| Silas Wilson (Sr.) | Tiger Twilight | Boys A & B | | 16:40.40 |
| Silas Wilson (Sr.) | Harold Scott Invitational | Harold Scott LHS Invite | | 17:30.40 |
| Silas Wilson (Sr.) | Jim Meyer Invitational | | | 17:31.00 |
| Stephen VanBuren (Jr.) | Tiger Twilight | Boys A & B | | 18:08.20 |
| Stephen VanBuren (Jr.) | Jim Meyer Invitational | | | 18:09.00 |
| Silas Wilson (Sr.) | Concordia Invite | | | 18:28.50 |
| Stephen VanBuren (Jr.) | Harold Scott Invitational | Harold Scott LHS Invite | | 18:54.00 |
| Jonathan Hasenjager (So.) | Jim Meyer Invitational | | | 20:00.40 |
| Angelo Becerra (Jr.) | Tiger Twilight | Boys A & B | | 20:24.70 |
| Thang Lian (Jr.) | Tiger Twilight | Boys A & B | | 20:36.90 |
| Jonathan Hasenjager (So.) | Tiger Twilight | Boys A & B | | 20:37.40 |
| Angelo Becerra (Jr.) | Harold Scott Invitational | Harold Scott LHS Invite | | 20:39.20 |
| Stephen VanBuren (Jr.) | Concordia Invite | | | 20:49.00 |
| Thang Lian (Jr.) | Jim Meyer Invitational | | | 20:58.00 |
| Jonathan Hasenjager (So.) | Harold Scott Invitational | Harold Scott LHS Invite | | 21:12.00 |
| Thang Lian (Jr.) | Harold Scott Invitational | Harold Scott LHS Invite | | 21:39.10 |
| James Ametitovi (Sr.) | Jim Meyer Invitational | | | 21:56.90 |
| Angelo Becerra (Jr.) | Concordia Invite | | | 22:01.10 |
| James Ametitovi (Sr.) | Tiger Twilight | Boys A & B | | 22:07.00 |
| Thang Lian (Jr.) | Concordia Invite | | | 22:41.50 |
| James Ametitovi (Sr.) | Harold Scott Invitational | Harold Scott LHS Invite | | 22:55.90 |
| Jonathan Hasenjager (So.) | Concordia Invite | | | 23:31.40 |
| James Ametitovi (Sr.) | Concordia Invite | | | 26:01.10 |