| Colin Pinneo (Sr.) | Augustana Twilight | Varsity boys | 44 | 16:55.81 |
| Colin Pinneo (Sr.) | Aurora Invite | | | 17:03.95 |
| Gabe Zarraga (Sr.) | Aurora Invite | | | 17:35.40 |
| Gabe Zarraga (Sr.) | Augustana Twilight | Varsity boys | 105 | 17:38.59 |
| Gabe Zarraga (Sr.) | York Invitational | | | 17:39.93 |
| Colin Pinneo (Sr.) | Ken Adkisson Invitational | | | 17:50.57 |
| Carter Jacobsen (Fr.) | Aurora Invite | | | 19:24.16 |
| Carter Jacobsen (Fr.) | UNK Invitational | UNK HS XC Invitational | | 19:43.82 |
| Carter Jacobsen (Fr.) | York Invitational | | | 19:47.03 |
| Eisenhower Colburn (Fr.) | Aurora Invite | | | 20:26.55 |
| Carter Jacobsen (Fr.) | Ken Adkisson Invitational | | | 20:51.45 |
| Weston Piper (Jr.) | York Invitational | | | 20:56.78 |
| Eisenhower Colburn (Fr.) | York Invitational | | | 20:58.35 |
| Anthony Staehr (Fr.) | UNK Invitational | UNK HS XC Invitational | | 21:07.14 |
| Anthony Staehr (Fr.) | Aurora Invite | | | 21:17.00 |
| Eisenhower Colburn (Fr.) | UNK Invitational | UNK HS XC Invitational | | 21:39.03 |
| Isaiah Kreifels (Fr.) | York Invitational | | | 21:53.16 |
| Isaiah Kreifels (Fr.) | Aurora Invite | | | 22:00.61 |
| Isaiah Kreifels (Fr.) | UNK Invitational | UNK HS XC Invitational | | 22:13.79 |
| Anthony Staehr (Fr.) | York Invitational | | | 22:20.88 |
| Brandon Hanrahan (Fr.) | Aurora Invite | | | 22:38.04 |
| Isaiah Kreifels (Fr.) | Ken Adkisson Invitational | | | 22:42.70 |
| Anthony Staehr (Fr.) | Ken Adkisson Invitational | | | 23:26.89 |
