| 1051 | 20:34.58 | Adrian | Rogers | 61 | 2012-09-30 | 2012 Newton Invitational |
| 1052 | 20:35.00 | Konrad | Quiring | 37 | 2007-09-20 | 2007 McPherson Invitational |
| 1053 | 20:36.00 | Alex | Navarro | 113 | 2007-10-06 | 2007 El Dorado Invitational |
| 1054 | 20:36.00 | Alfredo | Fields | 32 | 2011-10-15 | 2011 AVCTL XC Championships - Derby |
| 1055 | 20:36.00 | Conrad | Klaus | 19 | 2015-10-11 | 2015 El Dorado Invitational |
| 1056 | 20:36.01 | Nathan | Boyles | 40 | 2010-10-02 | 2010 Newton Invitational |
| 1057 | 20:36.60 | Henry | Jantzen | 32 | 2011-09-08 | 2011 Hesston Swather Special |
| 1058 | 20:37.00 | Tyler | Spohn | 16 | 2007-09-06 | 2007 Hesston Swather Special |
| 1059 | 20:37.71 | Jacob | Beebe | 29 | 2009-09-17 | 2009 Buhler Invitational |
| 1060 | 20:38.00 | Jan | Schneider | 9 | 2007-09-20 | 2007 McPherson Invitational |
| 1061 | 20:39.10 | Drew | Dillon | 30 | 2019-09-26 | 2019 Goddard Invitational |
| 1062 | 20:39.29 | Dylan | Koerner | 31 | 2008-10-18 | 2008 AVCTL XC Championships - Park City |
| 1063 | 20:39.46 | Jorge | Medina | 47 | 2014-10-05 | 2014 Newton Invitational |
| 1064 | 20:40.20 | Shawn | Lettau | 95 | 2015-09-26 | 2015 Rim Rock Classic |
| 1065 | 20:40.48 | Adam | Wagner | 56 | 2007-10-20 | 2007 5A Regional XC Championships - Emporia |
| 1066 | 20:41.00 | Alex | Navarro | 26 | 2006-09-14 | 2006 Hesston Swather XC special |
| 1067 | 20:41.38 | Brandon | Carr | 56 | 2013-10-06 | 2013 Newton Invitational |
| 1068 | 20:42.40 | Alexander | Barnett | 1 | 2018-09-29 | 2018 Newton Invitational |
| 1069 | 20:43.00 | Konner | Jaso | 25 | 2018-09-06 | 2018 Hesston Swather Special |
| 1070 | 20:43.30 | Jakob | Senn | 31 | 2018-09-06 | 2018 Hesston Swather Special |
| 1071 | 20:43.38 | Pablo | Llamas | 23 | 2009-09-10 | 2009 Hesston Swather Special |
| 1072 | 20:44.24 | Jace | Schmidt | 36 | 2011-10-15 | 2011 AVCTL XC Championships - Derby |
| 1073 | 20:44.67 | Andre | Rocha | 37 | 2012-09-01 | 2012 Manhattan Invitational |
| 1074 | 20:44.70 | Jason | Granados | 75 | 2013-10-20 | 2013 AVCTL XC Championships - Lake Afton |
| 1075 | 20:44.80 | Justin | Franz | 36 | 2019-10-05 | 2019 Newton Invitational |
| 1076 | 20:45.00 | Zach | Stanley | 35 | 2009-10-03 | 2009 Newton Invitational |
| 1077 | 20:45.00 | Jorge | Medina | 34 | 2014-09-12 | 2014 Hesston Swather Special |
| 1078 | 20:45.38 | Henry | Jantzen | 56 | 2011-10-08 | 2011 El Dorado Invitational |
| 1079 | 20:45.89 | J.C. | Friesen | 29 | 2010-09-23 | 2010 McPherson Invitational |
| 1080 | 20:46.00 | Rene' | Madrigal | 30 | 2007-10-13 | 2007 AVCTL XC Championships - Lake Afton |
| 1081 | 20:46.29 | Jerek | Shoemaker | 24 | 2009-09-10 | 2009 Hesston Swather Special |
| 1082 | 20:46.8 | Kenton | Fox | 11 | 2016-09-15 | 2016 Buhler Invitational |
| 1083 | 20:47.00 | Shawn | Lettau | 32 | 2014-09-12 | 2014 Hesston Swather Special |
| 1084 | 20:47.90 | Nathan | Boyles | 27 | 2010-09-09 | 2010 Hesston Swather Special |
| 1085 | 20:47.91 | Nathan | Boyles | 42 | 2010-09-04 | 2010 Manhattan Invitational |
| 1086 | 20:48.40 | Konner | Jaso | 2 | 2018-09-29 | 2018 Newton Invitational |
| 1087 | 20:48.60 | Kenton | Fox | 53 | 2016-09-03 | 2016 Manhattan Invitational |
| 1088 | 20:48.60 | Clayton | Kaufman | 38 | 2019-10-05 | 2019 Newton Invitational |
| 1089 | 20:48.75 | Keagan | Attebery | 27 | 2009-09-10 | 2009 Hesston Swather Special |
| 1090 | 20:48.94 | Nate | Troyer | 68 | 2006-09-02 | 2006 Manhattan Invitational |
| 1091 | 20:49.00 | Alex | Navarro | 40 | 2007-09-20 | 2007 McPherson Invitational |
| 1092 | 20:49.73 | Andrew | Gehring | 37 | 2011-10-15 | 2011 AVCTL XC Championships - Derby |
| 1093 | 20:49.81 | Jacob | Beebe | 84 | 2009-10-10 | 2009 El Dorado Invitational |
| 1094 | 20:50.00 | Jonah | Hodge | 3 | 2015-09-17 | 2015 Buhler Invitational |
| 1095 | 20:50.00 | Dylan | Koerner | 32 | 2008-09-25 | 2008 McPherson Invitational |
| 1096 | 20:50.50 | Grant | Treaster | 6 | 2018-09-13 | 2018 Buhler Invitational |
| 1097 | 20:50.56 | Andrew | Gehring | 13 | 2011-10-08 | 2011 El Dorado Invitational |
| 1098 | 20:51.10 | Caleb | Nelson | 8 | 2013-09-20 | 2013 Buhler Invitational |
| 1099 | 20:51.60 | Alexander | Barnett | 29 | 2018-09-06 | 2018 Hesston Swather Special |
| 1100 | 20:51.60 | Conner | Ekerberg | 9 | 2013-09-20 | 2013 Buhler Invitational |