| Date | Type | Name [last, first, grade] | School | Time | Avg/Mile |
| 10-28-2017 | County Championship Race | Lawler, Nathan (12) | Mendon | 14:57.8 | 4:49.6 |
| 10-29-2016 | County Championship Race | Lawler, Nathan (11) | Mendon | 15:08.8 | 4:53.2 |
| 10-26-2019 | County Championship Race | Lawler, Sam (12) | Mendon | 15:13.1 | 4:54.5 |
| 10-29-2016 | County Championship Race | Dellinger, Paul (12) | Brighton | 15:24.9 | 4:58.4 |
| 10-27-2018 | County Championship Varsity Race | Lawler, Sam (11) | Mendon | 15:25.3 | 4:58.5 |
| 10-27-2018 | County Championship Varsity Race | Henretta, Sean (12) | Fairport | 15:26.4 | 4:58.8 |
| 10-28-2017 | County Championship Race | Senall, Tyler (12) | Penfield | 15:27.1 | 4:59.1 |
| 10-31-2015 | County Championship Varsity Race | Lawler, Nathan (10) | Mendon | 15:27.2 | 4:59.1 |
| 10-28-2017 | County Championship Race | Gleason, Payton (12) | Churchville Chili | 15:28.2 | 4:59.4 |
| 10-26-2019 | County Championship Race | Ruder, Kaelen (11) | Fairport | 15:35.2 | 5:01.7 |
| 10-27-2018 | County Championship Varsity Race | Thompson, Ryan (12) | Irondequoit | 15:36.6 | 5:02.1 |
| 10-26-2013 | County Championship Varsity Race | Dyrland, Josh (12) | Irondequoit | 15:36.7 | 5:02.2 |
| 10-26-2019 | County Championship Race | McMullen, Matt (12) | Canandaigua | 15:40 | 5:03.2 |
| 10-28-2017 | County Championship Race | Henretta, Sean (11) | Fairport | 15:40.1 | 5:03.3 |
| 10-27-2012 | County Championship Varsity Race | Ranke, Tyler (11) | Hilton | 15:41 | 5:03.5 |
| 10-29-2016 | County Championship Race | Rouhana, Majd (11) | Fairport | 15:42.9 | 5:04.2 |
| 10-28-2017 | County Championship Race | Lawler, Sam (10) | Mendon | 15:44.5 | 5:04.7 |
| 10-28-2017 | County Championship Race | Rouhana, Majd (12) | Fairport | 15:44.5 | 5:04.7 |
| 10-31-2015 | County Championship Varsity Race | Dellinger, Paul (11) | Brighton | 15:44.8 | 5:04.8 |
| 10-28-2017 | County Championship Race | Pease, Shane (12) | Athena | 15:46.5 | 5:05.3 |
| 10-26-2019 | County Championship Race | Bauman, Nicholas (12) | Irondequoit | 15:47.3 | 5:05.6 |
| 10-27-2018 | County Championship Varsity Race | Kostarellis, Peter (12) | Churchville Chili | 15:47.7 | 5:05.7 |
| 10-28-2017 | County Championship Race | Andrews, Nicholas (11) | Brockport | 15:47.8 | 5:05.7 |
| 10-27-2018 | County Championship Varsity Race | DeRomanis, Kyle (12) | Churchville Chili | 15:47.9 | 5:05.8 |
| 10-27-2012 | County Championship Varsity Race | Dyrland, Josh (11) | Irondequoit | 15:48 | 5:05.8 |