| Jace Wright (So.) | Great Pumpkin Invitational | | 1 | 16:00.00 |
| Jace Wright (So.) | Rick Weinheimer Cross Country Classic | Class A | 5 | 16:27.98 |
| Jace Wright (So.) | Heritage Days Classic | | 1 | 16:33.50 |
| Jace Wright (So.) | Rushville Classic | Division II | 2 | 16:46.50 |
| Jace Wright (So.) | Whiteland Invitational | | 3 | 16:48.70 |
| Jace Wright (So.) | Small School Invite | HS Boys | 4 | 17:14.50 |
| Maxton Moore (Jr.) | Great Pumpkin Invitational | | 12 | 17:30.90 |
| Braydon McFarland (Sr.) | Great Pumpkin Invitational | | 13 | 17:31.40 |
| Jace Wright (So.) | Greensburg Invitational | | 3 | 17:32.70 |
| Maxton Moore (Jr.) | Heritage Days Classic | | 6 | 17:58.40 |
| Maxton Moore (Jr.) | Rushville Classic | Division II | 8 | 18:04.30 |
| Nevin Noble (Fr.) | Great Pumpkin Invitational | | 18 | 18:04.30 |
| Braydon McFarland (Sr.) | Heritage Days Classic | | 9 | 18:09.00 |
| Maxton Moore (Jr.) | Whiteland Invitational | | 20 | 18:26.80 |
| Nevin Noble (Fr.) | Heritage Days Classic | | 15 | 18:33.40 |
| Maxton Moore (Jr.) | Greensburg Invitational | | 26 | 18:39.00 |
| Braydon McFarland (Sr.) | Greensburg Invitational | | 28 | 18:46.40 |
| Maxton Moore (Jr.) | Rick Weinheimer Cross Country Classic | Class A | 52 | 18:49.72 |
| Maxton Moore (Jr.) | Small School Invite | HS Boys | 29 | 18:54.30 |
| Braydon McFarland (Sr.) | Whiteland Invitational | | 30 | 18:55.10 |
| Braydon McFarland (Sr.) | Rushville Classic | Division II | 12 | 18:55.20 |
| Nevin Noble (Fr.) | Rushville Classic | Division II | 14 | 19:05.10 |
| Nevin Noble (Fr.) | Greensburg Invitational | | 34 | 19:06.30 |
| Kevin Heindel (So.) | Great Pumpkin Invitational | | 29 | 19:09.10 |
| Mason Johnson (Jr.) | Great Pumpkin Invitational | | 30 | 19:15.20 |
| Braydon McFarland (Sr.) | Rick Weinheimer Cross Country Classic | Class A | 66 | 19:18.11 |
| Nevin Noble (Fr.) | Rick Weinheimer Cross Country Classic | Class A | 67 | 19:18.46 |
| Kevin Heindel (So.) | Heritage Days Classic | | 20 | 19:33.20 |
| Nevin Noble (Fr.) | Whiteland Invitational | | 42 | 19:35.10 |
| Nevin Noble (Fr.) | Small School Invite | HS Boys | 40 | 19:41.00 |
| Braydon McFarland (Sr.) | Small School Invite | HS Boys | 50 | 20:03.20 |
| Grady Niccum (Sr.) | Great Pumpkin Invitational | | 41 | 20:10.60 |
| Mason Johnson (Jr.) | Heritage Days Classic | | 26 | 20:13.70 |
| Kevin Heindel (So.) | Greensburg Invitational | | 68 | 20:23.30 |
| Mason Johnson (Jr.) | Rushville Classic | Division II | 27 | 20:31.00 |
| Mason Johnson (Jr.) | Rick Weinheimer Cross Country Classic | Class A | 92 | 20:38.21 |
| Grady Niccum (Sr.) | Heritage Days Classic | | 31 | 20:43.30 |
| Grady Niccum (Sr.) | Greensburg Invitational | | 76 | 20:43.80 |
| Kevin Heindel (So.) | Rick Weinheimer Cross Country Classic | Class A | 96 | 20:52.77 |
| Mason Johnson (Jr.) | Whiteland Invitational | | 66 | 21:06.40 |
| Grady Niccum (Sr.) | Rick Weinheimer Cross Country Classic | Class A | 104 | 21:10.28 |
| Evan Tibbs (Sr.) | Heritage Days Classic | | 33 | 21:16.40 |
| Grady Niccum (Sr.) | Rushville Classic | Division II | 34 | 21:19.90 |
| Mason Johnson (Jr.) | Greensburg Invitational | | 87 | 21:28.50 |
| Kevin Heindel (So.) | Whiteland Invitational | | 73 | 21:34.80 |
| Mason Johnson (Jr.) | Small School Invite | HS Boys | 121 | 22:17.50 |
| Evan Tibbs (Sr.) | Great Pumpkin Invitational | | 55 | 22:20.10 |
| Kevin Heindel (So.) | Rushville Classic | Division II | 46 | 22:22.20 |
| Grady Niccum (Sr.) | Small School Invite | HS Boys | 123 | 22:24.10 |
| Evan Tibbs (Sr.) | Rick Weinheimer Cross Country Classic | Class A | 129 | 23:05.85 |
| Evan Tibbs (Sr.) | Whiteland Invitational | | 87 | 23:06.70 |
| Evan Tibbs (Sr.) | Rushville Classic | Division II | 57 | 23:36.10 |
| Evan Tibbs (Sr.) | Small School Invite | HS Boys | 191 | 25:10.80 |
| Evan Tibbs (Sr.) | Greensburg Invitational | | 143 | 25:38.10 |
| Kevin Heindel (So.) | Small School Invite | HS Boys | 209 | 26:30.80 |
