| Scott Crawley (So.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 26 | 18:15.00 |
| Joe MacNeill (So.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 30 | 18:21.00 |
| Eric Brebner (Sr.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 33 | 18:24.00 |
| Parker Nuest (So.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 41 | 18:39.00 |
| Ty Maldonado (Fr.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 58 | 19:39.00 |
| Eric Lyons (Jr.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 69 | 20:14.00 |
| Daniel Clemens (Jr.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 71 | 20:25.00 |
