| 1 | 7:30.16 | William LongSyosset | Syosset '16 | Saint Anthony's Cross Country Invitational | 2012 |
| 2 | 7:33.69 | Gunnar NolanChaminade | Chaminade '15 | NSCHSAA League Championships | 2011 |
| 3 | 7:34.47 | Jordan AltmanSyosset | Syosset '23 | 49th Saint Anthony's Cross Country Invitational | 2019 |
| 4 | 7:34.91 | Jason LinzerSeaford | Seaford '20 | Suffolk Officials XC Invitational | 2016 |
| 5 | 7:35.65 | Michael GradyEast Meadow | East Meadow '15 | Suffolk Coaches XC Invitational | 2011 |
| 6 | 7:37.04 | Steven DonnellyChaminade | Chaminade '08 | CHSAA XC League Championships | 2004 |
| 7 | 7:38.56 | Charles DonnellyChaminade | Chaminade '08 | CHSAA XC League Championships | 2004 |
| 8 | 7:38.95 | Dimitri BaptisteHewlett | Hewlett '14 | Suffolk Officials XC Invitational | 2010 |
| 9 | 7:39.02 | Michael RaverChaminade | Chaminade '15 | NSCHSAA League Championships | 2011 |
| 10 | 7:42.28 | Thomas SlatteryChaminade | Chaminade '14 | NSCHSAA League Championships | 2010 |
| 11 | 7:43.08 | Sean KellyChaminade | Chaminade '14 | NSCHSAA League Championships | 2010 |
| 12 | 7:44.29 | John KehrliChaminade | Chaminade '19 | NSCHSAA League Championships | 2015 |
| 13 | 7:44.56 | Luke GermanakosLynbrook | Lynbrook '15 | Saint Anthony's Cross Country Invitational | 2011 |
| 14 | 7:45.80 | Evan BradyChaminade | Chaminade '19 | NSCHSAA League Championships | 2015 |
| 15 | 7:47.54 | Daniel MurphyChaminade | Chaminade '15 | NSCHSAA League Championships | 2011 |
| 16 | 7:49.24 | Frank NaudusChaminade | Chaminade '21 | NSCHSAA League Championships | 2017 |
| 17 | 7:50.91 | John WeedValley Stream Central | Valley Stream Central '15 | Suffolk Officials XC Invitational | 2011 |
| 18 | 7:51.40 | Miles ConfortiSyosset | Syosset '16 | Saint Anthony's Cross Country Invitational | 2012 |
| 19 | 7:51.61 | Simon NwanaSyosset | Syosset '14 | Suffolk Coaches XC Invitational | 2010 |
| 20 | 7:51.92 | Seamus O'CallaghanBethpage | Bethpage '20 | NSCHSAA League Championships | 2016 |
| 21 | 7:52.10 | Steven TortoraOyster Bay | Oyster Bay '12 | Bob Pratt Cross Country Invitational | 2008 |
| 22 | 7:52.16 | Logan FrainSyosset | Syosset '20 | Saint Anthony's Cross Country Invitational | 2016 |
| 23 | 7:52.21 | James SariChaminade | Chaminade '14 | NSCHSAA League Championships | 2010 |
| 24 | 7:53.02 | Henry KolyerManhasset | Manhasset '21 | Bob Pratt Cross Country Invitational | 2017 |
| 25 | 7:53.21 | Brandon MirabellaChaminade | Chaminade '16 | Saint Anthony's Cross Country Invitational | 2012 |
| 26 | 7:55.40 | Owen SweeneyChaminade | Chaminade '22 | NSCHSAA League Championships | 2018 |
| 27 | 7:55.74 | Maxwell CollinsChaminade | Chaminade '15 | NSCHSAA League Championships | 2011 |
| 28 | 7:56.80 | Scott HennebergerGarden City | Garden City '20 | Jim Smith Invitational | 2016 |
| 29 | 7:57.57 | Hagen WagnerChaminade | Chaminade '22 | NSCHSAA League Championships | 2018 |
| 30 | 7:58.26 | Liam GraffBaldwin | Baldwin '20 | Bob Pratt Boys Results | |
| 31 | 7:58.64 | Dylan AmbroiseKellenberg | Kellenberg '18 | NSCHSAA League Championships | 2014 |
| 32 | 7:58.82 | Kyle McLeanChaminade | Chaminade '20 | NSCHSAA League Championships | 2016 |
| 33 | 7:59.63 | Chase NolanChaminade | Chaminade '15 | Saint Anthony's Cross Country Invitational | 2011 |
| 34 | 8:00.22 | Mark DeSantisGarden City | Garden City '14 | Suffolk Coaches XC Invitational | 2010 |
| 35 | 8:00.50 | Tim JosephsGarden City | Garden City '15 | Saint Anthony's Cross Country Invitational | 2011 |
| 36 | 8:00.55 | Douglas SternChaminade | Chaminade '20 | NSCHSAA League Championships | 2016 |
| 37 | 8:00.72 | Chucky SkidmoreMepham | Mepham '15 | Saint Anthony's Cross Country Invitational | 2011 |
| 38 | 8:01.28 | Jeremy MartinezKellenberg | Kellenberg '22 | NSCHSAA League Championships | 2018 |
| 39 | 8:01.87 | Jelani JohnsonValley Stream Central | Valley Stream Central '23 | 49th Saint Anthony's Cross Country Invitational | 2019 |
| 40 | 8:02.51 | Adam StruhlSyosset | Syosset '14 | Suffolk Coaches XC Invitational | 2010 |
| 41 | 8:02.54 | Christopher TonnChaminade | Chaminade '08 | CHSAA XC League Championships | 2004 |
| 42 | 8:02.91 | Joshua MichelKellenberg | Kellenberg '19 | NSCHSAA League Championships | 2015 |
| 43 | 8:03.57 | Andrew ShelleyChaminade | Chaminade '15 | Saint Anthony's Cross Country Invitational | 2011 |
| 44 | 8:03.73 | Edward DunckleeChaminade | Chaminade '18 | NSCHSAA League Championships | 2014 |
| 45 | 8:03.87 | Bryan PalazzoloChaminade | Chaminade '16 | NSCHSAA League Championships | 2012 |
| 46 | 8:04.00 | Nicholas DeMeoChaminade | Chaminade '19 | NSCHSAA League Championships | 2015 |
| 47 | 8:04.30 | John RogersChaminade | Chaminade '16 | Suffolk Coaches Invitational | 2012 |
| 48 | 8:04.46 | Brendan NicholsChaminade | Chaminade '19 | NSCHSAA League Championships | 2015 |
| 49 | 8:04.97 | Owen O'DonnellChaminade | Chaminade '22 | NSCHSAA League Championships | 2018 |
| 50 | 8:05.14 | Long WillSyosset | Syosset '16 | Jim Smith Invitational | 2011 |
| 51 | 8:05.58 | Matthew MartenChaminade | Chaminade '22 | Saint Anthony's Cross Country Invitational | 2018 |
| 52 | 8:05.99 | Evan JamesChaminade | Chaminade '22 | Saint Anthony's Cross Country Invitational | 2018 |
| 53 | 8:06.28 | Sean SoriceChaminade | Chaminade '22 | NSCHSAA League Championships | 2018 |
| 54 | 8:06.41 | Malcom DeCollibusChaminade | Chaminade '22 | Saint Anthony's Cross Country Invitational | 2018 |
| 55 | 8:06.49 | Colin FunkPort Washington | Port Washington '22 | Jim Smith Results - Boys | |
| 56 | 8:06.74 | Jack HardyChaminade | Chaminade '18 | NSCHSAA League Championships | 2014 |
| 57 | 8:06.79 | Brian McCaffreyChaminade | Chaminade '16 | NSCHSAA League Championships | 2012 |
| 58 | 8:07.33 | Thomas BurfeindNorth Shore | North Shore '21 | Saint Anthony's Cross Country Invitational | 2017 |
| 59 | 8:07.38 | Edward DaubelChaminade | Chaminade '18 | NSCHSAA League Championships | 2014 |
| 60 | 8:08.43 | Kevin TaylorPort Washington | Port Washington '22 | Jim Smith Results - Boys | |
| 61 | 8:08.66 | Carl PetrucelliChaminade | Chaminade '08 | CHSAA XC League Championships | 2004 |
| 62 | 8:09.16 | Sean McDermottChaminade | Chaminade '21 | NSCHSAA League Championships | 2017 |
| 63 | 8:09.30 | Patrick ConklinChaminade | Chaminade '18 | NSCHSAA League Championships | 2014 |
| 64 | 8:09.50 | Edward DunckleChaminade | Chaminade | Bob Pratt Cross Country Invitational | 2014 |
| 65 | 8:10.50 | Owen CorriganChaminade | Chaminade '16 | NSCHSAA League Championships | 2012 |
| 66 | 8:10.51 | Jack RobbinsSyosset | Syosset '15 | Saint Anthony's Cross Country Invitational | 2011 |
| 67 | 8:10.71 | Flynn GrayChaminade | Chaminade '20 | NSCHSAA League Championships | 2016 |
| 68 | 8:10.83 | Ryan CliffordMacArthur | MacArthur '15 | Suffolk Officials XC Invitational | 2010 |
| 69 | 8:11.37 | John Paul WelchChaminade | Chaminade '16 | NSCHSAA League Championships | 2012 |
| 70 | 8:11.63 | John PhelanChaminade | Chaminade '18 | NSCHSAA League Championships | 2014 |
| 71 | 8:12.28 | Matthew EatonChaminade | Chaminade '18 | NSCHSAA League Championships | 2014 |
| 72 | 8:12.46 | Greg CasoLocust Valley | Locust Valley '14 | Suffolk Officials XC Invitational | 2010 |
| 73 | 8:12.94 | Riley BarnesManhasset | Manhasset '16 | Bob Pratt Cross Country Invitational | 2012 |
| 74 | 8:12.98 | James MoranChaminade | Chaminade '18 | NSCHSAA League Championships | 2014 |
| 75 | 8:14.01 | Elijah YeroushalmiRoslyn | Roslyn '21 | Bob Pratt Cross Country Invitational | 2017 |
| 76 | 8:14.29 | Michael CahillChaminade | Chaminade '21 | NSCHSAA League Championships | 2017 |
| 77 | 8:14.30 | Sourav PandaSyosset | Syosset '16 | Saint Anthony's Cross Country Invitational | 2012 |
| 78 | 8:14.46 | Al MonroeSeaford | Seaford '20 | Suffolk Officials XC Invitational | 2016 |
| 79 | 8:14.95 | Jack WaldmanRoslyn | Roslyn '19 | Suffolk Officials XC Invitational | 2015 |
| 80 | 8:15.05 | Raymond McCuskerChaminade | Chaminade '16 | NSCHSAA League Championships | 2012 |
| 81 | 8:15.09 | Conforti MilesSyosset | Syosset '16 | Saint Anthony's Cross Country Invitational | 2011 |
| 82 | 8:16.09 | Jack BeltGarden City | Garden City '22 | Suffolk Officials XC Invitational | 2018 |
| 83 | 8:16.61 | Timothy MillsChaminade | Chaminade '21 | NSCHSAA League Championships | 2017 |
| 84 | 8:16.64 | Tyler ItalianoSyosset | Syosset '15 | Saint Anthony's Cross Country Invitational | 2011 |
| 85 | 8:16.90 | Harshil PatelHoly Trinity | Holy Trinity '19 | NSCHSAA League Championships | 2015 |
| 86 | 8:17.65 | Aidan SmithMassapequa | Massapequa '16 | Bob Pratt Cross Country Invitational | 2012 |
| 87 | 8:17.70 | Michael TurnerMassapequa | Massapequa '19 | Bob Pratt Cross Country Invitational | 2015 |
| 88 | 8:18.14 | John DighamChaminade | Chaminade | NSCHSAA League Championships | 2014 |
| 89 | 8:18.17 | Paul ChoiEast Meadow | East Meadow '20 | Saint Anthony's Cross Country Invitational | 2016 |
| 90 | 8:18.33 | Alexander MejiaGarden City | Garden City '21 | Bob Pratt Cross Country Invitational | 2017 |
| 91 | 8:18.67 | Daniel BoltjaHoly Trinity | Holy Trinity '14 | NSCHSAA League Championships | 2010 |
| 92 | 8:18.78 | Matthew OwensEast Meadow | East Meadow '20 | Saint Anthony's Cross Country Invitational | 2016 |
| 93 | 8:18.84 | Tristan CossaroChaminade | Chaminade '15 | NSCHSAA League Championships | 2011 |
| 94 | 8:19.22 | Lucas MalleyManhasset | Manhasset '21 | Bob Pratt Cross Country Invitational | 2017 |
| 95 | 8:19.27 | Aidan PotterKellenberg | Kellenberg '20 | NSCHSAA League Championships | 2016 |
| 96 | 8:19.34 | Darius IrajChaminade | Chaminade '15 | NSCHSAA League Championships | 2011 |
| 97 | 8:19.35 | Simon ZengGreat Neck South | Great Neck South '17 | Suffolk Officials XC Invitational | 2012 |
| 98 | 8:19.48 | Sean LuzziChaminade | Chaminade '14 | NSCHSAA League Championships | 2010 |
| 99 | 8:19.79 | Devon MarmoraleOyster Bay | Oyster Bay '18 | Bob Pratt Cross Country Invitational | 2014 |
| 100 | 8:20.04 | Jack ShermanGreat Neck South | Great Neck South '16 | Suffolk Officials XC Invitational | 2012 |
