| Riley Smith (So.) | Washington Invite | 10 | 17:50.00 |
| Riley Smith (So.) | WRV Invitational | 5 | 18:17.00 |
| Riley Smith (So.) | Shakamak Invitational | 11 | 18:29.00 |
| Riley Smith (So.) | THSB State Preview | 15 | 18:32.00 |
| Riley Smith (So.) | North Central (Farmersburg, IN) | 1 | 18:44.00 |
| Riley Smith (So.) | North Daviess | 1 | 18:45.00 |
| Riley Smith (So.) | Terre Haute South Vigo (Terre Haute, IN) | 3 | 18:55.00 |
| Riley Smith (So.) | Riverton Parke Invitational | 18 | 19:10.62 |
| Riley Smith (So.) | Western Indiana Conference | 45 | 19:11.00 |
| Will King (Fr.) | Washington Invite | 27 | 19:17.00 |
| Riley Smith (So.) | Bloomfield Invite | 5 | 19:19.00 |
| Will King (Fr.) | North Central (Farmersburg, IN) | 2 | 19:21.00 |
| Will King (Fr.) | Western Indiana Conference | 47 | 19:24.00 |
| Riley Smith (So.) | Chad Smith Scholarship Invite | 8 | 19:24.00 |
| Riley Smith (So.) | Clay City/Sullivan/North Central | 5 | 19:37.00 |
| Riley Smith (So.) | West Vigo (West Terre Haute, IN) | 4 | 19:41.00 |
| Riley Smith (So.) | Valley Cross Kickoff | 94 | 19:56.00 |
| Will King (Fr.) | Shakamak Invitational | 31 | 19:57.00 |
| Will King (Fr.) | Valley Cross Kickoff | 95 | 20:01.00 |
| Will King (Fr.) | North Daviess | 4 | 20:09.00 |
| Grant Alexander (So.) | North Daviess | 5 | 20:10.00 |
| Will King (Fr.) | THSB State Preview | 41 | 20:14.00 |
| Will King (Fr.) | Riverton Parke Invitational | 34 | 20:16.03 |
| Cole Migliorini (Jr.) | North Central (Farmersburg, IN) | 3 | 20:26.00 |
| Cole Migliorini (Jr.) | Western Indiana Conference | 67 | 20:27.00 |
| Will King (Fr.) | Bloomfield Invite | 13 | 20:30.00 |
| William Atkinson (Sr.) | Western Indiana Conference | 71 | 20:41.00 |
| Cole Migliorini (Jr.) | Riverton Parke Invitational | 38 | 20:46.72 |
| William Atkinson (Sr.) | Washington Invite | 46 | 20:48.00 |
| Cole Migliorini (Jr.) | North Daviess | 7 | 20:51.00 |
| William Atkinson (Sr.) | North Central (Farmersburg, IN) | 4 | 20:55.00 |
| Will King (Fr.) | Clay City/Sullivan/North Central | 10 | 20:55.00 |
| William Atkinson (Sr.) | THSB State Preview | 56 | 20:56.00 |
| Cole Migliorini (Jr.) | THSB State Preview | 57 | 20:58.00 |
| Dosson Lamb (Fr.) | Valley Cross Kickoff | 127 | 20:58.00 |
| Cole Migliorini (Jr.) | Clay City/Sullivan/North Central | 12 | 21:00.00 |
| Dosson Lamb (Fr.) | West Vigo (West Terre Haute, IN) | 7 | 21:01.00 |
| William Atkinson (Sr.) | WRV Invitational | 26 | 21:02.00 |
| Will King (Fr.) | Chad Smith Scholarship Invite | 22 | 21:06.00 |
| Grant Alexander (So.) | THSB State Preview | 62 | 21:10.00 |
| William Atkinson (Sr.) | North Daviess | 9 | 21:19.00 |
| William Atkinson (Sr.) | Riverton Parke Invitational | 47 | 21:21.78 |
| Cole Migliorini (Jr.) | Valley Cross Kickoff | 142 | 21:34.00 |
| Will King (Fr.) | West Vigo (West Terre Haute, IN) | 8 | 21:40.00 |
| Cole Migliorini (Jr.) | Chad Smith Scholarship Invite | 27 | 21:44.00 |
| Cole Migliorini (Jr.) | West Vigo (West Terre Haute, IN) | 9 | 21:44.00 |
| Cole Migliorini (Jr.) | Shakamak Invitational | 50 | 21:48.00 |
| William Atkinson (Sr.) | Chad Smith Scholarship Invite | 29 | 21:51.00 |
| William Atkinson (Sr.) | Shakamak Invitational | 51 | 21:59.00 |
| William Atkinson (Sr.) | Valley Cross Kickoff | 150 | 22:04.00 |
| William Atkinson (Sr.) | Terre Haute South Vigo (Terre Haute, IN) | 13 | 22:16.00 |
| William Atkinson (Sr.) | Bloomfield Invite | 27 | 22:59.00 |
| William Atkinson (Sr.) | Clay City/Sullivan/North Central | 20 | 22:59.00 |
| William Atkinson (Sr.) | West Vigo (West Terre Haute, IN) | 11 | 23:05.00 |
| Caden McCrary (Fr.) | Western Indiana Conference | 79 | 24:13.00 |
| Caden McCrary (Fr.) | North Central (Farmersburg, IN) | 8 | 24:53.00 |
| Caden McCrary (Fr.) | Shakamak Invitational | 60 | 27:01.00 |
| Tanner Hancock (Sr.) | North Central (Farmersburg, IN) | 11 | 29:36.00 |
| Tanner Hancock (Sr.) | Western Indiana Conference | 80 | 30:06.00 |
| Tanner Hancock (Sr.) | Bloomfield Invite | 40 | 35:00.00 |
| Tanner Hancock (Sr.) | Shakamak Invitational | 67 | 35:00.00 |
| Tanner Hancock (Sr.) | WRV Invitational | 39 | 35:25.00 |
| Tanner Hancock (Sr.) | Washington Invite | 64 | 36:17.00 |
| Tanner Hancock (Sr.) | THSB State Preview | 121 | 36:31.00 |
| Tanner Hancock (Sr.) | North Daviess | 16 | 36:35.00 |
| Tanner Hancock (Sr.) | Chad Smith Scholarship Invite | 46 | 36:42.00 |
| Tanner Hancock (Sr.) | Terre Haute South Vigo (Terre Haute, IN) | 20 | 37:10.00 |
| Tanner Hancock (Sr.) | West Vigo (West Terre Haute, IN) | 17 | 38:04.00 |
| Tanner Hancock (Sr.) | Clay City/Sullivan/North Central | 29 | 38:24.00 |
| Tanner Hancock (Sr.) | Valley Cross Kickoff | 201 | 40:38.00 |
