| 1 | 9:24.39 | Tyler WolfeHuntington | Huntington '14 | NSCHSAA Indoor League Championships | 2014 |
| 2 | 9:24.49 | Michael ReillyWard Melville | Ward Melville '16 | Long Island Elite Track Invitational | 2016 |
| 3 | 9:27.01 | Jake GogartyBay Shore | Bay Shore '24 | Section 11 State Quals | 2024 |
| 4 | 9:28.36 | Jess Joe AugustineMt. Sinai | Mt. Sinai '24 | Section 11 State Quals | 2024 |
| 5 | 9:29.19 | Michael GrabowskiSmithtown West | Smithtown West '17 | Section XI Indoor State Qualifier Meet | 2017 |
| 6 | 9:31.04 | Mike WattsIslip | Islip '14 | Section XI Small School Championships | 2013 |
| 7 | 9:31.06 | Kyle WightmanShoreham-Wading River | Shoreham-Wading River '09 | Section XI Indoor Track & Field State Qualifi | 2009 |
| 8 | 9:31.86 | Daniel ConnellyMount Sinai | Mount Sinai '14 | Indoor Track & Field Championships | 2014 |
| 9 | 9:32.05 | Jack RyanWesthampton Beach | Westhampton Beach '17 | Section XI Indoor State Qualifier Meet | 2017 |
| 10 | 9:32.74 | RJ PleasantsHalf Hollow Hills East | Half Hollow Hills East '19 | Section XI Indoor State Qualifier Meet | 2019 |
| 11 | 9:33.04 | Daniel CzopCommack | Commack '19 | Section XI Indoor State Qualifier Meet | 2019 |
| 12 | 9:33.57 | Kenneth WalshakSt. Anthony's | St. Anthony's '10 | Saint Anthony's Developmental Meet 2 | 2009 |
| 13 | 9:33.62 | Matthew PayampsSt. Anthony's | St. Anthony's '19 | Saint Anthony's Boys - Girls Developmental | 2018 |
| 14 | 9:34.17 | Luke CoulterRiverhead | Riverhead '16 | Section XI Boys Large School Championships | 2016 |
| 15 | 9:34.85 | Kevin CawleySmithtown East | Smithtown East '19 | Section XI Indoor State Qualifier Meet | 2019 |
| 16 | 9:35.17 | Sean O'NeillEastport-South Manor | Eastport-South Manor '24 | Section 11 State Quals | 2024 |
| 17 | 9:36.25 | Frederick BuckholtzSt. Anthony's | St. Anthony's '16 | NSCHSAA Christmas Classic | 2015 |
| 18 | 9:36.25 | Frederick BuckholtSt. Anthony's | St. Anthony's '16 | NSCHSAA Christmas Classic | 2015 |
| 19 | 9:36.68 | Matteo RitieniWard Melville | Ward Melville '27 | Section XI BOYS League 2 Championship | 2026 |
| 20 | 9:37.28 | Gavin EhlersWesthampton Beach | Westhampton Beach '22 | Section XI Boys Small School Championships | 2020 |
| 21 | 9:38.97 | Michael SilveriEastport-South Manor | Eastport-South Manor '21 | Section XI Boys Small School Championships | 2020 |
| 22 | 9:39.32 | Erik EngstromEast Hampton | East Hampton '16 | Section XI Indoor State Qualifier Meet | 2016 |
| 23 | 9:39.93 | Justin AlloneSachem East | Sachem East '18 | Section XI Indoor State Qualifier Meet | 2018 |
| 24 | 9:40.38 | Thomas DilibertoSt. Anthony's | St. Anthony's '12 | NSCHSAA Indoor League Championships | 2011 |
| 25 | 9:42.94 | Patrick KainSt. John the Baptist | St. John the Baptist '18 | NSCHSAA Indoor League Championships | 2016 |
| 26 | 9:43.35 | Paolo FioreSt. John the Baptist | St. John the Baptist '13 | Suffolk Coaches Meet | 2013 |
| 27 | 9:44.61 | Mike BraniganNorthport | Northport '15 | Boys Crossover Meet Large Schools | 2013 |
| 28 | 9:44.67 | Aiden SmythWalt Whitman | Walt Whitman '18 | Section XI Boys Indoor League Championships | 2018 |
| 29 | 9:46.64 | Matthew ViscosiWard Melville | Ward Melville '17 | Section XI Indoor State Qualifier Meet | 2017 |
| 30 | 9:46.88 | Jeff ReyesBay Shore | Bay Shore '16 | Section XI Boys Large School Championships | 2016 |
| 31 | 9:48.60 | Pat O'HeaWard Melville | Ward Melville '11 | Boys Large School Championship Results | 2008 |
| 32 | 9:49.09 | Chase MillerWest Islip | West Islip '26 | Section XI State Qualifer Meet Day 1 | 2026 |
| 33 | 9:49.87 | Brendan DearieSt. Anthony's | St. Anthony's '19 | NSCHSAA Indoor League Championships | 2018 |
| 34 | 9:50.55 | Ryan DearieSt. Anthony's | St. Anthony's '16 | Saint Anthony's Boys - Girls Developmental | 2015 |
| 35 | 9:51.19 | Kevin KreiderSt. Anthony's | St. Anthony's '12 | NSCHSAA Indoor League Championships | 2011 |
| 36 | 9:51.91 | Jack McGlincheySachem North | Sachem North '17 | Section XI Boys Large School Championships | 2017 |
| 37 | 9:52.58 | Jake MoralesSt. John the Baptist | St. John the Baptist '13 | Suffolk Coaches Meet | 2013 |
| 38 | 9:52.84 | Jeffrey ReyesBay Shore | Bay Shore '16 | Section XI Boys Crossover E | 2015 |
| 39 | 9:53.27 | Evan AttrinoDeer Park | Deer Park '24 | Section 11 State Quals | 2024 |
| 40 | 9:53.34 | Paul ZornEastport-South Manor | Eastport-South Manor '25 | BOYS League 3 Championshp Meet | 2025 |
| 41 | 9:53.49 | Justin AlbaneseEastport-South Manor | Eastport-South Manor '25 | BOYS League 3 Championshp Meet | 2025 |
| 42 | 9:53.74 | Devin LaudenschlagSt. John the Baptist | St. John the Baptist '16 | NSCHSAA Christmas Classic | 2015 |
| 43 | 9:53.76 | Evan AthertonNorthport | Northport '17 | Section XI Boys Large School Championships | 2017 |
| 44 | 9:53.79 | Chase DevineWalt Whitman | Walt Whitman '28 | Section XI BOYS League 1 Championship | 2026 |
| 45 | 9:53.90 | Nick BeglaneHauppauge | Hauppauge '16 | Section XI Boys Last Chance Meet | 2016 |
| 46 | 9:54.27 | Nicholas JonesSt. Anthony's | St. Anthony's '07 | CHSAA SEctional Heats & Flights | 2007 |
| 47 | 9:54.29 | Christian BerberichSachem East | Sachem East '20 | Section XI Boys Large School Championships | 2019 |
| 48 | 9:54.43 | Matthew KatzHarborfields | Harborfields '17 | Section XI Boys Small School Championships | 2017 |
| 49 | 9:54.70 | Christopher TibbettsSachem North | Sachem North '17 | Section XI Boys Indoor League Championships | 2017 |
| 50 | 9:54.76 | Aidan HealySt. John the Baptist | St. John the Baptist '18 | NSCHSAA Indoor League Championships | 2018 |
| 51 | 9:54.82 | Brandon GeurreraSachem East | Sachem East '17 | Boys Crossover Meet E | 2017 |
| 52 | 9:55.20 | Geoff EngelMiller Place | Miller Place '09 | Section XI Boys Track Classic | 2009 |
| 53 | 9:55.52 | Brian WindischWalt Whitman | Walt Whitman '13 | Suffolk Coaches Meet | 2013 |
| 54 | 9:56.14 | Chris NienburgWard Melville | Ward Melville '19 | Section XI Indoor State Qualifier Meet | 2018 |
| 55 | 9:56.22 | Thomas FlynnSt. Anthony's | St. Anthony's '11 | Saint Anthony's Developmental Meet 3 | 2010 |
| 56 | 9:56.43 | Luke NeilsonKings Park | Kings Park '20 | Section XI Boys Last Chance Meet | 2020 |
| 57 | 9:56.77 | Noah MetzlerMount Sinai | Mount Sinai '20 | Section XI Boys Small School Championships | 2020 |
| 58 | 9:56.97 | Marius SidlauskasSmithtown East | Smithtown East '17 | Boys Crossover Meet D | 2016 |
| 59 | 9:57.71 | Jasper SamuelsonEast Hampton | East Hampton '28 | Section XI BOYS League 4 Championship | 2026 |
| 60 | 9:57.89 | Joseph LicataNorth Babylon | North Babylon '25 | BOYS Coaches Classic | 2025 |
| 61 | 9:57.90 | Craig DianaWalt Whitman | Walt Whitman '09 | Boys Large School Championship Results | 2008 |
| 62 | 9:58.04 | Adam ZelinShoreham-Wading River | Shoreham-Wading River '20 | Section XI Boys Indoor League Championships | 2018 |
| 63 | 9:58.28 | Grant SamaraPort Jefferson | Port Jefferson '21 | Section XI Boys Small School Championships | 2020 |
| 64 | 9:58.57 | Alexander Garcia RSt. Anthony's | St. Anthony's '15 | NSCHSAA Indoor League Championships | 2015 |
| 65 | 9:58.73 | Patrick MurphySt. Anthony's | St. Anthony's '10 | Saint Anthony's Developmental Meet 1 | 2009 |
| 66 | 9:58.78 | Skyler LattucaLongwood | Longwood '17 | Saint Anthony's Boys - Girls Developmental | 2015 |
| 67 | 9:58.84 | Gary MuranoEastport-South Manor | Eastport-South Manor '13 | Section XI Small School Championships | 2012 |
| 68 | 9:58.91 | Jason GibbonsNorthport | Northport '19 | Section XI Indoor State Qualifier Meet | 2019 |
| 69 | 9:59.01 | Brayden VassilasSmithtown West | Smithtown West '20 | Section XI Boys Large School Championships | 2019 |
| 70 | 9:59.10 | Michael MauroBay Shore | Bay Shore '10 | Boys League Championships - 1/24/2009 Boys League Championships | 2009 |
| 71 | 9:59.17 | Michael CustanceCommack | Commack '12 | Section XI Large School Championships | 2012 |
| 72 | 9:59.37 | Andrew KeresztesPort Jefferson | Port Jefferson '12 | Boys Crossover Meet C | 2011 |
| 73 | 9:59.91 | Evan LevineNorthport | Northport '27 | BOYS League Championships 2 | 2025 |
| 74 | 9:59.92 | Michael DiSalvoKings Park | Kings Park '19 | Section XI Boys Indoor League Championships | 2019 |
| 75 | 10:00.31 | Brendan WardSmithtown East | Smithtown East '08 | Boys Large School Championship Results | 2008 |
| 76 | 10:00.40 | Christian BerberiSachem East | Sachem East '20 | Section XI Boys Indoor League Championships | 2020 |
| 77 | 10:00.41 | John O'ConnellSt. John the Baptist | St. John the Baptist '20 | NSCHSAA Indoor League Championships | 2020 |
| 78 | 10:00.63 | Ermel BautistaWesthampton Beach | Westhampton Beach '20 | Section XI Boys Indoor League Championships | 2020 |
| 79 | 10:00.99 | Jerrson TorresSachem East | Sachem East '12 | Boys Crossover Meet E | 2012 |
| 80 | 10:01.05 | Thomas RasconaSachem East | Sachem East '14 | Boys Crossover Meet E | 2012 |
| 81 | 10:01.12 | Justin MacariSmithtown East | Smithtown East '13 | Section XI Boys Indoor League Championships | 2013 |
| 82 | 10:01.21 | Matthew AlianoSachem North | Sachem North '19 | Section XI Indoor State Qualifier Meet | 2019 |
| 83 | 10:01.29 | Blake BuscemiMiller Place | Miller Place '21 | Section XI Boys Crossover A | 2019 |
| 84 | 10:01.67 | Daniel SabiaSmithtown West | Smithtown West '20 | Section XI Boys Indoor League Championships | 2020 |
| 85 | 10:02.06 | John BarrySayville | Sayville '28 | Section XI BOYS League 4 Championship | 2026 |
| 86 | 10:02.06 | Steven BeyerBayport-Blue Point | Bayport-Blue Point '17 | Section XI Boys Small School Championships | 2017 |
| 87 | 10:02.07 | Sean FitzgeraldSt. Anthony's | St. Anthony's '13 | NSCHSAA Christmas Classic | 2012 |
| 88 | 10:02.49 | Frank SegretoSt. Anthony's | St. Anthony's '12 | Saint Anthony's Boys Developmental Meet C | 2011 |
| 89 | 10:02.63 | Robert VetriBayport-Blue Point | Bayport-Blue Point '13 | Section XI Boys Indoor League Championships | 2012 |
| 90 | 10:02.89 | Austin WeferEastport-South Manor | Eastport-South Manor '22 | Section XI Boys Small School Championships | 2020 |
| 91 | 10:03.15 | Matthew GrossiSayville | Sayville '20 | Section XI Boys Small School Championships | 2020 |
| 92 | 10:03.19 | Griffin TuckerNorthport | Northport '27 | Section XI BOYS Large School County Championships | 2026 |
| 93 | 10:03.22 | Christian WelchWard Melville | Ward Melville '13 | Suffolk Coaches Meet | 2013 |
| 94 | 10:03.25 | William ReedEast Islip | East Islip '16 | Section XI Boys Crossover E | 2015 |
| 95 | 10:03.82 | Terence McElhattonHalf Hollow Hills West | Half Hollow Hills West '10 | 2009 NSCHSAA Christmas Classic | 2009 |
| 96 | 10:03.83 | Ronan PollardLindenhurst | Lindenhurst '24 | Section 11 State Quals | 2024 |
| 97 | 10:04.07 | Kyle O'BrienHuntington | Huntington '16 | Section XI Boys Small School Championships | 2016 |
| 98 | 10:04.18 | Douglas MullenKings Park | Kings Park '17 | Boys Crossover Meet E | 2016 |
| 99 | 10:04.26 | Matthew KellerEastport-South Manor | Eastport-South Manor '27 | Section XI BOYS League 4 Championship | 2026 |
| 100 | 10:04.90 | Brian MichelsPatchogue-Medford | Patchogue-Medford '15 | Section XI Boys Crossover D | 2015 |
