| Mike Kristy (Jr.) | Harrison Invitational | Harrison Invitational | 96 | 00:18.16 |
| Tristen Comer (So.) | Harrison Invitational | Harrison Invitational | 99 | 00:18.17 |
| Kyle Pfister (Sr.) | Harrison Invitational | Harrison Invitational | 104 | 00:18.27 |
| Austin Guerra (Jr.) | Harrison Invitational | Harrison Invitational | 111 | 00:18.44 |
| Christian Zendejas (So.) | Harrison Invitational | Harrison Invitational | 124 | 00:19.23 |
| Taylor Lloyd (So.) | Harrison Invitational | Harrison Invitational | 133 | 00:20.05 |
| Graem Stickann (So.) | Harrison Invitational | Harrison Invitational | 140 | 00:20.32 |
| Mike Kristy (Jr.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 18 | 17:58.00 |
| Tristen Comer (So.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 21 | 18:04.00 |
| Austin Guerra (Jr.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 24 | 18:12.00 |
| Adrian Chavez (Sr.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 27 | 18:15.00 |
| Kyle Pfister (Sr.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 49 | 19:05.00 |
| Nolan O'Donnell (Sr.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 56 | 19:34.00 |
| Alex Fitt (So.) | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 2014 IHSAA Crown Point Boys Cross Country Regional Meet | 70 | 20:15.00 |
