| 1101 | 21:06.00 | Jack | Polley | 53 | 2011-09-03 | 2011 Manhattan Invitational |
| 1102 | 21:06.80 | Oscar | Gonzalez | 27 | 2014-10-19 | 2014 AVCTL XC Championships - Lake Afton |
| 1103 | 21:07.36 | Jack | Polley | 41 | 2011-09-22 | 2011 McPherson Invitational |
| 1104 | 21:07.90 | Nicholas | Treaster | 43 | 2019-09-26 | 2019 Goddard Invitational |
| 1105 | 21:09.16 | Cody | Mick | 33 | 2009-09-10 | 2009 Hesston Swather Special |
| 1106 | 21:09.2 | Spencer | Steinmetz | 18 | 2019-09-12 | 2019 Hesston Swather Special |
| 1107 | 21:10.00 | Rene' | Madrigal | 33 | 2007-09-29 | 2007 Newton Invitational |
| 1108 | 21:10.70 | Elijah | Edwards | 6 | 2017-09-13 | 2017 Buhler Invitational |
| 1109 | 21:11.1 | Justin | Franz | 17 | 2019-09-12 | 2019 Hesston Swather Special |
| 1110 | 21:11.41 | Jason | Catache | 59 | 2017-10-03 | 2017 El Dorado Invitational |
| 1111 | 21:11.70 | Luca | Lomonaco | 62 | 2011-09-15 | 2011 Buhler Invitational |
| 1112 | 21:12.00 | Jacob | Beebe | 13 | 2008-09-11 | 2008 Hesston Swather Special |
| 1113 | 21:12.27 | Brennan | Miller | 64 | 2010-10-02 | 2010 Newton Invitational |
| 1114 | 21:12.38 | Pablo | Llamas | 88 | 2009-10-10 | 2009 El Dorado Invitational |
| 1115 | 21:12.4 | Elijah | Edwards | 22 | 2019-09-19 | 2019 Hays Invitational |
| 1116 | 21:12.60 | Elijah | Edwards | 10 | 2018-09-13 | 2018 Buhler Invitational |
| 1117 | 21:12.60 | Conner | Ekerberg | 8 | 2015-09-17 | 2015 Buhler Invitational |
| 1118 | 21:12.91 | Zach | Stanley | 89 | 2009-10-10 | 2009 El Dorado Invitational |
| 1119 | 21:13.00 | Jacob | Beebe | 44 | 2009-10-03 | 2009 Newton Invitational |
| 1120 | 21:13.5 | Jakob | Senn | 20 | 2019-09-12 | 2019 Hesston Swather Special |
| 1121 | 21:13.6 | Drew | Dillon | 18 | 2019-09-12 | 2019 Hesston Swather Special |
| 1122 | 21:14.02 | Spencer | Childs | 27 | 2006-09-21 | 2006 McPherson Invitational |
| 1123 | 21:14.03 | Jonah | Wagner | 18 | 2011-10-08 | 2011 El Dorado Invitational |
| 1124 | 21:15.00 | Rene' | Madrigal | 85 | 2008-09-06 | 2008 Manhattan Invitational |
| 1125 | 21:15.20 | Brennan | Miller | 62 | 2013-09-08 | 2013 Manhattan Invitational |
| 1126 | 21:15.25 | Brandon | Carr | 10 | 2011-09-22 | 2011 McPherson Invitational |
| 1127 | 21:15.40 | Jared | Ratzlaff | 64 | 2011-09-15 | 2011 Buhler Invitational |
| 1128 | 21:15.80 | Simon | Hodge | 11 | 2018-09-13 | 2018 Buhler Invitational |
| 1129 | 21:16.92 | Anthony | Monares | 43 | 2012-09-01 | 2012 Manhattan Invitational |
| 1130 | 21:17.00 | Joseph | Kondziola | 61 | 2008-09-06 | 2008 Manhattan Invitational |
| 1131 | 21:17.01 | Jonah | Wagner | 42 | 2011-10-15 | 2011 AVCTL XC Championships - Derby |
| 1132 | 21:17.29 | Anthony | Monares | 87 | 2012-09-30 | 2012 Newton Invitational |
| 1133 | 21:17.60 | Alfredo | Fields | 40 | 2011-09-08 | 2011 Hesston Swather Special |
| 1134 | 21:18.30 | Noah | Massanari | 143 | 2015-09-26 | 2015 Rim Rock Classic |
| 1135 | 21:19.17 | Wes | Regier | 35 | 2009-09-10 | 2009 Hesston Swather Special |
| 1136 | 21:19.5 | Clayton | Kaufman | 19 | 2019-09-12 | 2019 Hesston Swather Special |
| 1137 | 21:19.78 | Angel | Camacho | 37 | 2010-09-23 | 2010 McPherson Invitational |
| 1138 | 21:19.90 | Alex | Navarro | 62 | 2007-10-20 | 2007 5A Regional XC Championships - Emporia |
| 1139 | 21:20.00 | Jacob | Beebe | 10 | 2008-09-25 | 2008 McPherson Invitational |
| 1140 | 21:20.05 | David | Huntley | 46 | 2009-09-17 | 2009 Buhler Invitational |
| 1141 | 21:20.43 | Cory | Helsper | 30 | 2010-10-16 | 2010 AVCTL XC Championships |
| 1142 | 21:20.76 | Zach | Stanley | 28 | 2008-09-18 | 2008 Buhler Invitational |
| 1143 | 21:21.40 | Juan | Oyarzabal | 24 | 2015-10-11 | 2015 El Dorado Invitational |
| 1144 | 21:21.80 | Drew | Dillon | 56 | 2019-10-05 | 2019 Newton Invitational |
| 1145 | 21:22.3 | Drew | Dillon | 23 | 2019-09-19 | 2019 Hays Invitational |
| 1146 | 21:22.70 | Jacob | Beebe | 29 | 2009-09-10 | 2009 Hesston Swather Special |
| 1147 | 21:22.80 | Jakob | Senn | 12 | 2018-09-13 | 2018 Buhler Invitational |
| 1148 | 21:22.86 | Henry | Jantzen | 77 | 2011-10-01 | 2011 Newton Invitational |
| 1149 | 21:23.20 | Trevor | Waldrop | 11 | 2017-09-24 | 2017 Newton Invitational |
| 1150 | 21:23.70 | Conner | Puckett | 12 | 2016-10-01 | 2016 Newton Invitational |