| Rank | Name | Year | Meet(Location) | Time |
| 1 | Lyndsey Wall | 2007 | Johnson County (JCHP) | 18:26 |
| 2 | Lilly Lacy | 2019 | Eagle Classic (Brown County) | 18:41 |
| 3 | Jenna Newton | 2020 | Eagle Classic (Brown County) | 19:12 |
| 4 | Kyleigh Brown | 2010 | Semi-State (Carmel) | 19:20 |
| 5 | Morgan McCarter | 2013 | Regional (Greensburg HS) | 19:59 |
| 6 | Natalie Grissom | 2007 | Johnson County (JCHP) | 20:01 |
| 7 | Emma Treibic | 2016 | Regional (Shelbyville) | 20:15 |
| 8 | Sydney Clements | 2019 | Regional (FCHS) | 20:17 |
| 9 | Ashley Walker | 2008 | Mid-State (JCHP) | 20:22 |
| 10 | Hali Parker | 2008 | Mid-State (JCHP) | 20:24 |
| 11 | Lauren Hacker | 2008 | Johnson County (JCHP) | 20:37 |
| 12 | Kyana Kemp | 2010 | Johnson County (JCHP) | 20:40 |
| 13 | Chloe Selking | 2017 | Johnson County (FCHS) | 20:40 |
| 14 | Paige Erickson | 2007 | Johnson County (JCHP) | 20:44 |
| 15 | Claire Wilson | 2008 | Franklin Reserve (JCHP) | 20:51 |
| 16 | Sandy Lam | 2011 | Eagle Classic (Brown County) | 20:54 |
| 17 | Traci Smith | 2012 | Regional (Greensburg HS) | 20:57 |
| 18 | Katie Smith | 2012 | Regional (Greensburg HS) | 20:59 |
| 19 | Haley Anderson | 2009 | Mid-State (Decatur Central) | 21:01 |
| 20 | Nancy Lin | 2007 | Johnson County (JCHP) | 21:03 |
| Rank | Name | Year | Meet(Location) | Time |
| 1 | Sean Wilson | 2006 | Johnson County (JCHP) | 15:42 |
| 2 | Josh Campbell | 2016 | Semi-State (Shelbyville) | 15:48 |
| 3 | Jeff Powers | 2000 | Semi-State (SE Park) | 15:51 |
| 4 | Zach Tranter | 2007 | Sectional (JCHP) | 15:56 |
| Andrew Bixler | 2017 | Semi-State (Shelbyville) | 15:56 | |
| 6 | Colin Riessen | 2000 | Semi-State (SE Park) | 15:58 |
| 7 | Brad Wheeler | 2002 | Semi-State (SE Park) | 15:59 |
| 8 | Wyatt McCullough | 2018 | Semi-State (Shelbyville) | 16:01 |
| 9 | Ryan Warrenburg | 2000 | Semi-State (SE Park) | 16:05 |
| Ricky Warren | 2006 | Regional (Central State) | 16:05 | |
| 11 | Isaiah Lindsay | 2017 | Eagle Classic (Brown County) | 16:06 |
| 12 | Jared Campbell | 2002 | Franklin Central Inv. (SE Park) | 16:08 |
| 13 | Kris Alexander | 1996 | Semi-State (SE Park) | 16:15 |
| 14 | Blaine Conners | 2013 | Eagle Classic (Brown County) | 16:17 |
| 15 | Jacob Campbell | 2006 | Sectional (JCHP) | 16:18 |
| 16 | Ben Thompson | 1993 | Regional (SE Park) | 16:30 |
| Austin Morefield | 2010 | Sectional (JCHP) | 16:30 | |
| Will Tucker | 2018 | Regional (Shelbyville) | 16:30 | |
| 19 | Paul Wilson | 2003 | Johnson County (JCHP) | 16:31 |
| 20 | Jeremy VanVleet | 1996 | Semi-State (SE Park) | 16:34 |