Boys
| Year | Place | Name | Time | School |
| 1979 | ||||
| 1980 | 3rd | Marty Beauchamp | 15:00 | Tupper Lake |
| 1981 | ||||
| 1982 | 4th | Michael Collins | 14:54.1 | Rye |
| 5th | Anthony Smith | 14:54.6 | Port Chester | |
| 1983 | 15th | Merrick Jones | 15:31.6 | Elmira |
| 1984 | 2nd | John Trautman | 15:07.6 | Monroe-Woodbury |
| 16th | Neil Donahue | 15:41.4 | Staten Island | |
| 1985 | 15th | John Trautman | 15:09.9 | Monroe-Woodbury |
| 27th | Kerry Fly | 15:46.9 | Lockport | |
| 1986 | 8th | Dan Middleman | 15:15.2 | West Tresper Clarke |
| 11th | TJ McArdle | 15:18.6 | Garden City | |
| 17th | Charlie Kern | 15:26.4 | Sweet Home | |
| 25th | Kerry Fly | 15:43.9 | Lockport | |
| 1987 | 5th | John Horkheimer | 15:15.0 | Pittsford Mendon |
| DNF | Ramon Espinosa | DNF | Washington, NYC | |
| 1988 | 11th | Kevin Krause | 15:27.2 | Longwood |
| 12th | John Horkheimer | 15:27.8 | Pittsford Mendon | |
| 1989 | 10th | Kevin Hogan | 15:24.0 | Westhampton Beach |
| 18th | Michael Going | 15:35.0 | Wheatley | |
| 19th | Brian Clas | 15:40.8 | Union-Endicott | |
| 29th | Bill Khan | 16:13.8 | Cicero-North Syracuse | |
| 1990 | 5th | Kevin Hogan | 15:25.6 | Longwood |
| 6th | Chip Furman | 15:26.8 | Tri-Valley | |
| 24th | Nate Ruder | 16:04.9 | Fairport | |
| 1991 | 18th | Christopher Gonzalez | 15:53.8 | Bishop Ford |
| 29th | Matthew Wilkins | 16:29.4 | Pittsford-Sutherland | |
| 1992 | 11th | Christian Fogarazzo | 15:53.2 | W.C. Mepham |
| 23rd | Chris Gonzalez | 15:59.8 | Bishop Ford | |
| 29th | Brian Quinn | 16:23.6 | Garden City | |
| 1993 | 17th | Nicholas LaRosa | 15:42.8 | Frontier |
| 23rd | William Arnold | 15:51.0 | Bishop Ford | |
| 1994 | 14th | Tim Engelhardt | 15:22.6 | East Syracuse-Minoa |
| 19th | Chris Mulford | 15:30.3 | Burnt Hills-Balston Lake | |
| 27th | Carl Mauro | 15:46.6 | Hornell | |
| 1995 | 18th | Michael Fitzula | 15:44.2 | Cornwall |
| 1996 | ||||
| 1997 | ||||
| 1998 | 19th | Daniel Tebbano | 16:13.0 | Shenendehowa |
| 26th | Aaron Emery | 16:28.1 | Malone | |
| 1999 | ||||
| 2000 | 4th | Charlie Millioen | 15:05 | St. Anthony's |
| 21st | Peter Meindl | 15:38 | Orchard Park | |
| 28th | Seton McAndrews | 15:56 | Queensbury | |
| 29th | Justin Romaniuk | 15:57 | Suffern | |
| 32nd | Brendan Fennell | 16:38 | Pearl River | |
| 2001 | 8th | Peter Meindl | 15:04.1 | Orchard Park |
| 13th | Brian Dalpiaz | 15:15.2 | Sayville | |
| 24th | Jonathan Pierce | 15:54.4 | Libson Central (Ogdensburg) | |
| 31st | Brendan Sullivan | 16:27.7 | Port Jefferson | |
| 2002 | 20th | Hakon DeVries | 15:32.2 | John Jay-East Fishkill |
| 26th | Brendan Fennell | 15:46.6 | Pearl River | |
| 29th | Kevin Tschirhart | 15:58.9 | Northport | |
| 2003 | 4th | Josh McDougal | 15:01 | Home Schooled * |
| 20th | Lopez Lomong | 15:36 | Tully | |
| 2004 | 14th | John Martinez | 15:44 | North Rockland |
| 17th | Ryan Sheridan | 15:50 | Walt Whitman | |
| 25th | Kevin Tschirhart | 16:05 | Northport | |
| 36th | Thomas Gruenwald | 16:33 | Fayetteville-Manlius | |
| 37th | Andrew McCann | 16:47 | Fayetteville-Manlius | |
| 2005 | 24th | Noel Bateman | 15:43 | Thomas Aquinas |
| 25th | Brian Rhodes-Devey | 15:44 | Guilderland | |
| 27th | Greg Kelsey | 15:45 | Saratoga | |
| 2006 | 3rd | Steve Murdock | 15:25 | Shenendehowa |
| 20th | Tommy Gruenwald | 15:46 | Fayetteville-Manlius | |
| 35th | Brian Rhodes-Devey | 16:25 | Guilderland | |
| 2007 | 17th | Pat Dupont | 15:43 | Fairport |
| 28th | Zach Rivers | 15:55 | Victor | |
| 2008 | 9th | Joe Whelan | 15:44 | Hamburg |
| 2009 | 19th | Quin Raseman | 15:45 | Ward Melville |
| 2010 | 8th | Eddie Owens | 15:25 | Packer Collegiate |
| 10th | Chad Noelle | 15:25 | Greene | |
| 2011 | 21st | Dan Lennon | 15:43.7 | Peru |
| 2012 | ||||
| 2013 | 4th | Mickey Burke | 15:20 | Rush-Henrietta Sperry |
| 2014 | 18th | Benito Muniz | 15:46.7 | Carmel |
| 35th | Jeriqho Gadway | 16:21.8 | Plattsburgh | |
| 40th | Jack Jibb | 16:40.8 | Monroe-Woodbury | |
| 2015 | 7th | Conor Lundy | 15:20.9 | Fordham Prep |
| 15th | Noah Affolder | 15:33.0 | Carthage | |
| 2016 | ||||
| 2017 | 28th | Nathan Lawler | 16:15.2 | Pittsford-Mendon |
| 36th | Mason Gatewood | 16:37.9 | St. Anthony's | |
| 2018 | 31st | Sam Lawler | 16:18.7 | Pittsford-Mendon |
| 2019 | ||||
| 2020 | X | X | X | |
| 2021 | 16th | Gitch Hayes | 15:36.7 | LaSalle Academy |
| 27th | Myles Hogan | 15:54.3 | Fordham Prep | |
| 38th | Jack Gregorski | 16:14.8 | Corning | |
| 2022 | ||||
| 2023 | ||||
| 2024 | Van Furman | Tri-Valley |