| 1051 | 21:10.00 | Rene' | Madrigal | 33 | 2007-09-29 | 2007 Newton Invitational |
| 1052 | 21:10.70 | Elijah | Edwards | 6 | 2017-09-13 | 2017 Buhler Invitational |
| 1053 | 21:11.41 | Jason | Catache | 59 | 2017-10-03 | 2017 El Dorado Invitational |
| 1054 | 21:11.70 | Luca | Lomonaco | 62 | 2011-09-15 | 2011 Buhler Invitational |
| 1055 | 21:12.00 | Jacob | Beebe | 13 | 2008-09-11 | 2008 Hesston Swather Special |
| 1056 | 21:12.27 | Brennan | Miller | 64 | 2010-10-02 | 2010 Newton Invitational |
| 1057 | 21:12.38 | Pablo | Llamas | 88 | 2009-10-10 | 2009 El Dorado Invitational |
| 1058 | 21:12.60 | Elijah | Edwards | 10 | 2018-09-13 | 2018 Buhler Invitational |
| 1059 | 21:12.60 | Conner | Ekerberg | 8 | 2015-09-17 | 2015 Buhler Invitational |
| 1060 | 21:12.91 | Zach | Stanley | 89 | 2009-10-10 | 2009 El Dorado Invitational |
| 1061 | 21:13.00 | Jacob | Beebe | 44 | 2009-10-03 | 2009 Newton Invitational |
| 1062 | 21:14.02 | Spencer | Childs | 27 | 2006-09-21 | 2006 McPherson Invitational |
| 1063 | 21:14.03 | Jonah | Wagner | 18 | 2011-10-08 | 2011 El Dorado Invitational |
| 1064 | 21:15.00 | Rene' | Madrigal | 85 | 2008-09-06 | 2008 Manhattan Invitational |
| 1065 | 21:15.20 | Brennan | Miller | 62 | 2013-09-08 | 2013 Manhattan Invitational |
| 1066 | 21:15.25 | Brandon | Carr | 10 | 2011-09-22 | 2011 McPherson Invitational |
| 1067 | 21:15.40 | Jared | Ratzlaff | 64 | 2011-09-15 | 2011 Buhler Invitational |
| 1068 | 21:15.80 | Simon | Hodge | 11 | 2018-09-13 | 2018 Buhler Invitational |
| 1069 | 21:16.92 | Anthony | Monares | 43 | 2012-09-01 | 2012 Manhattan Invitational |
| 1070 | 21:17.00 | Joseph | Kondziola | 61 | 2008-09-06 | 2008 Manhattan Invitational |
| 1071 | 21:17.01 | Jonah | Wagner | 42 | 2011-10-15 | 2011 AVCTL XC Championships - Derby |
| 1072 | 21:17.29 | Anthony | Monares | 87 | 2012-09-30 | 2012 Newton Invitational |
| 1073 | 21:17.60 | Alfredo | Fields | 40 | 2011-09-08 | 2011 Hesston Swather Special |
| 1074 | 21:18.30 | Noah | Massanari | 143 | 2015-09-26 | 2015 Rim Rock Classic |
| 1075 | 21:19.17 | Wes | Regier | 35 | 2009-09-10 | 2009 Hesston Swather Special |
| 1076 | 21:19.78 | Angel | Camacho | 37 | 2010-09-23 | 2010 McPherson Invitational |
| 1077 | 21:19.90 | Alex | Navarro | 62 | 2007-10-20 | 2007 5A Regional XC Championships - Emporia |
| 1078 | 21:20.00 | Jacob | Beebe | 10 | 2008-09-25 | 2008 McPherson Invitational |
| 1079 | 21:20.05 | David | Huntley | 46 | 2009-09-17 | 2009 Buhler Invitaional |
| 1080 | 21:20.43 | Cory | Helsper | 30 | 2010-10-16 | 2010 AVCTL XC Championships |
| 1081 | 21:20.76 | Zach | Stanley | 28 | 2008-09-18 | 2008 Buhler Invitational |
| 1082 | 21:21.40 | Juan | Oyarzabal | 24 | 2015-10-11 | 2015 El Dorado Invitational |
| 1083 | 21:22.70 | Jacob | Beebe | 29 | 2009-09-10 | 2009 Hesston Swather Special |
| 1084 | 21:22.80 | Jakob | Senn | 12 | 2018-09-13 | 2018 Buhler Invitational |
| 1085 | 21:22.86 | Henry | Jantzen | 77 | 2011-10-01 | 2011 Newton Invitational |
| 1086 | 21:23.20 | Trevor | Waldrop | 11 | 2017-09-24 | 2017 Newton Invitational |
| 1087 | 21:23.70 | Conner | Puckett | 12 | 2016-10-01 | 2016 Newton Invitational |
| 1088 | 21:24.10 | Shawn | Lettau | 10 | 2014-09-19 | 2014 Buhler Invitational |
| 1089 | 21:24.65 | Jacob | Beebe | 31 | 2008-09-18 | 2008 Buhler Invitational |
| 1090 | 21:25.76 | Conner | Puckett | 40 | 2018-10-13 | 2018 AVCTL Div. 1 Championships |
| 1091 | 21:26.41 | Andrew | Gehring | 80 | 2011-10-01 | 2011 Newton Invitational |
| 1092 | 21:26.70 | Shawn | Lettau | 19 | 2015-09-11 | 2015 Hesston Swather Special |
| 1093 | 21:26.89 | Dilan | Winter | 44 | 2008-10-25 | 2008 5A Regional XC Championships - Great Bend |
| 1094 | 21:27.41 | Joseph | Kondziola | 46 | 2009-09-05 | 2009 Manhattan Invitational |
| 1095 | 21:28.50 | Justice | Grant | 30 | 2014-10-19 | 2014 AVCTL XC Championships - Lake Afton |
| 1096 | 21:28.80 | Jorge | Medina | 31 | 2014-10-19 | 2014 AVCTL XC Championships - Lake Afton |
| 1097 | 21:29 | Andrew | Gehring | 30 | 2012-10-07 | 2012 El Dorado Invitational |
| 1098 | 21:29.37 | Konner | Jaso | 41 | 2018-10-13 | 2018 AVCTL Div. 1 Championships |
| 1099 | 21:29.78 | Brandon | Carr | 48 | 2013-09-13 | 2013 Hesston Swather Special |
| 1100 | 21:30.60 | Conner | Puckett | 15 | 2016-10-08 | 2016 El Dorado Invitational |