| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | 17 | 12 | Aidan Cox | 14:32.6PR | NH | Coe-Brown Northwood Academy | Oct 8
| 18th Annual Battle of the Border XC Invitatio... |
| 2. | 17 | 12 | Samuel Burgess | 14:38.9PR | MA | Framingham | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 3. | 17 | 11 | Paul Bergeron | 14:43.8PR | MA | Westford Academy | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 4. | 18 | 12 | Devan Kipyego | 14:57.0PR | RI | St Raphael | Sep 24
| Ocean State XC Invitational |
| 5. | | 12 | Ryan Sarney | 14:58.0PR | MA | Oliver Ames | Oct 29
| League Meet Saturday |
| 6. | 16 | 11 | Byron Grevious | 15:00.9 | | NORTHEAST-3 | Dec 3
| NXN Nike Cross Nationals |
| 7. | | 12 | Patrick Gandini | 15:05.2PR | NH | Gilford | Nov 5
| NHIAA XC Meet of Champions |
| 8. | | 12 | Birhanu Harriman | 15:05.4PR | NH | Lebanon | Nov 5
| NHIAA XC Meet of Champions |
| 9. | 18 | 12 | Aidan Ross | 15:06.5 | MA | Uxbridge | Nov 19
| MIAA Division State Cross Country Championsh... |
| 10. | 17 | 12 | Nathan Lopez | 15:08.1PR | MA | Saint John's Preparatory | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 11. | 16 | 11 | Brendan Thomas | 15:10.2PR | MA | Oliver Ames | Oct 29
| League Meet Saturday |
| 12. | | 12 | Ryan Connolly | 15:12.7PR | MA | North Andover | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 13. | 16 | 10 | Jack Graffeo | 15:16.2PR | MA | Westford Academy | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 14. | | 12 | Henry Gartner | 15:19.3PR | MA | Falmouth | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 15. | 17 | 12 | Harrison Dow | 15:20.0PR | MA | Concord-Carlisle | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 16. | 17 | 12 | Nick Martin | 15:24.4PR | RI | East Greenwich | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 17. | | 11 | Timothy Rank | 15:25.4PR | MA | Littleton | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| | | 11 | Bona Bradshaw | 15:25.4PR | MA | Littleton | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 19. | 17 | 12 | Logan Tracia | 15:25.7PR | MA | Peabody Vet. Mem. | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 20. | | 11 | Adam Balewicz | 15:26.0PR | MA | Nashoba Reg | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 21. | 17 | 12 | Henry Horne | 15:26.1PR | ME | Freeport | Sep 17
| Southern Maine Classic |
| 22. | | 12 | Aidan Dupill | 15:27.9PR | MA | Oliver Ames | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 23. | | 12 | Eric Sekyaya | 15:28.1PR | MA | Burlington | Oct 31
| Middlesex League XC Championship |
| | 16 | 10 | Matthew Giardina | 15:28.1PR | NH | Bishop Guertin | Nov 5
| NHIAA XC Meet of Champions |
| 25. | 16 | 11 | Steven Hergenrother | 15:29.0PR | CT | Ridgefield | Oct 19
| FCIAC Championships |
| 26. | 16 | 11 | Ryan Leslie | 15:29.9PR | MA | Billerica Memorial | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 27. | | 12 | Jack Quinn | 15:30.0PR | MA | Reading Memorial | Oct 31
| Middlesex League XC Championship |
| 28. | | 12 | David Manfredi | 15:30.3PR | MA | Weymouth | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 29. | | 12 | Dylan Brilliant | 15:33.4PR | MA | Plymouth South | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 30. | | 12 | Ben Feldman | 15:34.1PR | MA | Natick | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 31. | | 11 | Jack Courtney | 15:36.2PR | MA | Lowell | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 32. | | 12 | Matthew Servin | 15:37.1PR | VT | Champlain Valley Union | Sep 10
| Burlington HS Cross-Country Run Invitational |
| 33. | 18 | 12 | Tyler Tubman | 15:37.8PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 34. | | 12 | Tyler Tkaczyk | 15:38.3PR | NH | Coe-Brown Northwood Academy | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 35. | | 12 | Charlie Collins | 15:39.0PR | ME | Hampden Academy | Oct 1
| Maine XC Festival of Champions |
| | 18 | 12 | Brian Gamble | 15:39.0PR | MA | Emerging Elites | Nov 5
| USATF National Youth 5K Championships |
| 37. | | 11 | Nathan Blades | 15:39.1PR | ME | Portland | Sep 17
| Southern Maine Classic |
| 38. | | 12 | Harrison Kee | 15:39.2PR | MA | Marblehead | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| | | 11 | Rithikh Prakash | 15:39.2PR | MA | Burlington | Nov 19
| MIAA Division State Cross Country Championsh... |
| 40. | 16 | 11 | Jamie Lano | 15:39.7PR | NH | Coe-Brown Northwood Academy | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 41. | 17 | 11 | Marcus Reilly | 15:40.4 | MA | Northbridge | Nov 19
| MIAA Division State Cross Country Championsh... |
| 42. | | 11 | Eli Merritt | 15:41.2PR | MA | Wellesley | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 43. | | 12 | Alexander Hrycyszyn | 15:41.5PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 44. | | 10 | Lysander Duffield | 15:42.2PR | MA | Brookline | Oct 29
| League Meet Saturday |
| 45. | | 11 | Chris Larnard | 15:42.3 | MA | Boston College | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 46. | | 11 | Kailas Ciatto | 15:42.4PR | MA | Brookline | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 47. | 14 | 11 | Devin Moreau | 15:42.6PR | MA | Greater Lowell Tech | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 48. | 16 | 11 | Parker Broderick | 15:44.0PR | CT | Fairfield Warde | Oct 19
| FCIAC Championships |
| | 15 | 10 | Tamrat Gavenas | 15:44.0PR | | Andover, MA | Nov 26
| CHAMPS Northeast Regional XC Championships |
| 50. | | 12 | Adam Bendetson | 15:44.3PR | ME | Scarborough | Sep 17
| Southern Maine Classic |
| 51. | 19 | 12 | Troy Silvestri | 15:44.8 | RI | Bishop Hendricken | Nov 5
| RIIL State XC Championships |
| 52. | 16 | 11 | Isaac Mahler | 15:46.0 | CT | Hall | Nov 12
| New England Interscholastic XC Championships |
| 53. | | 11 | Ryan Todisco | 15:46.4PR | MA | Andover | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 54. | | 11 | David Carillo | 15:47.0PR | CT | Trumbull | Oct 19
| FCIAC Championships |
| 55. | | 12 | John Garvey | 15:47.2PR | MA | Catholic Memorial | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 56. | | 12 | Brayden Bayek | 15:47.8PR | CT | Rocky Hill | Nov 12
| New England Interscholastic XC Championships |
| 57. | 11 | 11 | Griffin Mandirola | 15:48.0PR | CT | Suffield | Nov 4
| CIAC State Open Boys Championship |
| 58. | 18 | 12 | Jack Mantell | 15:48.7PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 59. | 17 | 12 | Nick Uzzo | 15:49.2PR | MA | East Bridgewater Jr/Sr | Oct 28
| South Shore Championship Meet |
| 60. | | 12 | Leith Jones | 15:49.3PR | MA | Wakefield Memorial | Oct 31
| Middlesex League XC Championship |
| 61. | 17 | 12 | Ryan Fortin | 15:49.4PR | NH | Londonderry | Nov 5
| NHIAA XC Meet of Champions |
| 62. | 17 | 12 | Paul Lovett | 15:49.5PR | MA | Saint John's Preparatory | Oct 1
| MSTCA Wrentham XC Team Challenge |
| 63. | | 11 | Jacob Bronstein | 15:49.6PR | MA | Cambridge Rindge & Latin | Sep 24
| MSTCA Frank Kelley Invitational |
| 64. | 17 | 12 | Elijah Saddlemire | 15:50.1PR | RI | Smithfield | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 65. | | 12 | Jacob Zalis | 15:50.6PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 66. | 17 | 11 | Collin Walsh | 15:51.1PR | CT | New Milford | Oct 8
| Ponaganset Covered Bridge Classic |
| 67. | 17 | 12 | Daniel Gall | 15:51.4PR | CT | St Lukes | Oct 19
| FAA Mega Cross Country Meet #3 |
| 68. | 17 | 12 | Sean Clegg | 15:51.6PR | NH | Londonderry | Nov 5
| NHIAA XC Meet of Champions |
| 69. | | 11 | Ben Kasen | 15:51.9PR | MA | Brookline | Oct 29
| League Meet Saturday |
| 70. | 16 | 11 | Devon Rosemark | 15:52.0PR | CT | Danbury | Oct 19
| FCIAC Championships |
| | 18 | 12 | Colin Kirn | 15:52.0PR | MA | Andover | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 72. | | 12 | Joe Mahon | 15:52.2PR | MA | Woburn Memorial | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 73. | 17 | 12 | Garrett Dailey | 15:52.4PR | RI | Burrillville | Oct 1
| Maine XC Festival of Champions |
| 74. | 16 | 11 | Andrew McConnell | 15:53.3PR | MA | Norton | Oct 22
| Tri Valley League Championship |
| | | 11 | Thomas Corbett | 15:53.3PR | MA | Norwell | Oct 28
| South Shore Championship Meet |
| 76. | | 9 | Christopher Sulliva... | 15:53.7PR | | Milton, MA | Nov 26
| CHAMPS Northeast Regional XC Championships |
| 77. | | 11 | Benjamin Lorenz | 15:54.0PR | CT | Staples | Oct 29
| CIAC Division LL Boys Championship |
| 78. | | 12 | Brendan Wilder | 15:54.3 | MA | Waltham | Nov 19
| MIAA Division State Cross Country Championsh... |
| 79. | | 11 | Steven D'Alessandro | 15:54.5PR | MA | Natick | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 80. | 17 | 12 | Colin Goldschmidt | 15:54.8PR | CT | Hall | Oct 8
| Ponaganset Covered Bridge Classic |
| 81. | | 11 | William Hileman | 15:55.0 | ME | Bucksport | Oct 1
| Maine XC Festival of Champions |
| 82. | | 11 | Jason Padula | 15:55.7PR | RI | Smithfield | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 83. | | 10 | Jared Rife | 15:55.8 | MA | Belmont | Oct 31
| Middlesex League XC Championship |
| 84. | | 12 | Andrew Cherkasky | 15:56.1PR | MA | Brookline | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 85. | | 10 | Cole Francis | 15:56.7 | RI | Narragansett | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 86. | | 12 | Hugh Licklider | 15:56.8PR | MA | Boston College | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 87. | | 10 | Henry Jacobsen | 15:57.1PR | MA | Parker Charter Essential | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 88. | | 12 | Nathan Evans | 15:57.5PR | RI | Lincoln Senior | Sep 3
| Injury Fund Carnival |
| 89. | | 11 | Maddox Jordan | 15:58.2 | ME | Noble | Sep 17
| Southern Maine Classic |
| 90. | 16 | 11 | Argi Protopapadakis | 15:58.4PR | MA | Brookline | Oct 29
| League Meet Saturday |
| 91. | 18 | 12 | Avery Smart | 15:58.9PR | VT | Montpelier | Nov 5
| Vermont HS Cross-Country Run Meet of Champion... |
| 92. | | 12 | Ryan Gagne | 15:59.0PR | CT | Wethersfield | Sep 17
| 11th Connecticut River Valley Invitational |
| 93. | | 12 | Jackson Borge | 15:59.3 | RI | North Kingstown | Sep 3
| Injury Fund Carnival |
| 94. | | 11 | Glenn Burcsu | 15:59.4PR | MA | Lexington | Oct 31
| Middlesex League XC Championship |
| 95. | | 12 | Craig Salois | 15:59.5PR | MA | Hopkinton | Oct 22
| Tri Valley League Championship |
| 96. | | 12 | Jarlen Arango | 15:59.8PR | MA | Lowell | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 97. | 17 | 12 | Murray Copps | 15:59.9PR | MA | Old Rochester Regional | Oct 29
| League Meet Saturday |
| 98. | 17 | 12 | Liam Edson | 16:00.0PR | CT | Ridgefield | Oct 19
| FCIAC Championships |
| 99. | | 12 | Alex Hrycyszyn | 16:00.2PR | MA | Newton North | Sep 24
| MSTCA Frank Kelley Invitational |
| 100. | | 12 | Luke Miklus | 16:00.6PR | VT | Essex | Nov 5
| Vermont HS Cross-Country Run Meet of Champion... |
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