| 1 | 3:44.64 | Eric SpeakmanStony Brook | Stony Brook | Stony Brook University - Wolfie Invitational | 2015 |
| 2 | 3:55.82 | Tyler KeysShoreham-Wading River | Shoreham-Wading River '12 | Stony Brook University - Wolfie Invitational | 2014 |
| 3 | 3:56.42 | Kyle KellyWest Islip | West Islip '16 | Stony Brook University - Wolfie Invitational | 2018 |
| 4 | 3:57.41 | James SnakSmithtown West | Smithtown West '10 | Stony Brook University - Wolfie Invitational | 2014 |
| 5 | 3:57.56 | Vann MoffettStony Brook | Stony Brook | Stony Brook University - Wolfie Invitational | 2018 |
| 6 | 3:59.20 | Matthew LeeStony Brook | Stony Brook | Stony Brook University - Wolfie Invitational | 2015 |
| 7 | 3:59.60 | Thomas WimmersStony Brook | Stony Brook | Stony Brook University - Wolfie Invitational | 2015 |
| 8 | 3:59.93 | Andrew BearklandStony Brook | Stony Brook | Stony Brook University - Wolfie Invitational | 2018 |
| 9 | 4:00.97 | Matthew WhalenSmithtown East | Smithtown East '15 | Stony Brook University - Wolfie Invitational | 2018 |
| 10 | 4:01.12 | Chris BiondiStony Brook | Stony Brook | Stony Brook University - Wolfie Invitational | 2017 |
| 11 | 4:01.28 | Ryan KutchSt. Anthony's | St. Anthony's '16 | Stony Brook University - Wolfie Invitational | 2017 |
| 12 | 4:01.68 | Joseph ClarkWest Islip | West Islip '08 | Stony Brook University - Wolfie Invitational | 2016 |
| 13 | 4:02.90 | Darian SorouriStony Brook | Stony Brook | Stony Brook University Season Opener | 2017 |
| 14 | 4:03.36 | Alexander GiffordStony Brook | Stony Brook | Stony Brook University - Wolfie Invitational | 2015 |
| 15 | 4:04.78 | Jayson HinesStony Brook | Stony Brook | Stony Brook University - Wolfie Invitational | 2018 |
| 16 | 4:06.05 | Michael WattsStony Brook | Stony Brook | Stony Brook University Spring Opener | 2015 |
| 17 | 4:06.99 | Sam KimmeyStony Brook | Stony Brook | Stony Brook University - Wolfie Invitational | 2014 |
| 18 | 4:07.70 | Chris SauerStony Brook | Stony Brook | Stony Brook University - Wolfie Invitational | 2014 |
| 19 | 4:08.87 | Sean SullivanSt. John the Baptist | St. John the Baptist '13 | Stony Brook University - Wolfie Invitational | 2017 |
| 20 | 4:08.95 | Michael O'LearySt. Anthony's | St. Anthony's '15 | Stony Brook University Season Opener | 2017 |
| 21 | 4:09.14 | Derek PalafoxBellport | Bellport '12 | Suffolk Officials Meet | 2011 |
| 22 | 4:09.17 | Ryan DearieSt. Anthony's | St. Anthony's '16 | Stony Brook University Season Opener | 2017 |
| 23 | 4:10.68 | Michael MauroBay Shore | Bay Shore '10 | Suffolk Officials Meet | 2010 |
| 24 | 4:12.36 | Cole ContePort Jefferson | Port Jefferson '12 | Suffolk Officials Meet | 2011 |
| 25 | 4:12.62 | John LeeShoreham-Wading River | Shoreham-Wading River '12 | Suffolk Officials Meet | 2011 |
| 26 | 4:12.90 | Ryan CorbettEastport-South Manor | Eastport-South Manor '17 | Stony Brook University - Wolfie Invitational | 2018 |
| 27 | 4:14.37 | Eamonn BeersSt. Anthony's | St. Anthony's '15 | Stony Brook University - Wolfie Invitational | 2017 |
| 28 | 4:14.49 | John AhernEast Islip | East Islip '08 | Farmingdale State College Invitational | 2010 |
| 29 | 4:14.99 | Jerome VessichioRocky Point | Rocky Point '15 | Stony Brook University - Wolfie Invitational | 2016 |
| 30 | 4:15.04 | Donato GeraciLongwood | Longwood '11 | Suffolk Officials Meet | 2010 |
| 31 | 4:15.23 | Brian WersanSachem North | Sachem North '10 | St. Joseph College | 2014 |
| 32 | 4:15.76 | Patrick GintySmithtown East | Smithtown East '13 | Stony Brook University - Wolfie Invitational | 2014 |
| 33 | 4:15.84 | Brandon GuerreraSachem East | Sachem East '17 | Skyline Conference Track & Field Championships | 2021 |
| 34 | 4:16.65 | Brendan SullivanLindenhurst | Lindenhurst '13 | Stony Brook University Spring Opener | 2015 |
| 35 | 4:16.97 | Peter SanderStony Brook | Stony Brook | Stony Brook University Spring Opener | 2014 |
| 36 | 4:16.99 | Brian TownsendWard Melville | Ward Melville '08 | Stony Brook University Track & Field Invitati | 2012 |
| 37 | 4:17.27 | Connor DolanSachem North | Sachem North '10 | Suffolk Officials Meet | 2010 |
| 38 | 4:17.73 | James BurkePort Jefferson | Port Jefferson '15 | Suffolk Officials Meet | 2011 |
| 39 | 4:17.79 | Tom RuppelSachem East | Sachem East '13 | St. Joseph's College Track & Field Invitational | 2015 |
| 40 | 4:18.13 | Justin RajabLongwood | Longwood '20 | Stony Brook Snowflake Classic | 2022 |
| 41 | 4:18.15 | Thomas MullallyWilliam Floyd | William Floyd '12 | Stony Brook University Spring Opener | 2014 |
| 42 | 4:18.44 | James GladyszShoreham-Wading River | Shoreham-Wading River '09 | Farmingdale State College Invitational | 2010 |
| 43 | 4:18.50 | Sean DalyLindenhurst | Lindenhurst '08 | Farmingdale State College Invitational | 2010 |
| 44 | 4:19.17 | Kevin SullivanPort Jefferson | Port Jefferson '10 | Suffolk Officials Meet | 2010 |
| 45 | 4:19.40 | Nick HirdtMiller Place | Miller Place '13 | Suffolk Officials Meet | 2011 |
| 46 | 4:20.09 | Adam LaFeminaBayport-Blue Point | Bayport-Blue Point '13 | Suffolk Officials Meet | 2011 |
| 47 | 4:20.25 | Eric HaunBayport-Blue Point | Bayport-Blue Point '08 | Farmingdale State College Invitational | 2010 |
| 48 | 4:20.68 | Thomas NewhamPatchogue-Medford | Patchogue-Medford '17 | Skyline Track & Field Championships | 2018 |
| 49 | 4:21.63 | Dylan MageeRocky Point | Rocky Point '13 | Stony Brook University Spring Opener | 2014 |
| 50 | 4:22.06 | Brandon CamenzuliSt. John the Baptist | St. John the Baptist '11 | Suffolk Officials Meet | 2010 |
| 51 | 4:23.33 | Eric HeinzHuntington | Huntington '27 | Section XI State Qualifer | 2025 |
| 52 | 4:23.42 | Ryan ColabellaHauppauge | Hauppauge '12 | Suffolk Officials Meet | 2010 |
| 53 | 4:23.50 | Kenneth BarrettEastport-South Manor | Eastport-South Manor | Skyline Conference Track & Field Championships | 2021 |
| 54 | 4:24.11 | Alex BoccardHarborfields | Harborfields '10 | Suffolk Officials Meet | 2010 |
| 55 | 4:24.59 | Paolo FioreSt. John the Baptist | St. John the Baptist '13 | Suffolk Officials Meet | 2011 |
| 56 | 4:24.94 | Jonathan AfanadorPatchogue-Medford | Patchogue-Medford '09 | St. Joseph College | 2014 |
| 57 | 4:25.40 | Joseph KeaneSt. Anthony's | St. Anthony's '15 | Stony Brook University - Wolfie Invitational | 2016 |
| 58 | 4:25.58 | Chase DavisPort Jefferson | Port Jefferson '26 | Suffolk 4B County Championships | 2025 |
| 59 | 4:25.70 | Fernando PadillaConnetquot | Connetquot | Section XI State Qualifer | 2025 |
| 60 | 4:25.87 | Chris PohlotShoreham-Wading River | Shoreham-Wading River '11 | Suffolk Officials Meet | 2010 |
| 61 | 4:26.60 | Robert FestaNorth Babylon | North Babylon '11 | Coach Omeltchenko Open | 2014 |
| 62 | 4:26.66 | Anthony AromoloJohn Glenn | John Glenn '17 | Skyline Track & Field Championships | 2018 |
| 63 | 4:27.04 | Andrew KeresztesPort Jefferson | Port Jefferson '12 | Suffolk Officials Meet | 2010 |
| 64 | 4:27.56 | Zachary CammerWalt Whitman | Walt Whitman '13 | Suffolk Officials Meet | 2010 |
| 65 | 4:27.95 | Nick JulianoMiller Place | Miller Place '12 | Suffolk Officials Meet | 2010 |
| 66 | 4:28.21 | Robert ChallenorSt. John the Baptist | St. John the Baptist '13 | Suffolk Officials Meet | 2011 |
| 67 | 4:28.29 | Patrick CummingsWalt Whitman | Walt Whitman '12 | Suffolk Officials Meet | 2010 |
| 68 | 4:28.41 | Robert CalamiaSmithtown East | Smithtown East '12 | Suffolk Officials Meet | 2010 |
| 69 | 4:28.68 | Andrew FreedmanHalf Hollow Hills East | Half Hollow Hills East '14 | Suffolk Officials Meet | 2011 |
| 70 | 4:29.00 | Brian WindischWalt Whitman | Walt Whitman '13 | Suffolk Officials Meet | 2010 |
| 71 | 4:29.15 | Daniel PaganCommack | Commack | Section XI State Qualifier | 2024 |
| 72 | 4:29.37 | Jimmy HamiltonSt. John the Baptist | St. John the Baptist '13 | Suffolk Officials Meet | 2011 |
| 73 | 4:30.99 | James DickinsonNorthport | Northport '13 | Suffolk Officials Meet | 2010 |
| 74 | 4:31.17 | Anthony GalvanRiverhead | Riverhead '13 | Suffolk Officials Meet | 2011 |
| 75 | 4:31.20 | Michael DamatoWalt Whitman | Walt Whitman '13 | Suffolk Officials Meet | 2010 |
| 76 | 4:32.34 | Tyler WolfeHuntington | Huntington '14 | Suffolk Officials Meet | 2010 |
| 77 | 4:33.00 | Forest GilbakianWesthampton Beach | Westhampton Beach '11 | Suffolk Officials Meet | 2010 |
| 78 | 4:33.37 | Jeremy WarnerRiverhead | Riverhead '11 | Suffolk Officials Meet | 2011 |
| 79 | 4:34.16 | Oliver PhilogeneLongwood | Longwood '12 | Suffolk Officials Meet | 2010 |
| 80 | 4:34.23 | Shane MartensenEast Islip | East Islip '13 | Suffolk Officials Meet | 2011 |
| 81 | 4:34.25 | Christian RojasSt. John the Baptist | St. John the Baptist '11 | Suffolk Officials Meet | 2010 |
| 82 | 4:35.31 | Alexander CampanelliMt. Sinai | Mt. Sinai | Suffolk D County Championships | 2026 |
| 83 | 4:35.58 | Jack KellyShoreham-Wading River | Shoreham-Wading River '14 | Suffolk Officials Meet | 2011 |
| 84 | 4:35.98 | Robert KellyConnetquot | Connetquot '13 | Suffolk Officials Meet | 2010 |
| 85 | 4:36.01 | Dylan McAllisterWesthampton Beach | Westhampton Beach '12 | Suffolk Officials Meet | 2010 |
| 86 | 4:36.32 | Alex HarveyKings Park | Kings Park '14 | Suffolk Officials Meet | 2011 |
| 87 | 4:36.93 | Max BergerHalf Hollow Hills West | Half Hollow Hills West '13 | Suffolk Officials Meet | 2011 |
| 88 | 4:36.99 | Brett CondosRocky Point | Rocky Point | Section XI County 3A Championships 2024 | 2024 |
| 89 | 4:37.29 | Liam O'NeilSouthold | Southold '27 | Section XI State Qualifer Day 2 | 2026 |
| 90 | 4:37.80 | Andrew GruberHalf Hollow Hills East | Half Hollow Hills East '13 | Suffolk Officials Meet | 2011 |
| 91 | 4:37.94 | Ryan McGlynnBellport | Bellport '12 | Suffolk Officials Meet | 2010 |
| 92 | 4:38.40 | Klay FitzgeraldHalf Hollow Hills West | Half Hollow Hills West '13 | Suffolk Officials Meet | 2011 |
| 93 | 4:39.09 | Cameron ConeysHarborfields | Harborfields '12 | Suffolk Officials Meet | 2010 |
| 94 | 4:39.33 | Ryan AckermanHuntington | Huntington '12 | Suffolk Officials Meet | 2010 |
| 95 | 4:39.66 | Kyle LopesSt. Anthony's | St. Anthony's '14 | Stony Brook University Spring Opener | 2015 |
| 96 | 4:40.04 | Jack CekadaCommack | Commack '27 | Commack Invitational | 2026 |
| 97 | 4:40.09 | Edward GibbonsBellport | Bellport '12 | Suffolk Officials Meet | 2010 |
| 98 | 4:40.13 | Andrew SchaeferDeer Park | Deer Park '14 | Suffolk Officials Meet | 2011 |
| 99 | 4:40.24 | Alex BarryHalf Hollow Hills East | Half Hollow Hills East '13 | Suffolk Officials Meet | 2011 |
| 100 | 4:40.28 | Greg RachmanJohn Glenn | John Glenn '12 | Skyline Track & Field Championships | 2018 |
