| 1 | 12:46.57 | Chas WhiteGarden City | Garden City '08 | Saint Anthony's Cross Country Invitational | 2005 |
| 2 | 13:09.22 | Nick FilippazzoWantagh | Wantagh '10 | Saint Anthony's Cross Country Invitational | 2009 |
| 3 | 13:18.75 | Patrick MaloneSyosset | Syosset '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 4 | 13:19.60 | Joseph NassirianManhasset | Manhasset '10 | Saint Anthony's Cross Country Invitational | 2009 |
| 5 | 13:22.30 | Bobby McGetrickCalhoun | Calhoun '10 | Saint Anthony's Cross Country Invitational | 2009 |
| 6 | 13:23.96 | Thomas SlatteryChaminade | Chaminade '14 | NSCHSAA Sophomore Championships | 2011 |
| 7 | 13:24.22 | Tim CampbellCalhoun | Calhoun '11 | Saint Anthony's Cross Country Invitational | 2009 |
| 8 | 13:26.62 | Joseph LasherSeaford | Seaford '10 | Saint Anthony's Cross Country Invitational | 2009 |
| 9 | 13:28.89 | Sean KellyChaminade | Chaminade '14 | NSCHSAA Sophomore Championships | 2011 |
| 10 | 13:33.59 | Shuji KawanoSyosset | Syosset '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 11 | 13:33.62 | Gunnar NolanChaminade | Chaminade '15 | NSCHSAA Sophomore Championships | 2012 |
| 12 | 13:34.96 | Daniel JudgeSouth Side | South Side '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 13 | 13:37.03 | Tim KramerMassapequa | Massapequa '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 14 | 13:37.92 | Kevin HarveyCalhoun | Calhoun '10 | Saint Anthony's Cross Country Invitational | 2009 |
| 15 | 13:40.19 | Michael RaverChaminade | Chaminade '15 | NSCHSAA Sophomore Championships | 2012 |
| 16 | 13:40.84 | Daniel MurphyChaminade | Chaminade '15 | NSCHSAA Sophomore Championships | 2012 |
| 17 | 13:43.39 | David FrankelSyosset | Syosset '08 | Saint Anthony's Cross Country Invitational | 2005 |
| 18 | 13:44.40 | Thomas AwadChaminade | Chaminade '12 | NSCHSAA Sophomore Championships | 2009 |
| 19 | 13:44.92 | James PanettaCalhoun | Calhoun '11 | Saint Anthony's Cross Country Invitational | 2009 |
| 20 | 13:48.59 | Charlie MorrisManhasset | Manhasset '12 | Saint Anthony's Cross Country Invitational | 2009 |
| 21 | 13:49.20 | Brian RileySouth Side | South Side '08 | Saint Anthony's Cross Country Invitational | 2005 |
| 22 | 13:49.41 | Frank NaudusChaminade | Chaminade '21 | NSCHSAA Sophomore Championships | 2018 |
| 23 | 13:53.63 | Matthew SavinoSeaford | Seaford '11 | Saint Anthony's Cross Country Invitational | 2009 |
| 24 | 13:54.33 | Zach PolanSyosset | Syosset '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 25 | 13:54.70 | Patrick LoveManhasset | Manhasset '10 | Saint Anthony's Cross Country Invitational | 2009 |
| 26 | 13:55.82 | Kevin KileyChaminade | Chaminade '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 27 | 13:56.22 | Brendan BrethelLynbrook | Lynbrook '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 28 | 13:56.30 | Jason ZaringhalamMassapequa | Massapequa '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 29 | 13:57.64 | Chris CastellanoWantagh | Wantagh '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 30 | 13:58.94 | Russell LarsonLynbrook | Lynbrook '08 | Saint Anthony's Cross Country Invitational | 2005 |
| 31 | 13:59.51 | Jeff GiordanoMassapequa | Massapequa '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 32 | 13:59.51 | Ethan KoreffWantagh | Wantagh '10 | Saint Anthony's Cross Country Invitational | 2009 |
| 33 | 13:59.85 | Marty EganWantagh | Wantagh '11 | Saint Anthony's Cross Country Invitational | 2009 |
| 34 | 14:00.01 | Jack HardyChaminade | Chaminade '18 | NSCHSAA Sophomore Championships | 2015 |
| 35 | 14:00.05 | Walter MendozaRoslyn | Roslyn '10 | Saint Anthony's Cross Country Invitational | 2009 |
| 36 | 14:00.24 | Dylan AmbroiseKellenberg | Kellenberg '18 | NSCHSAA Sophomore Championships | 2015 |
| 37 | 14:01.42 | Jon HallMepham | Mepham '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 38 | 14:03.20 | Joseph WhiteChaminade | Chaminade '14 | NSCHSAA Sophomore Championships | 2011 |
| 39 | 14:03.45 | William SlatteryChaminade | Chaminade '11 | NSCHSAA Sophomore Championships | 2008 |
| 40 | 14:04.71 | Matthew WoopChaminade | Chaminade '11 | NSCHSAA Sophomore Championships | 2008 |
| 41 | 14:06.38 | George StarkieChaminade | Chaminade '11 | NSCHSAA Sophomore Championships | 2008 |
| 42 | 14:06.68 | Jason LynchLynbrook | Lynbrook '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 43 | 14:06.78 | John KehrliChaminade | Chaminade '19 | NSCHSAA Sophomore Championships | 2016 |
| 44 | 14:06.90 | Michael SullivanMassapequa | Massapequa '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 45 | 14:07.27 | Sean ButlerChaminade | Chaminade '15 | NSCHSAA Sophomore Championships | 2012 |
| 46 | 14:07.44 | Patrick ConklinChaminade | Chaminade '18 | NSCHSAA Sophomore Championships | 2015 |
| 47 | 14:07.94 | Matthew BegrerJFK Bellmore | JFK Bellmore '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 48 | 14:10.06 | Mitchell OstrowJFK Bellmore | JFK Bellmore '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 49 | 14:10.26 | Connor FitzpatrickChaminade | Chaminade '17 | NSCHSAA Sophomore Championships | 2014 |
| 50 | 14:10.41 | Jeremy AbramsSyosset | Syosset '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 51 | 14:10.64 | Giuseppe ChiaraChaminade | Chaminade '14 | NSCHSAA Sophomore Championships | 2011 |
| 52 | 14:11.32 | Dan GennMepham | Mepham '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 53 | 14:13.50 | Kevin BrownHoly Trinity | Holy Trinity '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 54 | 14:13.99 | Russell BrownHoly Trinity | Holy Trinity '10 | Saint Anthony's Cross Country Invitational | 2009 |
| 55 | 14:14.27 | Austin HuminskiOyster Bay | Oyster Bay '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 56 | 14:14.30 | Kevin MartinChaminade | Chaminade '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 57 | 14:15.17 | Harshil PatelHoly Trinity | Holy Trinity '19 | NSCHSAA Sophomore Championships | 2016 |
| 58 | 14:15.82 | Michael YuanSyosset | Syosset '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 59 | 14:15.83 | Cole DoughertyChaminade | Chaminade '18 | NSCHSAA Sophomore Championships | 2015 |
| 60 | 14:17.36 | Dillon SchwartzChaminade | Chaminade '11 | NSCHSAA Sophomore Championships | 2008 |
| 61 | 14:17.41 | Chris KaminskiWantagh | Wantagh '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 62 | 14:17.76 | Nick BalsamoMepham | Mepham '08 | Saint Anthony's Cross Country Invitational | 2005 |
| 63 | 14:18.65 | Kenny WooCalhoun | Calhoun '11 | Saint Anthony's Cross Country Invitational | 2009 |
| 64 | 14:18.79 | Ryan KitchenerCalhoun | Calhoun '10 | Saint Anthony's Cross Country Invitational | 2009 |
| 65 | 14:19.02 | Alex SchifterGreat Neck North | Great Neck North '11 | Saint Anthony's Cross Country Invitational | 2009 |
| 66 | 14:19.21 | John PhelanChaminade | Chaminade '18 | NSCHSAA Sophomore Championships | 2015 |
| 67 | 14:19.36 | Evan BradyChaminade | Chaminade '19 | NSCHSAA Sophomore Championships | 2016 |
| 68 | 14:19.60 | Matt BrennanManhasset | Manhasset '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 69 | 14:19.91 | Christopher StrezelinskiChaminade | Chaminade '17 | NSCHSAA Sophomore Championships | 2014 |
| 70 | 14:20.37 | Thomas DiCamilloHoly Trinity | Holy Trinity '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 71 | 14:20.50 | Michael CahillChaminade | Chaminade '21 | NSCHSAA Sophomore Championships | 2018 |
| 72 | 14:20.97 | Brendan AbramsCalhoun | Calhoun '11 | Saint Anthony's Cross Country Invitational | 2009 |
| 73 | 14:21.21 | Greg WeberWantagh | Wantagh '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 74 | 14:21.41 | Stephen BourguetManhasset | Manhasset '13 | Saint Anthony's Cross Country Invitational | 2009 |
| 75 | 14:22.06 | Lifman ZachJFK Bellmore | JFK Bellmore '11 | Saint Anthony's Cross Country Invitational | 2009 |
| 76 | 14:23.45 | Erik LarsonLynbrook | Lynbrook '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 77 | 14:24.08 | Richard McCarrenSeaford | Seaford '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 78 | 14:24.83 | Jonathan PriceMassapequa | Massapequa '06 | Saint Anthony's Cross Country Invitational | 2005 |
| 79 | 14:25.87 | Daniel FishbeinPlainview Kennedy | Plainview Kennedy '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 80 | 14:26.06 | Matthew EatonChaminade | Chaminade '18 | NSCHSAA Sophomore Championships | 2015 |
| 81 | 14:26.17 | Casey BaderCalhoun | Calhoun '11 | Saint Anthony's Cross Country Invitational | 2009 |
| 82 | 14:26.53 | Dominick BrasielloGlen Cove | Glen Cove '10 | Saint Anthony's Cross Country Invitational | 2009 |
| 83 | 14:27.24 | Nicholas HaileCalhoun | Calhoun '12 | Saint Anthony's Cross Country Invitational | 2009 |
| 84 | 14:28.54 | Mitchell KastoffHewlett | Hewlett '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 85 | 14:29.42 | Pat DugganSouth Side | South Side '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 86 | 14:29.55 | Timothy HutchinsonChaminade | Chaminade '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 87 | 14:30.72 | Steve CelauroOyster Bay | Oyster Bay '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 88 | 14:31.06 | Kyle McLeanChaminade | Chaminade '20 | NSCHSAA Sophomore Championships | 2017 |
| 89 | 14:31.17 | Andrew ChoiManhasset | Manhasset '10 | Saint Anthony's Cross Country Invitational | 2009 |
| 90 | 14:32.53 | Paul RooneyChaminade | Chaminade '11 | NSCHSAA Sophomore Championships | 2008 |
| 91 | 14:32.81 | Nicholas MacalusoCalhoun | Calhoun '11 | Saint Anthony's Cross Country Invitational | 2009 |
| 92 | 14:33.30 | Sean McDermottChaminade | Chaminade '21 | NSCHSAA Sophomore Championships | 2018 |
| 93 | 14:33.95 | Jonathan ThomasManhasset | Manhasset '11 | Saint Anthony's Cross Country Invitational | 2009 |
| 94 | 14:34.95 | Evan ForeroKellenberg | Kellenberg '19 | NSCHSAA Sophomore Championships | 2016 |
| 95 | 14:35.44 | Brendan McGrathChaminade | Chaminade '19 | NSCHSAA Sophomore Championships | 2016 |
| 96 | 14:35.46 | Kevin KellyChaminade | Chaminade '15 | NSCHSAA Sophomore Championships | 2012 |
| 97 | 14:35.47 | Ryan HennessyChaminade | Chaminade '14 | NSCHSAA Sophomore Championships | 2011 |
| 98 | 14:35.73 | Justin RandazzoLynbrook | Lynbrook '10 | Saint Anthony's Cross Country Invitational | 2009 |
| 99 | 14:36.47 | Ryan KellyChaminade | Chaminade '07 | Saint Anthony's Cross Country Invitational | 2005 |
| 100 | 14:37.21 | Brendon HobbesChaminade | Chaminade '19 | NSCHSAA Sophomore Championships | 2016 |
