Kiefer (Jr.) | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 65 | 17:39.00 |
| Jason Buechlein (Sr.) | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 33 | 17:58.00 |
| Donald Bough (Sr.) | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 88 | 17:59.00 |
| Tristan Backer (Fr.) | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 100 | 18:11.00 |
| Kyle Knies (Jr.) | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 40 | 18:12.90 |
| Donald Bough (Sr.) | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 41 | 18:13.30 |
| Tristan Backer (Fr.) | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 2014 IHSAA Crawford County Boys Cross Country Regional Meet | 46 | 18:24.20 |
| Jason Buechlein (Sr.) | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 2014 IHSAA Boys Brown County Semi-State Cross Country Meet | 121 | 18:43.00 |
