| Jack Bowen (Fr.) | Jesse Owens Classic 2021 | 6 | 15:22.62 |
| Jack Bowen (Fr.) | Randolph Invitational | 2 | 15:38.63 |
| Jack Bowen (Fr.) | McCallie Invitational | 4 | 15:39.16 |
| Jack Bowen (Fr.) | Front Runner Athletics Chattanooga Area Championship 2021 | 1 | 15:58.22 |
| Evan Simpson (So.) | TSSAA Div.2-Class AA State XC Championship 2021 | 4 | 15:59.98 |
| Jack Bowen (Fr.) | The Meet in the Middle Invitational 2021 | 4 | 16:07.11 |
| Jack Bowen (Fr.) | TSSAA Div.2-Class AA State XC Championship 2021 | 9 | 16:07.37 |
| Evan Simpson (So.) | Randolph Invitational | 5 | 16:10.73 |
| Hugh Carlson (Jr.) | TSSAA Div.2-Class AA State XC Championship 2021 | 11 | 16:12.98 |
| Grady Outlaw (So.) | Randolph Invitational | 6 | 16:15.80 |
| Hugh Carlson (Jr.) | Randolph Invitational | 8 | 16:18.43 |
| Nate Armstrong (Jr.) | McCallie Invitational | 9 | 16:18.77 |
| Hugh Carlson (Jr.) | McCallie Invitational | 11 | 16:24.63 |
| Grady Outlaw (So.) | TSSAA Div.2-Class AA State XC Championship 2021 | 13 | 16:26.35 |
| John Gabbert (Jr.) | McCallie Invitational | 14 | 16:30.80 |
| Hugh Carlson (Jr.) | Jesse Owens Classic 2021 | 54 | 16:32.74 |
| Grady Outlaw (So.) | McCallie Invitational | 15 | 16:34.04 |
| John Gabbert (Jr.) | Jesse Owens Classic 2021 | 58 | 16:35.14 |
| Grady Outlaw (So.) | Jesse Owens Classic 2021 | 63 | 16:40.29 |
| Evan Simpson (So.) | Front Runner Athletics Chattanooga Area Championship 2021 | 7 | 16:45.22 |
| Nate Armstrong (Jr.) | Jesse Owens Classic 2021 | 70 | 16:48.04 |
| Evan Simpson (So.) | McCallie Invitational | 19 | 16:50.45 |
| Evan Simpson (So.) | Jesse Owens Classic 2021 | 75 | 16:51.14 |
| Lawson Parley (Jr.) | McCallie Invitational | 20 | 16:53.24 |
| Nate Armstrong (Jr.) | Randolph Invitational | 21 | 16:53.97 |
| Grady Outlaw (So.) | Front Runner Athletics Chattanooga Area Championship 2021 | 9 | 16:55.05 |
| Nate Armstrong (Jr.) | The Meet in the Middle Invitational 2021 | 8 | 16:58.42 |
| Harry Carter (So.) | Randolph Invitational | 26 | 17:01.17 |
| Hugh Carlson (Jr.) | The Meet in the Middle Invitational 2021 | 9 | 17:02.82 |
| Harry Carter (So.) | The Meet in the Middle Invitational 2021 | 11 | 17:03.40 |
| Lawson Parley (Jr.) | Randolph Invitational | 28 | 17:05.86 |
| Harry Carter (So.) | Jesse Owens Classic 2021 | 90 | 17:08.39 |
| John Gabbert (Jr.) | The Meet in the Middle Invitational 2021 | 13 | 17:12.32 |
| Nate Armstrong (Jr.) | Front Runner Athletics Chattanooga Area Championship 2021 | 13 | 17:12.59 |
| John Gabbert (Jr.) | Front Runner Athletics Chattanooga Area Championship 2021 | 15 | 17:14.42 |
| Jack Sullivan (Sr.) | TSSAA Div.2-Class AA State XC Championship 2021 | 43 | 17:21.79 |
| Sam Baker (Jr.) | Randolph Invitational | 38 | 17:22.33 |
| John Gabbert (Jr.) | Randolph Invitational | 42 | 17:23.38 |
| Jack Searby (So.) | Randolph Invitational | 55 | 17:44.92 |
| John Gabbert (Jr.) | TSSAA Div.2-Class AA State XC Championship 2021 | 62 | 17:52.48 |
| Ward Richey (Fr.) | Randolph Invitational | 65 | 17:54.39 |
| Sam Baker (Jr.) | Front Runner Athletics Chattanooga Area Championship 2021 | 23 | 17:55.02 |
| Rhys Woodard (Jr.) | Randolph Invitational | 68 | 17:57.06 |
| Sam Baker (Jr.) | The Meet in the Middle Invitational 2021 | 23 | 17:57.21 |
| Lawson Parley (Jr.) | The Meet in the Middle Invitational 2021 | 24 | 18:02.68 |
| Eason Zhou (So.) | Randolph Invitational | 72 | 18:02.79 |
| Abel Windemuller (So.) | Randolph Invitational | 78 | 18:06.91 |
| Evan Simpson (So.) | The Meet in the Middle Invitational 2021 | 31 | 18:10.82 |
| Henry Edwards (Fr.) | Randolph Invitational | 84 | 18:13.00 |
| Byron Zou (Sr.) | Randolph Invitational | 98 | 18:37.08 |
| Ward Richey (Fr.) | The Meet in the Middle Invitational 2021 | 39 | 18:46.66 |
| Rhys Woodard (Jr.) | The Meet in the Middle Invitational 2021 | 40 | 18:48.70 |
| Avery Mixon (So.) | The Meet in the Middle Invitational 2021 | 42 | 18:52.08 |
| Henry Edwards (Fr.) | The Meet in the Middle Invitational 2021 | 43 | 18:55.63 |
| Byron Zou (Sr.) | The Meet in the Middle Invitational 2021 | 46 | 18:59.06 |
| Abel Windemuller (So.) | The Meet in the Middle Invitational 2021 | 47 | 19:09.91 |
| Milo Newton (So.) | The Meet in the Middle Invitational 2021 | 51 | 19:13.01 |
| Jack Searby (So.) | The Meet in the Middle Invitational 2021 | 53 | 19:19.71 |
| Eason Zhou (So.) | The Meet in the Middle Invitational 2021 | 58 | 19:37.36 |
| Grant Sutherland (Fr.) | The Meet in the Middle Invitational 2021 | 59 | 19:38.11 |
| Avery Mixon (So.) | Randolph Invitational | 158 | 20:05.78 |
| Caleb Matthews (So.) | The Meet in the Middle Invitational 2021 | 69 | 20:09.62 |
| Alex Dermody (Fr.) | The Meet in the Middle Invitational 2021 | 86 | 21:45.78 |
| Nate Shriner (Jr.) | The Meet in the Middle Invitational 2021 | 90 | 22:06.68 |
| J.T. Brookshire (Jr.) | The Meet in the Middle Invitational 2021 | 91 | 22:15.21 |
| Eli Carroll (Jr.) | The Meet in the Middle Invitational 2021 | 99 | 22:42.60 |
| Tate Rustland (Sr.) | The Meet in the Middle Invitational 2021 | 112 | 25:15.10 |
| Hemric Juarez-Mendoza (So.) | The Meet in the Middle Invitational 2021 | 113 | 25:30.93 |
