| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | 17 | 12 | Samuel Burgess | 14:38.9PR | MA | Framingham | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 2. | 17 | 11 | Paul Bergeron | 14:43.8PR | MA | Westford Academy | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 3. | | 12 | Ryan Sarney | 14:58.0PR | MA | Oliver Ames | Oct 29
| League Meet Saturday |
| 4. | 18 | 12 | Aidan Ross | 15:06.5 | MA | Uxbridge | Nov 19
| MIAA Division State Cross Country Championsh... |
| 5. | 17 | 12 | Nathan Lopez | 15:08.1PR | MA | Saint John's Preparatory | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 6. | 16 | 11 | Brendan Thomas | 15:10.2PR | MA | Oliver Ames | Oct 29
| League Meet Saturday |
| 7. | | 12 | Ryan Connolly | 15:12.7PR | MA | North Andover | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 8. | 16 | 10 | Jack Graffeo | 15:16.2PR | MA | Westford Academy | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 9. | | 12 | Henry Gartner | 15:19.3PR | MA | Falmouth | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 10. | 17 | 12 | Harrison Dow | 15:20.0PR | MA | Concord-Carlisle | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 11. | | 11 | Bona Bradshaw | 15:25.4PR | MA | Littleton | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| | | 11 | Timothy Rank | 15:25.4PR | MA | Littleton | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 13. | 17 | 12 | Logan Tracia | 15:25.7PR | MA | Peabody Vet. Mem. | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 14. | | 11 | Adam Balewicz | 15:26.0PR | MA | Nashoba Reg | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 15. | | 12 | Aidan Dupill | 15:27.9PR | MA | Oliver Ames | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 16. | | 12 | Eric Sekyaya | 15:28.1PR | MA | Burlington | Oct 31
| Middlesex League XC Championship |
| 17. | 16 | 11 | Ryan Leslie | 15:29.9PR | MA | Billerica Memorial | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 18. | | 12 | Jack Quinn | 15:30.0PR | MA | Reading Memorial | Oct 31
| Middlesex League XC Championship |
| 19. | | 12 | David Manfredi | 15:30.3PR | MA | Weymouth | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 20. | | 12 | Dylan Brilliant | 15:33.4PR | MA | Plymouth South | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 21. | | 12 | Ben Feldman | 15:34.1PR | MA | Natick | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 22. | | 11 | Jack Courtney | 15:36.2PR | MA | Lowell | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 23. | 18 | 12 | Tyler Tubman | 15:37.8PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 24. | 18 | 12 | Brian Gamble | 15:39.0PR | MA | Emerging Elites | Nov 5
| USATF National Youth 5K Championships |
| 25. | | 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... |
| 27. | 17 | 11 | Marcus Reilly | 15:40.4 | MA | Northbridge | Nov 19
| MIAA Division State Cross Country Championsh... |
| 28. | | 11 | Eli Merritt | 15:41.2PR | MA | Wellesley | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 29. | | 12 | Alexander Hrycyszyn | 15:41.5PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 30. | | 10 | Lysander Duffield | 15:42.2PR | MA | Brookline | Oct 29
| League Meet Saturday |
| 31. | | 11 | Chris Larnard | 15:42.3PR | MA | Boston College | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 32. | | 11 | Kailas Ciatto | 15:42.4PR | MA | Brookline | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 33. | 14 | 11 | Devin Moreau | 15:42.6PR | MA | Greater Lowell Tech | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 34. | 15 | 10 | Tamrat Gavenas | 15:44.0PR | | Andover, MA | Nov 26
| CHAMPS Northeast Regional XC Championships |
| 35. | | 11 | Ryan Todisco | 15:46.4PR | MA | Andover | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 36. | | 12 | John Garvey | 15:47.2PR | MA | Catholic Memorial | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 37. | 18 | 12 | Jack Mantell | 15:48.7PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 38. | 17 | 12 | Nick Uzzo | 15:49.2PR | MA | East Bridgewater Jr/Sr | Oct 28
| South Shore Championship Meet |
| 39. | | 12 | Leith Jones | 15:49.3PR | MA | Wakefield Memorial | Oct 31
| Middlesex League XC Championship |
| 40. | 17 | 12 | Paul Lovett | 15:49.5PR | MA | Saint John's Preparatory | Oct 1
| MSTCA Wrentham XC Team Challenge |
| 41. | | 11 | Jacob Bronstein | 15:49.6PR | MA | Cambridge Rindge & Latin | Sep 24
| MSTCA Frank Kelley Invitational |
| 42. | | 12 | Jacob Zalis | 15:50.6PR | MA | Newton North | Oct 29
| League Meet Saturday |
| 43. | | 11 | Ben Kasen | 15:51.9PR | MA | Brookline | Oct 29
| League Meet Saturday |
| 44. | 18 | 12 | Colin Kirn | 15:52.0PR | MA | Andover | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 45. | | 12 | Joe Mahon | 15:52.2PR | MA | Woburn Memorial | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 46. | 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 |
| 48. | | 9 | Christopher Sulliva... | 15:53.7PR | | Milton, MA | Nov 26
| CHAMPS Northeast Regional XC Championships |
| 49. | | 12 | Brendan Wilder | 15:54.3 | MA | Waltham | Nov 19
| MIAA Division State Cross Country Championsh... |
| 50. | | 11 | Steven D'Alessandro | 15:54.5PR | MA | Natick | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 51. | | 10 | Jared Rife | 15:55.8PR | MA | Belmont | Oct 31
| Middlesex League XC Championship |
| 52. | | 12 | Andrew Cherkasky | 15:56.1PR | MA | Brookline | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 53. | | 12 | Hugh Licklider | 15:56.8PR | MA | Boston College | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 54. | | 10 | Henry Jacobsen | 15:57.1PR | MA | Parker Charter Essential | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 55. | 16 | 11 | Argi Protopapadakis | 15:58.4PR | MA | Brookline | Oct 29
| League Meet Saturday |
| 56. | | 11 | Glenn Burcsu | 15:59.4PR | MA | Lexington | Oct 31
| Middlesex League XC Championship |
| 57. | | 12 | Craig Salois | 15:59.5PR | MA | Hopkinton | Oct 22
| Tri Valley League Championship |
| 58. | | 12 | Jarlen Arango | 15:59.8PR | MA | Lowell | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 59. | 17 | 12 | Murray Copps | 15:59.9PR | MA | Old Rochester Regional | Oct 29
| League Meet Saturday |
| 60. | | 12 | Alex Hrycyszyn | 16:00.2PR | MA | Newton North | Sep 24
| MSTCA Frank Kelley Invitational |
| 61. | | 11 | Davis Haines | 16:01.2PR | MA | Westford Academy | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 62. | | 12 | Dennis Love | 16:01.6PR | MA | Lenox Memorial Middle & High | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 63. | | 12 | William Locke | 16:03.6PR | MA | Boston College | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 64. | | 11 | Pablo Tejedor Meyer... | 16:04.8PR | MA | Brookline | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 65. | 17 | 12 | Bradford Duchesne | 16:05.0PR | MA | Newburyport | Oct 22
| Dick Atkinson Invitational |
| 66. | | 11 | Caleb Hatlevig | 16:05.3PR | MA | Parker Charter Essential | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 67. | | 11 | Stephen Goehringer | 16:05.5PR | MA | Wellesley | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 68. | 18 | 12 | Maxwell Adam | 16:06.0PR | MA | Lenox Memorial Middle & High | Oct 30
| Berkshire League Championships |
| 69. | | 11 | Atticus Kaye | 16:06.1PR | MA | Somerville | Sep 24
| MSTCA Frank Kelley Invitational |
| 70. | | 12 | Henry Reichle | 16:06.2PR | MA | Concord-Carlisle | Nov 19
| MIAA Division State Cross Country Championsh... |
| 71. | | 12 | Declan Mulligan | 16:07.3PR | MA | Brookline | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 72. | 18 | 12 | Nathan Sylven | 16:07.6PR | MA | King Philip Regional | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 73. | 16 | 11 | Kyle Kwiatek | 16:08.2PR | MA | Saint Mary's | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 74. | | 12 | William Liu | 16:08.9 | MA | Acton-Boxborough Reg | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 75. | 17 | 12 | Dennis Satchek | 16:09.1PR | MA | Boston Latin | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 76. | 16 | 11 | Shane Stanghellini | 16:09.3PR | MA | Sturgis Charter East | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 77. | 17 | 11 | Ben Drohan | 16:10.1PR | MA | West Springfield | Oct 22
| Dick Atkinson Invitational |
| 78. | | 11 | Jeremy Bullock | 16:10.6PR | MA | Barnstable | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 79. | 16 | 11 | Sean Kerin | 16:11.0PR | MA | Walpole | Oct 29
| League Meet Saturday |
| 80. | | 11 | Ilan Sherman-Kadish | 16:11.1PR | MA | Newton South | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 81. | | 12 | Daniel da Silva | 16:11.3PR | MA | Martha's Vineyard Reg | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 82. | | 10 | John Wilson | 16:11.9PR | MA | Boston College | Nov 19
| MIAA Division State Cross Country Championsh... |
| 83. | 17 | 12 | Connor Reidy | 16:13.9PR | MA | Norwell | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 84. | 18 | 12 | Austin Desisto | 16:14.6PR | MA | Westford Academy | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 85. | | 12 | Ryan Thompson | 16:15.2PR | MA | Marblehead | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 86. | 16 | 11 | Colin Fisher | 16:15.4PR | MA | Boston Latin | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 87. | | 11 | Nicholas Bianchi | 16:15.5PR | MA | Natick | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 88. | | 11 | Neil Aradhya | 16:15.8PR | MA | Groton-Dunstable Reg | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 89. | | 12 | Lex Kaye | 16:16.0PR | MA | Hopkinton | Oct 22
| Tri Valley League Championship |
| 90. | | 10 | Seamus Tully | 16:16.1PR | MA | Greater Lowell Tech | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 91. | | 12 | Dylan Hamway | 16:17.5PR | MA | Norwood Senior | Oct 22
| Tri Valley League Championship |
| 92. | 16 | 11 | Dylan Brenn | 16:17.7PR | MA | Wachusett Regional | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| | 17 | 12 | Ellis Iurilli-Hough | 16:17.7PR | MA | Melrose | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 94. | | 12 | James Trigilio | 16:17.9PR | MA | Saint John's Preparatory | Nov 11
| MIAA Divisional (1A, 1B, 1C) Championships |
| 95. | 16 | 11 | Jaxson Merrill | 16:18.1PR | MA | Barnstable | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |
| 96. | | 11 | Michael Arria | 16:18.5PR | MA | Wakefield Memorial | Nov 12
| MIAA Division 2A, 2B, 2C Championships |
| 97. | | 10 | Altamo Aschkenasy | 16:18.7PR | MA | Brookline | Nov 5
| MSTCA Frank Mooney Coaches XC Invitational |
| 98. | | 11 | Carsen Valenta | 16:19.2PR | MA | Weston | Oct 15
| MSTCA Bob Glennon Twilight Invitational (Smal... |
| 99. | | 11 | Benjamin Scott | 16:19.3PR | MA | Hopkinton | Oct 22
| Tri Valley League Championship |
| 100. | | 11 | Tommy Robinson | 16:19.4PR | MA | Saint John's | Oct 14
| MSTCA Bob Glennon Twilight Invitational (Larg... |