| Will Shook (Sr.) | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 2 | 00:16.29 |
| Will Shook (Sr.) | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 5 | 00:16.37 |
| Dylan Draves (Sr.) | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 7 | 00:16.44 |
| Matthew Streeter (Jr.) | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 12 | 00:16.50 |
| Travis Konarski (Sr.) | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 14 | 00:16.51 |
| Adam Juestel (Sr.) | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 13 | 00:16.51 |
| Dylan Draves (Sr.) | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 13 | 00:16.51 |
| Cole Dolson (So.) | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 16 | 00:16.53 |
| Josh Tuck (Fr.) | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 2019 IHSAA New Prairie Sectional Boys Cross Country Meet | 18 | 00:17.04 |
| Cole Dolson (So.) | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 17 | 00:17.06 |
| Adam Juestel (Sr.) | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 25 | 00:17.17 |
| Travis Konarski (Sr.) | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 26 | 00:17.19 |
| Josh Dennington (Jr.) | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 28 | 00:17.22 |
| Matthew Streeter (Jr.) | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 2019 IHSAA Chesterton Girls Regional Cross Country Meet | 30 | 00:17.22 |
