| Eyan Zupko (So.) | Deerfield-Windsor Invitational | | 5 | 17:05.32 |
| Eyan Zupko (So.) | Westover Invitational | | 4 | 17:33.94 |
| Eyan Zupko (So.) | Lee County Trojan Invitational | | 1 | 17:36.00 |
| Conner Mullen (Jr.) | Deerfield-Windsor Invitational | | 13 | 18:05.89 |
| Eyan Zupko (So.) | Furlow Fast Foot Invitational | Boys 5K Run | 1 | 18:12.50 |
| Eyan Zupko (So.) | Southland Raider Run #1 | | 2 | 18:12.60 |
| Conner Mullen (Jr.) | Westover Invitational | | 16 | 18:35.87 |
| Conner Mullen (Jr.) | Lee County Trojan Invitational | | 8 | 18:58.00 |
| Conner Mullen (Jr.) | Furlow Fast Foot Invitational | Boys 5K Run | 13 | 20:40.19 |
| Kason Mullen (Fr.) | Deerfield-Windsor Invitational | | 102 | 23:00.41 |
| Luke Paramore (Sr.) | Westover Invitational | | 110 | 23:14.06 |
| Leavon Legree (Sr.) | Westover Invitational | | 122 | 23:52.00 |
| Luke Paramore (Sr.) | Deerfield-Windsor Invitational | | 110 | 23:52.46 |
| Tanner Rooks (Jr.) | Westover Invitational | | 123 | 23:53.96 |
| Luke Paramore (Sr.) | Lee County Trojan Invitational | | 116 | 25:12.60 |
| Luke Paramore (Sr.) | Southland Raider Run #1 | | 27 | 25:17.20 |
| Kason Mullen (Fr.) | Westover Invitational | | 135 | 25:23.68 |
| Tanner Rooks (Jr.) | Deerfield-Windsor Invitational | | 129 | 26:25.56 |
| Tanner Rooks (Jr.) | Lee County Trojan Invitational | | 139 | 26:57.60 |
| Leavon Legree (Sr.) | Lee County Trojan Invitational | | 141 | 27:07.80 |
| Tanner Rooks (Jr.) | Furlow Fast Foot Invitational | Boys 5K Run | 40 | 27:21.61 |
| Kalyan Wilburn (Sr.) | Deerfield-Windsor Invitational | | 140 | 28:54.09 |
| Kalyan Wilburn (Sr.) | Westover Invitational | | 153 | 31:15.53 |
