| Year | Class 4A/AA | School | Time | Class 3A/A | School | Time | Class 2A/B | School | Time | Class 1A/C | School | Time |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| State meet records | Ricky Faure | Rock Springs 2014 | 4:14.20 | Brody Smith | Cody 2015 | 4:18.58 | Blaine Stulc | Greybull 1990 | 4:21.10 | Joe Wilson | Southeast 1993 | 4:30.13 |
| 2024 | Charlie Hulbert | Cody | 4:23.34 | Trajn Swalstad | Worland | 4:29.36 | Sullivan Wilson | Lingle | 4:42.41 | Drake Plowman | Cokeville | 4:36.34 |
| 2023 | Jackson Dutcher | Natrona County | 4:20.96 | Aydan Loya | Torrington | 4:28.69 | Owen Burnett | Kemmerer | 4:21.28 | Drake Plowman | Cokeville | 4:41.61 |
| 2022 | Tristan Knueppel | Cheyenne Central | 4:21.08 | Owen Burnett | Kemmerer | 4:23.46 | Colby Jenks | Big Piney | 4:31.43 | Grant Bartlett | Saratoga | 4:42.46 |
| 2021 | Peter Visser | Star Valley | 4:28.02 | Blaine Goklish | Lander | 4:39.83 | Al Spotted | Tongue River | 4:42.09 | Ethan Bird | Cokeville | 4:41.65 |
| 2020 | No meet | - | - | No meet | - | - | No meet | - | - | No meet | - | - |
| 2019 | Mac Staryk | Jackson | 4:22.51 | Sam Kistemann | Lander | 4:39.66 | Cooper Vollmer | Tongue River | 4:47.30 | Jarom Davidson | Burlington | 4:37.45 |
| 2018 | Albert Steiner | Laramie | 4:23.41 | Wesley Kallgren | Star Valley | 4:29.92 | Louis Failoni | Kemmerer | 4:43.85 | Lain Mitchelson | Farson | 4:35.46 |
| 2017 | Albert Steiner | Laramie | 4:21.46 | Asefa Wetzel | Star Valley | 4:22.12 | Louis Failoni | Kemmerer | 4:41.20 | Lain Mitchelson | Farson | 4:33.30 |
| 2016 | Elliott Miller | Cheyenne Central | 4:21.80 | Brody Smith | Cody | 4:22.17 | Louis Failoni | Kemmerer | 4:38.92 | Lain Mitchelson | Farson | 4:45.07 |
| 2015 | Hunter Davila | Kelly Walsh | 4:22.20 | Brody Smith | Cody | 4:18.58 | Keegan Her Many Horses | Wyoming Indian | 4:39.32 | Kennan Thompson | Cokeville | 4:45.84 |
| 2014 | Ricky Faure | Rock Springs | 4:14.20 | Matt Scarlett | Buffalo | 4:25.80 | Jacob Newman | Lovell | 4:43.72 | Wes Sturdivant | Guernsey | 4:47.20 |
| 2013 | Hunter Davila | Kelly Walsh | 4:20.36 | Devyn Brotherton | Cody | 4:32.61 | Alvin Spoonhunter | Wyoming Indian | 4:41.88 | Jonathan Fiscus | Cokeville | 4:45.73 |
| 2012 | Ricky Faure | Rock Springs | 4:24.68 | Oliver Scofield | Jackson | 4:26.45 | Alvin Spoonhunter | Wyoming Indian | 4:36.71 | Quinn Harrington | Encampment | 4:50.34 |
| 2011 | Alex Sorensen | Evanston | 4:27.07 | Oliver Scofield | Jackson | 4:37.70 | Alejandro Garcia | Pine Bluffs | 4:41.86 | Scott Erdahl | Ten Sleep | 4:50.01 |
| 2010 | Trevor Polson | Campbell County | 4:35.96 | Andy Phillips | Jackson | 4:43.71 | Caleb Her Many Horses | Wyoming Indian | 4:34.82 | Scott Erdahl | Ten Sleep | 4:57.00 |
| 2009 | Dominick Robinson | Campbell County | 4:15.84 | Ethan Slight | Cody | 4:29.00 | Caleb Her Many Horses | Wyoming Indian | 4:28.41 | Hayden Hohnholt | Saratoga | 4:38.56 |
| 2008 | Dominick Robinson | Campbell County | 4:22.43 | Ethan Slight | Cody | 4:31.62 | Zane Bell | Wind River | 4:30.80 | Hayden Hohnholt | Saratoga | 4:39.21 |
| 2007 | Brian Pierre | Laramie | 4:20.46 | Trevor Ricks | Star Valley | 4:32.11 | Cody Emrick | Sundance | 4:39.86 | Nic Penning | Hulett | 4:41.40 |
| 2006 | Paul Burke | Campbell County | 4:17.31 | Lee Irvine | Lander | 4:33.72 | Cody Emrick | Sundance | 4:39.72 | Trevor Thompson | Cokeville | 4:42.85 |
| 2005 | William Miller | Rock Springs | 4:29.96 | Matt Heller | Lander | 4:32.77 | Brett Schuler | Wright | 4:42.74 | Scott Dayton | Cokeville | 4:41.83 |
| 2004 | William Miller | Rock Springs | 4:30.11 | Matt Heller | Lander | 4:30.62 | Ryan Horn | Tongue River | 4:34.17 | Nathan Fiscus | Cokeville | 4:39.35 |
| 2003 | Andrew Jones | Campbell County | 4:28.93 | Matt Heller | Lander | 4:33.26 | Ryan Horn | Tongue River | 4:41.88 | Nathan Fiscus | Cokeville | 4:43.75 |
| 2002 | Tony Bachmann | Campbell County | 4:31.61 | Jim Sierz | Douglas | 4:35.66 | Colin McFerran | Wright | 4:40.39 | Nathan Fiscus | Cokeville | 4:53.83 |
| 2001 | Chris Jeremiah | Campbell County | 4:27.19 | Niels Rasmussen | Glenrock | 4:30.91 | Mark Pieper | Sundance | 4:35.75 | Eric Mecca | Dubois | 4:45.51 |
| 2000 | Kevin Salverson | Cheyenne Central | 4:29.16 | Niels Rasmussen | Glenrock | 4:33.30 | Jason Wasserburger | Lusk | 4:36.89 | Dalin Winters | Burlington | 4:36.33 |
| 1999 | Rhys Haugen | Campbell County | 4:23.28 | John Beck | Torrington | 4:28.11 | Beaver C'Bearing | Wyoming Indian | 4:43.22 | Dalin Winters | Burlington | 4:35.43 |
| 1998 | Rhys Haugen | Campbell County | 4:27.30 | Rob Marney | Torrington | 4:32.70 | Beaver C'Bearing | Wyoming Indian | 4:45.00 | Jered Harns | Farson | 4:37.20 |
| 1997 | Mike Upton | Cheyenne East | 4:29.17 | Rob Marney | Torrington | 4:29.73 | Beaver C'Bearing | Wyoming Indian | 4:37.63 | Archie Chant | Snake River | 4:34.77 |
| 1996 | Joe Dunham | Laramie | 4:29.00 | Joe Hall | Buffalo | 4:35.20 | Casey Jones | Saratoga | 4:35.18 | Jered Harns | Farson | 4:37.64 |
| 1995 | Joe Dunham | Laramie | 4:25.47 | Call Holbrook | Star Valley | 4:28.29 | Casey Jones | Saratoga | 4:34.50 | Matt Hoyt | Burlington | 4:34.86 |
| 1994 | Richard Hilty | Rock Springs | 4:28.55 | Ben Sandy | Newcastle | 4:32.15 | Joe Wilson | Southeast | 4:30.08 | Allen Spoonhunter | St. Stephens | 4:42.25 |
| 1993 | Mike Wilkey | Green River | 4:23.79 | Dana VanEnkevort | Star Valley | 4:27.42 | K.C. Lehr | Big Piney | 4:41.49 | Joe Wilson | Southeast | 4:30.13 |
| 1992 | Mike Wilkey | Green River | 4:22.24 | Tawn Gopp | Worland | 4:24.56 | K.C. Lehr | Big Piney | 4:28.83 | Galen Cook | Burlington | 4:35.61 |
| 1991 | Jim McCreery | Campbell County | 4:22.96 | Nathan Rohlff | Douglas | 4:32.39 | K.C. Lehr | Big Piney | 4:37.25 | David Davison | Lingle | 4:47.01 |
| 1990 | Jim McCreery | Campbell County | 4:16.96 | Mike Leman | Douglas | 4:35.80 | Blaine Stulc | Greybull | 4:21.10 | Nick Hiler | Ten Sleep | 4:41.56 |
| 1989 | Jason Drake | Campbell County | 4:22.78 | Robert Vincent | Glenrock | 4:34.05 | Blaine Stulc | Greybull | 4:28.26 | Mike Makeshine | St. Stephens | 4:44.76 |
| 1988 | Jason Drake | Campbell County | 4:26.46 | Todd Gentzler | Thermopolis | 4:35.49 | Blaine Stulc | Greybull | 4:36.14 | Mike Potas | Meeteetse | 4:55.93 |
| 1987 | Matt Peterson | Kelly Walsh | 4:27.31 | Mike Thomas | Jackson | 4:28.23 | Blaine Stulc | Greybull | 4:31.37 | Trev Kaisler | Snake River | 4:41.56 |
| 1986 | Hamza Iman | Laramie | 4:31.63 | Jim Williams | Glenrock | 4:28.67 | Dan Snyder | Hanna | 4:47.92 | Shannon Braunagel | Wright | 4:43.06 |
| 1985 | Ron Poe | Kelly Walsh | 4:32.11 | Jim Williams | Glenrock | 4:29.73 | Geoff Vickrey | Kemmerer | 4:44.02 | Jukka Nummila | Big Horn | 4:39.33 |
| 1984 | Buddy Hoblit | Natrona County | 4:34.27 | Jim Williams | Glenrock | 4:27.74 | Bob Daiss | Lingle | 4:39.95 | Bruce Garber | Big Horn | 4:36.48 |
| 1983 | Buddy Hoblit | Natrona County | 4:26.02 | Dave Green | Glenrock | 4:36.51 | David Dewey | Big Horn | 4:45.86 | Brian Linton | Meeteetse | 4:39.66 |
| 1982 | James Hollers | Cody | 4:31.92 | Tim Williams | Jackson | 4:40.71 | Steve Shahan | Lyman | 4:38.20 | Terri Dick | Snake River | 4:45.16 |
| 1981 | Rob Welo | Natrona County | 4:31.17 | Kevin Banta | Douglas | 4:39.01 | Steve SunRhodes | Wyoming Indian | 4:34.95 | Albert Thomas | Burlington | 4:51.40 |
| 1980 | Dean Mahaffey | Natrona County | 4:27.90 | Doug Vickerman | Greybull | 4:29.40 | Steve SunRhodes | Wyoming Indian | 4:41.70 | Carl Grange | Chugwater | 4:48.40 |
| 1979 | not contested at AA level | Doug Vickerman | Greybull | 4:35.288 | Steve SunRhodes | Wyoming Indian | 4:36.689 | not contested at C level |