| Cam Trout (Jr.) | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 15 | 16:47.00 |
| Cam Trout (Jr.) | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 5 | 17:25.60 |
| Kaleb Zadeii (Jr.) | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 39 | 17:43.50 |
| Christian Herron (Jr.) | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 40 | 17:46.00 |
| Kaleb Zadeii (Jr.) | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 13 | 18:09.30 |
| Devin McCollum (Sr.) | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 60 | 18:26.70 |
| Christian Herron (Jr.) | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 19 | 18:30.40 |
| Devin McCollum (Sr.) | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 26 | 18:43.20 |
| Dawson Nelson (Jr.) | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 74 | 19:03.90 |
| Josh Johnson (Sr.) | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 76 | 19:04.80 |
| Josh Johnson (Sr.) | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 48 | 19:52.70 |
| Dawson Nelson (Jr.) | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 51 | 20:11.50 |
| David Teters (So.) | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 2014 IHSAA Terre Haute North Boys Cross Country Sectional Meet | 63 | 21:08.10 |
| David Teters (So.) | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 2014 IHSAA Bedford North Lawrence Boys Cross Country Regional Meet | 89 | 21:54.20 |