| Date | Type | Name [last, first, grade] | School | Time | Avg/Mile |
| 9-17-2013 | League Meet Race | Burke, Mickey (12) | Rush Henrietta | 15:45 | 5:04.8 |
| 10-15-2013 | League Meet Race | Ronchetti, Will (12) | Brighton | 16:22 | 5:16.8 |
| 10-29-2011 | County Championship Varsity Race | Burke, Mickey (10) | Rush Henrietta | 16:23.22 | 5:17.2 |
| 10-29-2011 | County Championship Varsity Race | Kozyra, Nate (12) | Rush Henrietta | 16:29.4 | 5:19.2 |
| 10-7-2008 | League Meet Race | Redfield, Greg (12) | Penfield | 16:30 | 5:19.4 |
| 10-29-2011 | County Championship Varsity Race | Sweeney, Andrew (12) | Rush Henrietta | 16:30.66 | 5:19.6 |
| 10-29-2011 | County Championship Varsity Race | Anvelt, Mike (12) | Sutherland | 16:32.91 | 5:20.3 |
| 10-7-2008 | League Meet Race | Roose, Jordan (12) | Brockport | 16:35 | 5:21.0 |
| 10-5-2016 | League Meet Race | Dellinger, Paul (12) | Brighton | 16:37 | 5:21.6 |
| 10-16-2012 | League Meet Race | Pease, Keith (12) | Athena | 16:38 | 5:21.9 |
| 10-29-2011 | County Championship Varsity Race | Jordon, Travis (12) | Gates Chili | 16:38.95 | 5:22.2 |
| 10-6-2009 | League Meet Race | Rousell, Jared (11) | Thomas | 16:39 | 5:22.3 |
| 10-5-2016 | League Meet Race | Scheg, Jacob (12) | Hilton | 16:39 | 5:22.3 |
| 10-16-2012 | League Meet Race | Scott, Jack (12) | Fairport | 16:45 | 5:24.2 |
| 10-2-2012 | League Meet Race | Ranke, Tyler (11) | Hilton | 16:46 | 5:24.5 |
| 10-6-2009 | League Meet Race | Smolensky, Scotty (11) | Brighton | 16:46 | 5:24.5 |
| 9-17-2013 | League Meet Race | Dyrland, Josh (12) | Irondequoit | 16:47 | 5:24.8 |
| 9-25-2018 | League Meet Non-Divisional Race | Morell, Tom (10) | Mendon | 16:47 | 5:24.8 |
| 9-25-2018 | League Meet Non-Divisional Race | Sullo, Jonathan (10) | Schroeder | 16:47 | 5:24.8 |
| 10-29-2011 | County Championship Varsity Race | Wesley, Jack (10) | Mendon | 16:47.7 | 5:25.1 |
| 10-29-2011 | County Championship Varsity Race | Ranke, Tyler (10) | Hilton | 16:50.37 | 5:25.9 |
| 9-21-2010 | League Meet Race | Erb, M.J. (11) | Victor | 16:51 | 5:26.1 |
| 9-21-2010 | League Meet Race | Gumina, Tyler (12) | Penfield | 16:52 | 5:26.5 |
| 10-16-2012 | League Meet Race | Ronchetti, Will (11) | Brighton | 16:52 | 5:26.5 |
| 10-5-2010 | League Meet Race | Nasello, AJ (12) | Schroeder | 16:54 | 5:27.1 |