| Liam Gonzalez (Jr.) | Augustana Twilight | Augustana Twilight | 12 | 15:25.00 |
| David Protzman (Sr.) | Augustana Twilight | Augustana Twilight | | 15:25.00 |
| Liam Gonzalez (Jr.) | Lyle Moeller Norfolk Invite | | 5 | 16:03.00 |
| Liam Gonzalez (Jr.) | Nike Heartland Preview | Boys Varsity | 8 | 16:04.00 |
| Liam Gonzalez (Jr.) | LNS Gator Invite | | 3 | 16:04.00 |
| David Protzman (Sr.) | Lyle Moeller Norfolk Invite | | 6 | 16:14.00 |
| David Protzman (Sr.) | Nike Heartland Preview | Boys Varsity | 12 | 16:25.00 |
| David Protzman (Sr.) | LNS Gator Invite | | 5 | 16:40.00 |
| Brody Phillips (Fr.) | Augustana Twilight | Augustana Twilight | | 17:42.00 |
| Ilan Threm (So.) | Augustana Twilight | Augustana Twilight | | 17:59.00 |
| Aaron Garhart (Sr.) | Lyle Moeller Norfolk Invite | | 34 | 18:17.00 |
| Parker Lindenmuth (Jr.) | Augustana Twilight | Augustana Twilight | | 18:19.00 |
| Aaron Garhart (Sr.) | Augustana Twilight | Augustana Twilight | | 18:27.00 |
| Aaron Garhart (Sr.) | LNS Gator Invite | | 29 | 18:31.00 |
| Ilan Threm (So.) | Lyle Moeller Norfolk Invite | | 41 | 18:38.00 |
| Aaron Garhart (Sr.) | Nike Heartland Preview | Boys Varsity | 136 | 18:50.00 |
| Ilan Threm (So.) | Nike Heartland Preview | Boys Varsity | 148 | 18:59.00 |
| Brody Phillips (Fr.) | Nike Heartland Preview | Boys Varsity | 147 | 18:59.00 |
| Brody Phillips (Fr.) | Lyle Moeller Norfolk Invite | | 47 | 19:00.00 |
| Ilan Threm (So.) | LNS Gator Invite | | 56 | 19:15.00 |
| Parker Lindenmuth (Jr.) | LNS Gator Invite | | 62 | 19:27.00 |
