| Austin Carrera (Jr.) | Adams Central Invite | Boys Varsity | | 16:07.50 |
| Austin Carrera (Jr.) | Harold Scott Invitational | | | 16:11.80 |
| Austin Carrera (Jr.) | Aurora Cross Country Invite | | | 16:27.71 |
| Austin Carrera (Jr.) | UNK Class B Boys | | 3 | 16:32.61 |
| Diego Chojolan (Jr.) | Adams Central Invite | Boys Varsity | | 16:51.10 |
| Austin Carrera (Jr.) | York Invite | Boys 5K | 1 | 16:59.52 |
| Diego Chojolan (Jr.) | Boone Central Invite | Boys 5K | | 17:00.20 |
| Diego Chojolan (Jr.) | Harold Scott Invitational | | | 17:07.50 |
| Evan Struss (Sr.) | Adams Central Invite | Boys Varsity | | 17:20.20 |
| Evan Struss (Sr.) | Boone Central Invite | Boys 5K | | 17:30.40 |
| Diego Chojolan (Jr.) | York Invite | Boys 5K | 2 | 17:34.28 |
| Evan Struss (Sr.) | Harold Scott Invitational | | | 17:35.40 |
| Evan Struss (Sr.) | York Invite | Boys 5K | 3 | 17:38.78 |
| Evan Struss (Sr.) | Aurora Cross Country Invite | | | 17:48.53 |
| Diego Chojolan (Jr.) | UNK Class B Boys | | 27 | 17:55.47 |
| Nolan Albers (Jr.) | Aurora Cross Country Invite | | | 18:02.30 |
| Evan Struss (Sr.) | UNK Class B Boys | | 32 | 18:07.68 |
| Nolan Albers (Jr.) | Boone Central Invite | Boys 5K | | 18:12.10 |
| Nolan Albers (Jr.) | Harold Scott Invitational | | | 18:23.20 |
| Marvelous Robinson (Jr.) | Boone Central Invite | Boys 5K | | 18:23.70 |
| Marvelous Robinson (Jr.) | Adams Central Invite | Boys Varsity | | 18:23.80 |
| Marvelous Robinson (Jr.) | Aurora Cross Country Invite | | | 18:30.16 |
| Marvelous Robinson (Jr.) | UNK Class B Boys | | 46 | 18:32.44 |
| Marvelous Robinson (Jr.) | Harold Scott Invitational | | | 18:32.90 |
| Marvelous Robinson (Jr.) | York Invite | Boys 5K | 5 | 18:33.03 |
| Nolan Albers (Jr.) | UNK Class B Boys | | 48 | 18:34.49 |
| Nolan Albers (Jr.) | Adams Central Invite | Boys Varsity | | 18:34.80 |
| Nolan Albers (Jr.) | York Invite | Boys 5K | 7 | 19:00.41 |
| | Adams Central Invite | Boys Varsity | | 19:04.60 |
| Isaac Kelley (Jr.) | Adams Central Invite | Boys Varsity | | 19:10.70 |
| | Adams Central Invite | Boys Varsity | | 19:18.20 |
| | Boone Central Invite | Boys 5K | | 19:34.10 |
| | Adams Central Invite | Boys Varsity | | 19:42.10 |
| | Aurora Cross Country Invite | | | 19:44.08 |
| | Harold Scott Invitational | | | 19:48.02 |
| | Aurora Cross Country Invite | | | 19:51.91 |
| | Aurora Cross Country Invite | | | 19:53.02 |
| | Harold Scott Invitational | | | 19:58.60 |
| Isaac Kelley (Jr.) | Harold Scott Invitational | | | 19:58.83 |
| | Harold Scott Invitational | | | 19:58.83 |
| Isaac Kelley (Jr.) | Boone Central Invite | Boys 5K | | 20:01.30 |
| Isaac Kelley (Jr.) | UNK Class B Boys | | 108 | 20:06.84 |
| | Adams Central Invite | Boys Varsity | | 20:08.70 |
| | Boone Central Invite | Boys 5K | | 20:28.00 |
| | Aurora Cross Country Invite | | | 20:42.76 |
| Isaac Kelley (Jr.) | York Invite | Boys 5K | 26 | 20:55.16 |
| | Harold Scott Invitational | | | 21:23.62 |