| 1 | 6:34.00 | Luke ConnollySt. Anthony's | St. Anthony's '21 | NSCHSAA Varsity Spring Track Track & Field Championship | 2021 |
| 2 | 6:46.84 | Aidan BrancaccioSt. Anthony's | St. Anthony's '23 | NSCHSAA Varsity Spring Track Track & Field Championship | 2021 |
| 3 | 6:53.83 | Ric Jehrard AguilarSt. John the Baptist | St. John the Baptist '22 | NSCHSAA Varsity Spring Track Track & Field Championship | 2021 |
| 4 | 7:13.45 | Giovanni PrestipinoSt. Anthony's | St. Anthony's '22 | NSCHSAA Varsity Spring Track Track & Field Championship | 2021 |
| 5 | 9:24.98 | Carlos SantosPatchogue-Medford | Patchogue-Medford '18 | Section XI Boys Division Championships | 2018 |
| 6 | 9:29.32 | Trevor HayesWesthampton Beach | Westhampton Beach '24 | St. Anthony's Invitational | 2024 |
| 7 | 9:29.40 | Brian MichelsPatchogue-Medford | Patchogue-Medford '15 | Saint Anthony's Invitational | 2015 |
| 8 | 9:30.28 | Keith SteinbrecherShoreham-Wading River | Shoreham-Wading River '14 | Section XI Individual Championships | 2014 |
| 9 | 9:30.48 | Nicholas DeFeliceSmithtown West | Smithtown West '19 | 47th Saint Anthony's Invitational | 2018 |
| 10 | 9:32.90 | Jason SantosSmithtown West | Smithtown West '09 | Section XI Individual Championships | 2009 |
| 11 | 9:32.92 | Michael GrabowskiSmithtown West | Smithtown West '17 | Saint Anthony's Invitational | 2016 |
| 12 | 9:32.93 | Jeremy MiekleyMiller Place | Miller Place '14 | Section XI Individual Championships | 2014 |
| 13 | 9:33.51 | Jess Joe AugustineMt. Sinai | Mt. Sinai '24 | Section XI State Qualifier | 2024 |
| 14 | 9:34.55 | Patrick KainSt. John the Baptist | St. John the Baptist '18 | NSCHSAA League Championships | 2016 |
| 15 | 9:35.00 | Jake HenslerSt. Anthony's | St. Anthony's '13 | Stony Brook University - Wolfie Invitational | 2014 |
| 16 | 9:35.15 | Kenneth WalshakSt. Anthony's | St. Anthony's '10 | Saint Anthony's Invitational | 2010 |
| 17 | 9:36.16 | Daniel MartinCommack | Commack '05 | Boys Division Championship Meet | 2005 |
| 18 | 9:37.18 | Jonathan LauerSachem North | Sachem North '17 | Suffolk Coaches Meet | 2016 |
| 19 | 9:37.91 | Nick ShermanHuntington | Huntington '14 | Section XI Individual Championships | 2014 |
| 20 | 9:38.33 | Jake AlbertLindenhurst | Lindenhurst '25 | Section XI State Qualifier | 2024 |
| 21 | 9:38.85 | Erik EngstromEast Hampton | East Hampton '16 | Saint Anthony's Invitational | 2016 |
| 22 | 9:40.00 | Kevin TschirhartNorthport | Northport '05 | Suffolk County Boys | 2004 |
| 23 | 9:40.23 | Frederick BuckholtzSt. Anthony's | St. Anthony's '16 | NSCHSAA League Championships | 2016 |
| 24 | 9:41.45 | Robert CherkisSt. Anthony's | St. Anthony's '09 | NSCHSAA League Championships | 2009 |
| 25 | 9:41.57 | Darian SorouriStony Brook | Stony Brook | Stony Brook University - Wolfie Invitational | 2017 |
| 26 | 9:42.17 | Brendan MartinSmithtown West | Smithtown West '07 | Boys State Meet Results | 2006 |
| 27 | 9:42.32 | Mark ValentinoSmithtown West | Smithtown West '11 | Section XI Individual Championships | 2011 |
| 28 | 9:42.35 | Robert CalamiaSmithtown East | Smithtown East '12 | Section XI Individual Championships | 2011 |
| 29 | 9:42.47 | Daniel CzopCommack | Commack '19 | Section XI Boys Division Championships | 2018 |
| 30 | 9:44.44 | Dylan ManningCommack | Commack '25 | Section XI State Qualifier | 2024 |
| 31 | 9:45.10 | Craig NelsonWest Islip | West Islip '14 | Boys Division Championship Meet | 2014 |
| 32 | 9:46.24 | Joe LivoteKings Park | Kings Park '10 | Section XI Individual Championships | 2009 |
| 33 | 9:46.38 | Chris SwensonBellport | Bellport '14 | Section XI Individual Championships | 2013 |
| 34 | 9:47.18 | James BeaubrunWalt Whitman | Walt Whitman '04 | Section XI Individual Championships | 2004 |
| 35 | 9:47.36 | Matt MurphyConnetquot | Connetquot '06 | Boys State Meet Results | 2006 |
| 36 | 9:47.69 | Luke AlbertLindenhurst | Lindenhurst '27 | Section XI State Qualifer Day 2 | 2026 |
| 37 | 9:47.71 | Michael Ramos CodyMiddle Country | Middle Country '25 | Section XI State Qualifer | 2025 |
| 38 | 9:47.89 | Kevin CawleySmithtown East | Smithtown East '19 | Suffolk Coaches Meet | 2019 |
| 39 | 9:48.34 | Joe RayBayport-Blue Point | Bayport-Blue Point '11 | Saint Anthony's Invitational | 2011 |
| 40 | 9:49.02 | Thomas DilibertoSt. Anthony's | St. Anthony's '12 | Saint Anthony's Invitational | 2012 |
| 41 | 9:49.15 | James JoyWard Melville | Ward Melville '06 | Section XI Division Championships | 2006 |
| 42 | 9:49.46 | Scott NelsonWest Islip | West Islip '14 | Saint Anthony's Invitational | 2014 |
| 43 | 9:50.03 | Zach KrauseConnetquot | Connetquot '11 | Port Jefferson Steeplechase Invitational | 2011 |
| 44 | 9:50.05 | Giovanni SignorettiSmithtown West | Smithtown West '08 | SA Inv results 2 | |
| 45 | 9:50.11 | Wesley MerriwetherCopiague | Copiague '12 | Saint Anthony's Invitational | 2012 |
| 46 | 9:50.33 | Sviatoslav ZalizniakPort Jefferson | Port Jefferson '26 | Section XI State Qualifer | 2025 |
| 47 | 9:50.61 | Jacob KahrsWalt Whitman | Walt Whitman '15 | Section XI State Qualifier Championships | 2015 |
| 48 | 9:50.70 | Daniel BlockSachem North | Sachem North '15 | Section XI State Qualifier Championships | 2015 |
| 49 | 9:51.34 | Luis GermanSouthampton | Southampton '05 | Suffolk County Boys | 2004 |
| 50 | 9:51.45 | Sean NorbergShoreham-Wading River | Shoreham-Wading River '08 | Boys Division Championship Meet | 2008 |
| 51 | 9:51.54 | Brian SmithSt. Anthony's | St. Anthony's '12 | Saint Anthony's Invitational | 2011 |
| 52 | 9:51.74 | Alex KramerNorthport | Northport '13 | Boys Division Championship Meet | 2013 |
| 53 | 9:51.90 | Alex FitzgeraldWard Melville | Ward Melville '13 | Boys Division Championship Meet | 2012 |
| 54 | 9:51.93 | Christian ReedEast Islip | East Islip '10 | Section XI Individual Championships | 2009 |
| 55 | 9:52.49 | Kevin MurraySt. John the Baptist | St. John the Baptist '12 | NSCHSAA League Championships | 2012 |
| 56 | 9:52.54 | Michael CatalanoSmithtown West | Smithtown West '12 | Boys Division Championship Meet | 2012 |
| 57 | 9:53.40 | John KeenanSt. Anthony's | St. Anthony's '05 | Saint Anthony's Invitational | 2005 |
| 58 | 9:53.73 | Owen MurphyKings Park | Kings Park '24 | St. Anthony's Invitational | 2024 |
| 59 | 9:54.42 | Nick TermineNorthport | Northport '14 | Boys Division Championship Meet | 2014 |
| 60 | 9:54.99 | James O'BrienSt. John the Baptist | St. John the Baptist '16 | Stony Brook University - Wolfie Invitational | 2018 |
| 61 | 9:55.51 | James DickinsonNorthport | Northport '13 | Boys Division Championship Meet | 2010 |
| 62 | 9:55.91 | John DiasCentereach | Centereach '07 | Boys SQ Results 2B | 2006 |
| 63 | 9:55.95 | Devin LaudenschlagSt. John the Baptist | St. John the Baptist '16 | Saint Anthony's Invitational | 2016 |
| 64 | 9:57.04 | John AntonacciBayport-Blue Point | Bayport-Blue Point '13 | Section XI Individual Championships | 2010 |
| 65 | 9:57.30 | Michael McCRISTALLHauppauge | Hauppauge '06 | Boys SQ Results 2B | 2006 |
| 66 | 9:57.44 | Evan BloombergNorthport | Northport '09 | Section XI Individual Championships | 2009 |
| 67 | 9:58.35 | James EsernioWard Melville | Ward Melville '15 | Section XI State Qualifier Championships | 2015 |
| 68 | 9:58.71 | Cameron ConeysHarborfields | Harborfields '12 | Boys Division Championship Meet | 2012 |
| 69 | 9:58.79 | Griffin KudlaSt. Anthony's | St. Anthony's '20 | NSCHSAA League Championships | 2018 |
| 70 | 9:59.29 | Matt ZamparielloSt. John the Baptist | St. John the Baptist '11 | NSCHSAA League Championships | 2011 |
| 71 | 9:59.32 | Tom RuppelSachem East | Sachem East '13 | St. Joseph College | 2014 |
| 72 | 9:59.42 | Matthew PatsySachem East | Sachem East '16 | Boys Division Championship Meet | 2015 |
| 73 | 9:59.86 | Joseph KeeganPort Jefferson | Port Jefferson '07 | SA Inv results 2 | |
| 74 | 10:00.02 | Kyle KellyWest Islip | West Islip '16 | Port Jefferson Steeplechase Invitational | 2014 |
| 75 | 10:00.06 | Matthew PenaSachem North | Sachem North '27 | Section XI State Qualifer Day 2 | 2026 |
| 76 | 10:00.20 | Nick BeglaneHauppauge | Hauppauge '16 | Port Jefferson Steeplechase Invitational | 2016 |
| 77 | 10:00.37 | Ryan CorbettEastport-South Manor | Eastport-South Manor '17 | Saint Anthony's Invitational | 2016 |
| 78 | 10:00.40 | Chase MillerWest Islip | West Islip '26 | Section XI State Qualifer Day 2 | 2026 |
| 79 | 10:00.45 | Alex BentoHauppauge | Hauppauge '24 | Section XI State Qualifier | 2024 |
| 80 | 10:00.94 | Tim BrownWard Melville | Ward Melville '25 | Suffolk 1A County Championships | 2025 |
| 81 | 10:01.78 | Jake MoralesSt. John the Baptist | St. John the Baptist '13 | NSCHSAA League Championships | 2013 |
| 82 | 10:01.92 | Zach WilliamsonRocky Point | Rocky Point '06 | Section XI Division Championships | 2006 |
| 83 | 10:02.01 | Kyle WightmanShoreham-Wading River | Shoreham-Wading River '09 | Suffolk Coaches Meet | 2009 |
| 84 | 10:02.55 | Frank SegretoSt. Anthony's | St. Anthony's '12 | NSCHSAA League Championships | 2011 |
| 85 | 10:02.85 | Chris HarveyKings Park | Kings Park '09 | Boys Division Championship Meet | 2009 |
| 86 | 10:02.91 | Daniel FrostSmithtown West | Smithtown West '07 | Section XI Division Championships | 2006 |
| 87 | 10:03.39 | Dylan JungSayville | Sayville '07 | Boys Division Championships 07b | |
| 88 | 10:04.04 | Cooper JanssonWard Melville | Ward Melville '15 | Section XI State Qualifier Championships | 2015 |
| 89 | 10:04.06 | Zachary MalikLongwood | Longwood '14 | Boys Division Championship Meet | 2014 |
| 90 | 10:04.46 | John KaplanBayport-Blue Point | Bayport-Blue Point '14 | Saint Anthony's Invitational | 2014 |
| 91 | 10:04.55 | Joseph ClarkWest Islip | West Islip '08 | Port Jefferson Steeplechase | 2008 |
| 92 | 10:04.90 | Kevin SullivanPort Jefferson | Port Jefferson '10 | Saint Anthony's Invitational | 2009 |
| 93 | 10:05.16 | Nicholas JonesSt. Anthony's | St. Anthony's '07 | SA Inv results 2 | |
| 94 | 10:05.27 | Chris LaucellaWalt Whitman | Walt Whitman '12 | Boys Division Championship Meet | 2012 |
| 95 | 10:05.44 | Joseph LicataNorth Babylon | North Babylon '25 | Suffolk 2A County Championships | 2025 |
| 96 | 10:05.93 | Ronan PollardLindenhurst | Lindenhurst '24 | Section XI State Qualifier | 2024 |
| 97 | 10:06.01 | Sean HallSt. John the Baptist | St. John the Baptist '12 | Saint Anthony's Invitational | 2012 |
| 98 | 10:06.63 | Devin LaudenschlagerSt. John the Baptist | St. John the Baptist '16 | NSCHSAA League Championships | 2015 |
| 99 | 10:06.78 | Justin JulichPort Jefferson | Port Jefferson '16 | Saint Anthony's Invitational | 2015 |
| 100 | 10:06.99 | Jacob OconBayport-Blue Point | Bayport-Blue Point '17 | Section XI State Qualifier Championships | 2015 |
