La Grange, WI
| Rank | Year | Name | Category | Time |
|---|---|---|---|---|
| 1 | 2004 | Scott Creel | M 40-49 | 3:14:05 |
| 2 | 2011 | Scott Gall | M 30-39 | 3:18:02 |
| 3 | 2004 | Paul Dewitt | M 30-39 | 3:21:02 |
| 4 | 2004 | Chad Ricklefs | M 30-39 | 3:23:34 |
| 5 | 2006 | Eric Grossman | M 30-39 | 3:29:53 |
| 6 | 2003 | Zachariah Miller | M 20-29 | 3:32:06 |
| 7 | 2018 | Patrick Jenkins | M 20-29 | 3:32:57 |
| 8 | 2004 | Brian Wieck | M 30-39 | 3:33:17 |
| 9 | 2004 | Hal Koerner | M 20-29 | 3:34:33 |
| 10 | 2006 | Greg Feucht | M | 3:34:43 |
| 11 | 2006 | Bryan Dayton | M | 3:37:58 |
| 12 | 2006 | Brian Grudowski | M | 3:40:37 |
| 13 | 2004 | Bryan Dayton | M 30-39 | 3:40:40 |
| 14 | 2014 | Scott Gall | M 40-49 | 3:40:51 |
| 15 | 2006 | Michael Johna Lutz | M | 3:42:33 |
| 16 | 2015 | Jonathon Noll | M 30-39 | 3:43:04 |
| 17 | 2005 | Eric Grossman | M 30-39 | 3:43:12 |
| 18 | 2012 | Scott Gall | M 30-39 | 3:45:27 |
| 19 | 2004 | Michael Allen | M 40-49 | 3:46:31 |
| 20 | 2004 | Mark Schaefer | M 30-39 | 3:48:57 |
| 21 | 2012 | Jake Hegge | M 20-29 | 3:50:39 |
| 22 | 2010 | Chris Rubesch | M 20-29 | 3:51:32 |
| 23 | 2018 | Dan Thurnhoffer | M | 3:51:43 |
| 24 | 2011 | A.J. Lemke | M | 3:51:49 |
| 25 | 2019 | Scott Gall | M 40-49 | 3:52:17 |
| 26 | 2009 | Matt Zak | M 30-39 | 3:52:27 |
| 27 | 2004 | Nikki Kimball | F 30-39 | 3:53:16 |
| 28 | 2011 | Damian Bednorz | M | 3:54:06 |
| 29 | 2010 | Patrik Berger | M 30-39 | 3:54:21 |
| 30 | 2016 | Brian Condon | M 20-29 | 3:54:53 |
| 31 | 2016 | Bruce Udell | M 50-59 | 3:55:55 |
| 32 | 2015 | Patrick Crowe | M 30-39 | 3:56:29 |
| 33 | 2003 | Eric Pilling | M 30-39 | 3:56:50 |
| 34 | 2013 | Scot van Asten | M 30-39 | 3:56:59 |
| 35 | 2012 | Bruce Udell | M 40-49 | 3:57:12 |
| 36 | 2009 | Brian Udovich | M 30-39 | 3:57:51 |
| 37 | 2012 | Eric Nordgren | M 20-29 | 3:58:46 |
| 38 | 2011 | Chris Rubesch | M | 3:58:57 |
| 39 | 2013 | Bruce Udell | M 40-49 | 3:59:01 |
| 40 | 2016 | Ben Drexler | M 20-29 | 4:01:06 |
| 41 | 2004 | Michelle Richardson | F 30-39 | 4:01:39 |
| 42 | 2015 | Bruce Udell | M 40-49 | 4:01:57 |
| 43 | 2010 | Ron Moore | M 40-49 | 4:03:16 |
| 44 | 2016 | Jean-Bernard Flanagan | M 50-59 | 4:03:54 |
| 45 | 2019 | Andrija Barker | F 30-39 | 4:04:13 |
| 46 | 2016 | Justin Dyszelski | M 20-29 | 4:04:19 |
| 47 | 2013 | Meghan Canfield | F 50-59 | 4:04:29 |
| 48 | 2011 | Nic Giebler | M | 4:05:03 |
| 49 | 2014 | Gardiner Rynne | M 30-39 | 4:05:10 |
| 50 | 2014 | Sam Welch | M 20-29 | 4:05:49 |
| 51 | 2008 | Patrik Berger | M | 4:05:55 |
| 52 | 2019 | Mikel Haggadone | M 20-29 | 4:06:30 |
| 53 | 2015 | Bradley Bergman | M 40-49 | 4:07:10 |
| 54 | 2003 | Paul Schoenlaub | M 40-49 | 4:08:06 |
| 55 | 2016 | Eric Gorder | M 40-49 | 4:08:38 |
| 56 | 2004 | Byron Backer | M 30-39 | 4:08:40 |
| 57 | 2004 | Karen Scott | F 30-39 | 4:09:40 |
| 58 | 2009 | Joel Dziedzic | M 30-39 | 4:09:50 |
| 59 | 2009 | Mark Dziedzic | M 30-39 | 4:09:50 |
| 60 | 2017 | Jacqueline Merritt | F 20-29 | 4:10:41 |
| 61 | 2010 | Jeremy Duss | M 30-39 | 4:10:44 |
| 62 | 2012 | Chris Plummer | M 30-39 | 4:10:48 |
| 63 | 2006 | Kurt Decker | M | 4:10:58 |
| 64 | 2011 | Bruce Udell | M 40-49 | 4:11:07 |
| 65 | 2005 | Annette Bednosky | F 30-39 | 4:12:25 |
| 66 | 2009 | Patrik Berger | M 30-39 | 4:12:32 |
| 67 | 2007 | Bruce Udell | M 40-49 | 4:12:58 |
| 68 | 2003 | Gregory Spurry | M 40-49 | 4:13:20 |
| 69 | 2009 | James Gallagher | M 30-39 | 4:13:37 |
| 70 | 2015 | Michael Stec | M 40-49 | 4:13:39 |
| 71 | 2004 | Ryne Melcher | M 20-29 | 4:13:41 |
| 72 | 2010 | Dwight Shuler | M 40-49 | 4:14:37 |
| 73 | 2003 | Matt Santo | M 20-29 | 4:14:51 |
| 74 | 2013 | Nic Giebler | M 30-39 | 4:15:12 |
| 75 | 2004 | Russell De Lap | M 40-49 | 4:15:21 |
| 76 | 2013 | Karl Richters | M 20-29 | 4:15:26 |
| 77 | 2017 | John Arndt | M 40-49 | 4:15:59 |
| 78 | 2013 | Jason Penticoff | M 30-39 | 4:16:27 |
| 79 | 2007 | Dave Schaefers | M | 4:17:41 |
| 80 | 2014 | Erich Marks | M 30-39 | 4:17:56 |
| 81 | 2009 | Cory Anderson | M 30-39 | 4:18:02 |
| 82 | 2004 | Bethany Hunter | F 20-29 | 4:18:46 |
| 83 | 2016 | Eric Smithback | M 30-39 | 4:18:47 |
| 84 | 2015 | Scot van Asten | M 30-39 | 4:19:29 |
| 85 | 2004 | Ragan Petrie | F 30-39 | 4:19:39 |
| 86 | 2008 | Charles Allgood | M | 4:19:55 |
| 87 | 2019 | Jessica Hruska | F 30-39 | 4:20:50 |
| 88 | 2004 | Ed Wirth | M 30-39 | 4:21:05 |
| 89 | 2019 | Chad Gruett | M 40-49 | 4:21:10 |
| 90 | 2006 | Gregory Spurry | M | 4:21:15 |
| 91 | 2007 | Jim Kirschbaum | M | 4:21:22 |
| 92 | 2017 | Bruce Udell | M 50-59 | 4:22:02 |
| 93 | 2012 | Brian Seegert | M 40-49 | 4:22:05 |
| 94 | 2016 | Cody Kleven | M 30-39 | 4:22:08 |
| 95 | 2015 | Justin Dyszelski | M 20-29 | 4:22:48 |
| 96 | 2014 | Anna Bergman | F 30-39 | 4:23:16 |
| 97 | 2017 | Laura Paschke | F 20-29 | 4:23:16 |
| 98 | 2006 | Evan H Carver | M | 4:23:21 |
| 99 | 2005 | Emily Baer | F | 4:23:24 |
| 100 | 2006 | Jim R McCoy | M | 4:23:32 |