| 1 | 4:11.82 | James BurkePort Jefferson | Port Jefferson '15 | Indoor Track & Field Championships | 2014 |
| 2 | 4:17.69 | Patrick TuckerSt. Anthony's | St. Anthony's '15 | Long Island Elite Track Invitational | 2014 |
| 3 | 4:21.09 | Andrew SenfWard Melville | Ward Melville '27 | Section XI State Qualifer Meet Day 2 | 2026 |
| 4 | 4:21.36 | Dylan WalshSayville | Sayville '26 | Section XI State Qualifer Meet Day 2 | 2026 |
| 5 | 4:23.92 | Christopher TibbettsSachem North | Sachem North '17 | Long Island Elite Track Invitational | 2017 |
| 6 | 4:25.10 | Nicholas PanziniSt. Anthony's | St. Anthony's '07 | CHSAA SEctional Heats & Flights | 2007 |
| 7 | 4:25.22 | Andrew KeresztesPort Jefferson | Port Jefferson '12 | 66th Suffolk County Relays | 2011 |
| 8 | 4:25.34 | Marius SidlauskasSmithtown East | Smithtown East '17 | Section XI Boys Large School Championships | 2017 |
| 9 | 4:25.65 | Patrick GintySmithtown East | Smithtown East '13 | 86th Annual CHSAA Championships | 2013 |
| 10 | 4:25.78 | Michael GrabowskiSmithtown West | Smithtown West '17 | Section XI Boys Large School Championships | 2017 |
| 11 | 4:26.02 | Brian LiebowitzWard Melville | Ward Melville '24 | Section 11 State Quals | 2024 |
| 12 | 4:26.47 | Jeff ReyesBay Shore | Bay Shore '16 | Long Island Elite Track Invitational | 2016 |
| 13 | 4:26.80 | Erik EngstromEast Hampton | East Hampton '16 | Long Island Elite Track Invitational | 2016 |
| 14 | 4:27.51 | Brendan MurphyMiller Place | Miller Place '17 | Section XI Indoor State Qualifier Meet | 2016 |
| 15 | 4:27.59 | Justin LeopoldNorthport | Northport '14 | Suffolk Officials Meet | 2013 |
| 16 | 4:28.10 | Frederick BuckholtzSt. Anthony's | St. Anthony's '16 | NSCHSAA Indoor League Championships | 2016 |
| 17 | 4:28.41 | Jacob KahrsWalt Whitman | Walt Whitman '15 | Section XI Indoor State Qualifier Meet | 2015 |
| 18 | 4:28.66 | Brandon GeurreraSachem East | Sachem East '17 | Section XI Boys Large School Championships | 2017 |
| 19 | 4:28.79 | Matthew KatzHarborfields | Harborfields '17 | Section XI Indoor State Qualifier Meet | 2017 |
| 20 | 4:29.19 | Alex WalshCommack | Commack '24 | Section 11 State Quals | 2024 |
| 21 | 4:29.47 | Matthew BlauveltSmithtown East | Smithtown East '17 | Section XI Boys Large School Championships | 2017 |
| 22 | 4:29.85 | Stephen FoppianoWest Islip | West Islip '11 | 66th Suffolk County Relays | 2011 |
| 23 | 4:30.43 | Dom CostanzoConnetquot | Connetquot '11 | 66th Suffolk County Relays | 2011 |
| 24 | 4:30.88 | John McMullinSt. Anthony's | St. Anthony's '14 | Suffolk Officials Meet | 2013 |
| 25 | 4:30.90 | Timothy KeeganSt. Anthony's | St. Anthony's '07 | NSCHSAA Indoor League Champs | 2007 |
| 26 | 4:31.31 | Matt MacholzNorthport | Northport '14 | Suffolk Officials Meet | 2013 |
| 27 | 4:31.57 | Jake MoralesSt. John the Baptist | St. John the Baptist '13 | Suffolk Officials Meet | 2013 |
| 28 | 4:31.73 | Michael SilveriEastport-South Manor | Eastport-South Manor '21 | Section XI Indoor State Qualifier Meet | 2019 |
| 29 | 4:31.74 | Blake BuscemiMiller Place | Miller Place '21 | Section XI Boys Small School Championships | 2020 |
| 30 | 4:31.85 | Matthew TaddeoSt. Anthony's | St. Anthony's '13 | Suffolk Officials Meet | 2013 |
| 31 | 4:31.92 | Frank SegretoSt. Anthony's | St. Anthony's '12 | NSCHSAA Indoor League Championships | 2011 |
| 32 | 4:31.92 | Ronny CavaliereHauppauge | Hauppauge '13 | Section XI Small School Championships | 2013 |
| 33 | 4:32.00 | Devin LaudenschlagSt. John the Baptist | St. John the Baptist '16 | Saint Anthony's Boys - Girls Developmental | 2016 |
| 34 | 4:32.17 | Gavin EhlersWesthampton Beach | Westhampton Beach '22 | Section XI Indoor State Qualifier Meet | 2019 |
| 35 | 4:32.52 | Glen PinkavaWard Melville | Ward Melville '17 | Section XI Indoor State Qualifier Meet | 2017 |
| 36 | 4:32.55 | Christian DuggalSouthampton | Southampton '25 | BOYS Coaches Classic | 2025 |
| 37 | 4:32.56 | Colin EberhardtSachem North | Sachem North '12 | Section XI Large School Championships | 2012 |
| 38 | 4:32.86 | Micheal DanziSmithtown West | Smithtown West '20 | Section XI Boys Large School Championships | 2019 |
| 39 | 4:32.89 | Gabriel WigutowSt. Anthony's | St. Anthony's '24 | NSCHSAA Christmas Classic | 2023 |
| 40 | 4:33.40 | Matthew NolanBayport-Blue Point | Bayport-Blue Point '19 | Section XI Indoor State Qualifier Meet | 2018 |
| 41 | 4:33.76 | Jeremy MiekleyMiller Place | Miller Place '14 | Suffolk Officials Meet | 2013 |
| 42 | 4:33.90 | Brandon KeanySt. Anthony's | St. Anthony's '10 | 2009 NSCHSAA Christmas Classic | 2009 |
| 43 | 4:33.94 | Christian WelchWard Melville | Ward Melville '13 | Section XI Large School Championships | 2013 |
| 44 | 4:34.40 | Thomas CernaSmithtown West | Smithtown West '26 | BOYS Large Schools County Championships | 2025 |
| 45 | 4:34.50 | Kieran RyanWesthampton Beach | Westhampton Beach '20 | Section XI Boys Small School Championships | 2020 |
| 46 | 4:34.63 | Connor PulvidenteHarborfields | Harborfields '14 | Section XI Small School Championships | 2014 |
| 47 | 4:34.78 | Anthony SearaLindenhurst | Lindenhurst '13 | Town of Babylon Championships | 2011 |
| 48 | 4:34.88 | Ryan CarrickRiverhead | Riverhead '19 | Section XI Indoor State Qualifier Meet | 2019 |
| 49 | 4:35.46 | William ParkerNorthport | Northport | BOYS League Championships 2 | 2025 |
| 50 | 4:35.58 | Anthony HristidisWilliam Floyd | William Floyd '19 | Section XI Boys Crossover D | 2018 |
| 51 | 4:35.60 | A. Tyler WolfeSt. Anthony's | St. Anthony's '14 | NSCHSAA Indoor League Championships | 2012 |
| 52 | 4:35.64 | Kevin TigheSt. John the Baptist | St. John the Baptist '07 | CHSAA SEctional Heats & Flights | 2007 |
| 53 | 4:35.91 | Matthew ReboliniWalt Whitman | Walt Whitman '13 | Suffolk Officials Meet | 2013 |
| 54 | 4:36.03 | Alex RebicPort Jefferson | Port Jefferson '18 | Section XI Boys Small School Championships | 2017 |
| 55 | 4:36.33 | Alex MichaelsWard Melville | Ward Melville '12 | Section XI Large School Championships | 2012 |
| 56 | 4:36.35 | Andrew PaulesWest Islip | West Islip '20 | Section XI Boys Indoor League Championships | 2019 |
| 57 | 4:36.48 | James VallarWalt Whitman | Walt Whitman '13 | Boys Crossover Meet B | 2012 |
| 58 | 4:36.64 | Shawn WeigandNorthport | Northport '17 | Long Island Elite Track Invitational | 2016 |
| 59 | 4:36.66 | Chase MillerWest Islip | West Islip '26 | Section XI BOYS Eli Acosta Coaches Meet | 2026 |
| 60 | 4:36.73 | Harrison BassinWard Melville | Ward Melville '20 | Section XI Boys Crossover C 1 | 2018 |
| 61 | 4:36.79 | Matt FumaiWard Melville | Ward Melville '27 | Section XI BOYS Crossover B (S3, S4) | 2025 |
| 62 | 4:36.99 | Wesley MerriwetherCopiague | Copiague '12 | Town of Babylon Championships | 2011 |
| 63 | 4:36.99 | Tom ThallNorthport | Northport '17 | Section XI Indoor State Qualifier Meet | 2016 |
| 64 | 4:36.99 | Andrew CollinsSmithtown West | Smithtown West '29 | Section XI BOYS Large School County Championships | 2026 |
| 65 | 4:37.00 | Robert VetriBayport-Blue Point | Bayport-Blue Point '13 | Suffolk Officials Meet | 2013 |
| 66 | 4:37.04 | Darin CofieldBay Shore | Bay Shore '20 | Section XI Boys Indoor League Championships | 2019 |
| 67 | 4:37.24 | Justin BovePort Jefferson | Port Jefferson '14 | Boys Crossover Meet C | 2011 |
| 68 | 4:37.26 | Matt RogersIslip | Islip '08 | Boys Section XI 2008 League Championships | |
| 69 | 4:37.32 | Brandon SalazarBrentwood | Brentwood '27 | BOYS Large Schools County Championships | 2025 |
| 70 | 4:37.41 | Christopher NamPort Jefferson | Port Jefferson '26 | Section XI BOYS League 5 Championship | 2026 |
| 71 | 4:37.45 | Anthony FonsecaEastport-South Manor | Eastport-South Manor '20 | Section XI Boys Small School Championships | 2020 |
| 72 | 4:37.47 | Johan RodriguezNorth Babylon | North Babylon '27 | Section XI BOYS Large School County Championships | 2026 |
| 73 | 4:37.62 | Brendan ZengCommack | Commack '18 | Section XI Indoor State Qualifier Meet | 2018 |
| 74 | 4:37.91 | Jimmy DesantisHarborfields | Harborfields '18 | Section XI Boys Small School Championships | 2017 |
| 75 | 4:38.00 | Daniel SabiaSmithtown West | Smithtown West '20 | Section XI Boys Crossover D | 2019 |
| 76 | 4:38.14 | Patrick KainSt. John the Baptist | St. John the Baptist '18 | Long Island Elite Track Invitational | 2016 |
| 77 | 4:38.14 | Vinny TrippiSachem North | Sachem North '19 | Section XI Boys Large School Championships | 2018 |
| 78 | 4:38.30 | Kyle WightmanShoreham-Wading River | Shoreham-Wading River '09 | Boys Small School Online Entries | 2009 |
| 79 | 4:38.35 | Spencer LeeShoreham-Wading River | Shoreham-Wading River '27 | Section XI Boys Crossover A Meet 3 | 2024 |
| 80 | 4:38.56 | Luke NeilsonKings Park | Kings Park '20 | Section XI Boys Indoor League Championships | 2020 |
| 81 | 4:38.60 | Ty BuonomoWard Melville | Ward Melville '27 | Section XI BOYS League 2 Championship | 2026 |
| 82 | 4:38.61 | Colin JenningsPatchogue-Medford | Patchogue-Medford '26 | Section XI BOYS Large School County Championships | 2026 |
| 83 | 4:38.70 | Jordan MurphyBellport | Bellport '14 | Section XI Boys Last Chance Meet | 2014 |
| 84 | 4:38.76 | Alexander LositoSmithtown West | Smithtown West '29 | Section XI State Qualifer Meet Day 2 | 2026 |
| 85 | 4:38.88 | Daniel BlockSachem North | Sachem North '15 | Long Island Elite Track Invitational | 2014 |
| 86 | 4:38.89 | Nicholas DeFeliceSmithtown West | Smithtown West '19 | Section XI Boys Indoor League Championships | 2018 |
| 87 | 4:38.92 | Luke HauffWest Babylon | West Babylon '21 | Section XI Boys Small School Championships | 2020 |
| 88 | 4:38.99 | Raj ShahWalt Whitman | Walt Whitman '19 | Section XI Boys Indoor League Championships | 2019 |
| 89 | 4:39.07 | Joseph KeaneSt. Anthony's | St. Anthony's '15 | Saint Anthony's Boys - Girls Developmental | 2015 |
| 90 | 4:39.11 | Justin JulichPort Jefferson | Port Jefferson '16 | Boys Crossover Meet D | 2016 |
| 91 | 4:39.15 | Charles HetterichWest Islip | West Islip '16 | Section XI Boys Crossover E | 2014 |
| 92 | 4:39.21 | Scott NelsonWest Islip | West Islip '14 | Section XI Boys Crossover C | 2013 |
| 93 | 4:39.29 | Raylucas GalanNorth Babylon | North Babylon | Section XI BOYS Eli Acosta Coaches Meet | 2026 |
| 94 | 4:39.44 | Chris CoxDeer Park | Deer Park '17 | Section XI Boys Small School Championships | 2017 |
| 95 | 4:39.50 | Matthew ViscosiWard Melville | Ward Melville '17 | Section XI Boys Large School Championships | 2017 |
| 96 | 4:39.59 | Gerard ConnellySmithtown East | Smithtown East '15 | Section XI Indoor State Qualifier Meet | 2015 |
| 97 | 4:39.73 | James O'BrienSt. John the Baptist | St. John the Baptist '16 | Saint Anthony's Boys - Girls Developmental | 2016 |
| 98 | 4:39.87 | Michael CallahanMount Sinai | Mount Sinai '13 | Suffolk Officials Meet | 2013 |
| 99 | 4:40.04 | Jayden FelicianoBay Shore | Bay Shore '22 | Section XI Boys Crossover D | 2019 |
| 100 | 4:40.05 | Bryan HoffmanShoreham-Wading River | Shoreham-Wading River '08 | Boys Small School Championships | |
