| Carter Jacobsen (Jr.) | York Invitational | | | 18:02.20 |
| Carter Jacobsen (Jr.) | Aurora Cross Country Invite | | | 18:07.32 |
| Kelan Stephens (Fr.) | York Invitational | | | 18:42.55 |
| Axton Martin (So.) | LNS Gator Invite | Boys Varsity | | 18:47.90 |
| Kelan Stephens (Fr.) | Aurora Cross Country Invite | | | 18:48.24 |
| Axton Martin (So.) | York Invitational | | | 18:51.07 |
| Carter Jacobsen (Jr.) | Ken Adkisson Invite--Waverly | | | 18:51.62 |
| Isaiah Kreifels (Jr.) | York Invitational | | | 19:10.07 |
| Kelan Stephens (Fr.) | UNK INVITE--CLASS B | | | 19:10.40 |
| Carter Jacobsen (Jr.) | Charlie Thorell Invite | Boys 5k | | 19:12.44 |
| Carter Jacobsen (Jr.) | LNS Gator Invite | Boys Varsity | | 19:14.17 |
| Axton Martin (So.) | Aurora Cross Country Invite | | | 19:24.85 |
| Isaiah Kreifels (Jr.) | LNS Gator Invite | Boys Varsity | | 19:25.57 |
| Kelan Stephens (Fr.) | Ken Adkisson Invite--Waverly | | | 19:28.93 |
| Isaiah Kreifels (Jr.) | Aurora Cross Country Invite | | | 19:39.32 |
| Isaiah Kreifels (Jr.) | Ken Adkisson Invite--Waverly | | | 19:43.23 |
| Isaiah Kreifels (Jr.) | UNK INVITE--CLASS B | | | 19:45.40 |
| Sergio Rodriguez (Sr.) | York Invitational | | | 19:46.96 |
| Isaiah Kreifels (Jr.) | Charlie Thorell Invite | Boys 5k | | 19:52.05 |
| Sergio Rodriguez (Sr.) | LNS Gator Invite | Boys Varsity | | 20:20.15 |
| Sergio Rodriguez (Sr.) | UNK INVITE--CLASS B | | | 20:34.80 |
| Axton Martin (So.) | UNK INVITE--CLASS B | | | 20:43.70 |
| Axton Martin (So.) | Charlie Thorell Invite | Boys 5k | | 20:48.88 |
| Anthony Staehr (Jr.) | York Invitational | | | 20:53.02 |
| Anthony Staehr (Jr.) | Aurora Cross Country Invite | | | 20:58.02 |
| Sergio Rodriguez (Sr.) | Charlie Thorell Invite | Boys 5k | | 21:48.82 |
| Anthony Staehr (Jr.) | Ken Adkisson Invite--Waverly | | | 21:53.17 |
| Axton Martin (So.) | Ken Adkisson Invite--Waverly | | | 22:12.53 |
| Anthony Staehr (Jr.) | LNS Gator Invite | Boys Varsity | | 22:23.32 |
| Anthony Staehr (Jr.) | Charlie Thorell Invite | Boys 5k | | 22:56.59 |
| Joseph Rodriguez (Sr.) | Aurora Cross Country Invite | | | 22:56.97 |
| Braylen Arnold (Fr.) | Aurora Cross Country Invite | | | 24:42.60 |
| Braylen Arnold (Fr.) | York Invitational | | | 25:40.52 |
