| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | 16 | 11 | Aidan Cox | 14:18.5PR | | Unattached | Dec 4
| Garmin RunningLane Cross Country Championship... |
| 2. | 17 | 11 | Aidan Ross | 14:47.2PR | MA | Uxbridge | Nov 20
| MIAA State Championships |
| 3. | | 12 | Abbott Valentine | 14:55.9PR | | Unattached | Dec 4
| Garmin RunningLane Cross Country Championship... |
| 4. | 17 | 12 | Gavin Sherry | 14:58.6PR | CT | Conard | Sep 25
| Ocean State XC Invitational |
| 5. | 16 | 11 | Sam Burgess | 15:05.2 | MA | Framingham | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 6. | 17 | 12 | Charlie Tuttle | 15:09.7PR | MA | Saint John's Preparatory | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 7. | 18 | 12 | James Donahue | 15:09.8PR | MA | Belmont Hill | Nov 5
| ISL XC Championship |
| 8. | 17 | 12 | Callum Sherry | 15:14.7PR | CT | Conard | Sep 25
| Ocean State XC Invitational |
| 9. | 18 | 12 | Kyler McNatt | 15:14.9PR | MA | Needham | Nov 20
| MIAA State Championships |
| 10. | 17 | 12 | Luke Anthony | 15:17.3PR | CT | East Lyme | Sep 25
| Ocean State XC Invitational |
| 11. | | 11 | Jackson Borge | 15:21.5PR | | Unattached | Dec 4
| Garmin RunningLane Cross Country Championship... |
| 12. | 17 | 12 | Evan McGregor | 15:22.5PR | RI | Bishop Hendricken | Dec 4
| Garmin RunningLane Cross Country Championship... |
| 13. | 16 | 11 | Nathan Lopez | 15:23.1 | MA | Saint John's Preparatory | Nov 20
| MIAA State Championships |
| 14. | 17 | 12 | Cooper Michaud | 15:24.4PR | RI | Classical | Oct 2
| 2021 Great American Cross Country Festival |
| 15. | 16 | 10 | Marcus Reilly | 15:24.5PR | MA | Northbridge | Nov 6
| Frank Mooney Coaches Invitational |
| 16. | 17 | 12 | Aidan Puffer | 15:25.0 | CT | Manchester | Nov 5
| CIAC State Open Championships |
| 17. | | 12 | Daniel McCarthy | 15:25.2PR | ME | Bangor | Oct 23
| Northern Maine Class A Regional XC Championsh... |
| 18. | 17 | 12 | Freddy Collins | 15:26.9PR | MA | Nashoba Reg | Nov 20
| MIAA State Championships |
| 19. | 18 | 12 | Adam Thibodeau | 15:27.3PR | RI | LaSalle Academy | Oct 2
| 2021 Great American Cross Country Festival |
| 20. | 17 | 12 | Jacob Connolly | 15:28.5PR | RI | East Greenwich | Oct 2
| 2021 Great American Cross Country Festival |
| 21. | 18 | 12 | Michael Bohlke | 15:29.0PR | CT | Newington | Nov 5
| CIAC State Open Championships |
| 22. | | 11 | Christopher Sulliva... | 15:29.5PR | MA | Catholic Memorial | Nov 6
| Frank Mooney Coaches Invitational |
| 23. | 18 | 11 | Troy Silvestri | 15:30.7PR | RI | Bishop Hendricken | Dec 4
| Garmin RunningLane Cross Country Championship... |
| 24. | 17 | 11 | Devan Kipyego | 15:32.3 | RI | St Raphael | Nov 6
| RIIL State Cross Country Championships |
| 25. | | 11 | David Manfredi | 15:35.7 | MA | Weymouth | Nov 20
| MIAA State Championships |
| 26. | | 11 | Brendan Wilder | 15:36.2PR | MA | Waltham | Nov 20
| MIAA State Championships |
| 27. | 18 | 12 | Patrick Gibbons | 15:36.7PR | | Charlotte, NC | Nov 27
| Eastbay South Region Cross Country Championsh... |
| 28. | 18 | 12 | Henry Dennen | 15:37.1PR | RI | Cumberland | Oct 2
| 2021 Great American Cross Country Festival |
| | 17 | 12 | Riley Cole | 15:37.1PR | MA | Northampton | Nov 6
| PVIAC Championships |
| 30. | | 12 | Greg Auditore | 15:38.1PR | MA | Brookline | Nov 20
| MIAA State Championships |
| 31. | | 12 | Alex Petersen | 15:38.4PR | MA | Brookline | Nov 20
| MIAA State Championships |
| 32. | 17 | 12 | Carver Morgan | 15:39.0PR | CT | Avon | Sep 21
| Conard, Glastonbury @ Avon |
| 33. | | 12 | Chris Gould | 15:39.8PR | MA | Cambridge Rindge & Latin | Nov 20
| MIAA State Championships |
| 34. | 17 | 12 | Evan Thornton-Sherm... | 15:41.2PR | VT | St Johnsbury | Sep 11
| Randolph Invitational |
| 35. | | 12 | Justin Eastman | 15:41.8PR | MA | Arlington | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 36. | 17 | 12 | Sean Kennedy-Wonneb... | 15:42.4PR | CT | Hale Ray | Oct 1
| 62nd Nonnewaug XC Invitational |
| 37. | 17 | 12 | Frederick Coleman | 15:42.7PR | MA | Methuen | Nov 6
| Frank Mooney Coaches Invitational |
| 38. | | 12 | Antonio Capalbo | 15:43.4PR | RI | South Kingstown | Nov 6
| RIIL State Cross Country Championships |
| 39. | | 11 | Keegan Tierney | 15:44.3PR | RI | Bishop Hendricken | Dec 4
| Garmin RunningLane Cross Country Championship... |
| 40. | 17 | 11 | Matt Wing | 15:45.5PR | MA | Middlesex | Nov 5
| ISL XC Championship |
| 41. | | 12 | Nathaneal Fondakows... | 15:45.7PR | NH | Bishop Guertin | Sep 18
| Nashua North Invitational |
| | 18 | 12 | Hatim Boukhtam | 15:45.7PR | MA | North Quincy | Nov 20
| MIAA State Championships |
| 43. | | 12 | Sam Hilts | 15:45.9PR | NH | Concord | Sep 18
| Nashua North Invitational |
| 44. | 17 | 12 | Drew Pesko | 15:46.2PR | MA | Marshfield | Nov 20
| MIAA State Championships |
| 45. | | 11 | Ryan Connolly | 15:46.5 | MA | North Andover | Nov 20
| MIAA State Championships |
| 46. | 17 | 11 | Tyler Tubman | 15:46.9 | MA | Newton North | Nov 20
| MIAA State Championships |
| 47. | 18 | 12 | Jack Casey | 15:47.3PR | RI | LaSalle Academy | Oct 2
| 2021 Great American Cross Country Festival |
| 48. | 17 | 12 | Grady Satterfield | 15:47.9PR | ME | Mt Ararat | Oct 23
| Northern Maine Class A Regional XC Championsh... |
| 49. | | 10 | William Hileman | 15:49.1PR | ME | Bucksport | Sep 11
| Bucksport Invitational |
| 50. | | 11 | Ben Feldman | 15:49.5 | MA | Natick | Nov 20
| MIAA State Championships |
| 51. | 16 | 11 | Cole McCue | 15:49.7PR | RI | Cumberland | Oct 2
| 2021 Great American Cross Country Festival |
| 52. | 17 | 12 | Cooper Austen | 15:49.8PR | MA | Middlesex | Nov 5
| ISL XC Championship |
| 53. | 16 | 11 | Logan Tracia | 15:50.2 | MA | Peabody Vet. Mem. | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 54. | 18 | 12 | Connor Daigle | 15:51.2PR | ME | Medomak Valley | Sep 3
| KVAC:Medomak, Morse@ Brunswick |
| 55. | 17 | 12 | Justin Cascio | 15:51.5PR | CT | Lewis Mills | Oct 1
| 62nd Nonnewaug XC Invitational |
| 56. | 16 | 10 | Paul Bergeron | 15:52.6 | MA | Westford Academy | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 57. | | 12 | Nicholas Mott | 15:53.0PR | RI | Classical | Nov 6
| RIIL State Cross Country Championships |
| 58. | | 12 | Austin Beard | 15:53.7PR | VT | UThirtyTwo | Nov 6
| Vermont Cross-Country Run Meet of Champions |
| 59. | 17 | 12 | Patrick Healey | 15:54.4PR | MA | Bishop Feehan | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 60. | | 12 | Luke Brennan | 15:54.6 | NH | Pinkerton Academy | Sep 18
| Nashua North Invitational |
| 61. | | 11 | Matthew Servin | 15:54.8 | VT | Champlain Valley Union | Oct 22
| MMUXC Home #1 |
| 62. | 18 | 12 | Eamon Burke | 15:55.0PR | CT | Xavier (CT) | Nov 5
| CIAC State Open Championships |
| 63. | | 12 | Nathan Cramer | 15:55.1PR | CT | Fairfield Ludlowe | Sep 25
| 9th Winding Trails XC Invitational |
| 64. | 16 | 10 | James McCarron III | 15:55.4PR | | Unattached | Dec 4
| Garmin RunningLane Cross Country Championship... |
| 65. | 18 | 12 | Jack O'Keefe | 15:56.2PR | CT | Daniel Hand | Sep 18
| 10th Connecticut River Valley Invitational |
| 66. | | 12 | Aidan Moreira | 15:56.4PR | RI | Bishop Hendricken | Dec 4
| Garmin RunningLane Cross Country Championship... |
| 67. | | 11 | Rithikh Prakash | 15:56.8 | MA | Burlington | Nov 20
| MIAA State Championships |
| 68. | | 12 | Carson Beard | 15:57.0PR | VT | UThirtyTwo | Nov 6
| Vermont Cross-Country Run Meet of Champions |
| 69. | | 12 | Mike Alleva | 15:57.1PR | MA | Lunenburg | Nov 20
| MIAA State Championships |
| 70. | | 12 | Calvin Cummings | 15:57.6PR | ME | Gorham | Sep 3
| SMAA: BE, Gorham, Marshwood, Windham @ Kenneb... |
| 71. | | 12 | Joseph Accurso | 15:58.0PR | CT | Glastonbury | Sep 21
| Conard, Glastonbury @ Avon |
| 72. | 16 | 11 | Harrison Dow | 15:58.5 | MA | Concord-Carlisle | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 73. | 18 | 12 | Owen McMorrow | 15:58.9PR | MA | Oliver Ames | Nov 20
| MIAA State Championships |
| 74. | 16 | 11 | Francis Porrini III | 15:59.0PR | CT | Bristol Central | Oct 5
| Maloney vs Bristol Central & Lewis Mills |
| | | 11 | William Liu | 15:59.0PR | MA | Acton-Boxborough Reg | Nov 20
| MIAA State Championships |
| 76. | | 12 | Michael Roberto | 15:59.4PR | MA | Wakefield Memorial | Sep 25
| MSTCA Frank Kelley Invitational |
| | 18 | 12 | Liam Ouellette | 15:59.4PR | MA | Beverly | Nov 6
| Frank Mooney Coaches Invitational |
| 78. | | 12 | Adam Boyle | 15:59.8PR | MA | Arlington | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| 79. | 15 | 10 | Ryan Leslie | 15:59.9 | MA | Billerica Memorial | Nov 20
| MIAA State Championships |
| 80. | 16 | 11 | Nick Martin | 16:00.0 | RI | East Greenwich | Oct 15
| Bob McIntyre Twilight invitational |
| 81. | | 12 | Josh Breard | 16:00.6PR | RI | Bishop Hendricken | Dec 4
| Garmin RunningLane Cross Country Championship... |
| 82. | 17 | 11 | Andrew Frezza | 16:00.7PR | RI | Bishop Hendricken | Dec 4
| Garmin RunningLane Cross Country Championship... |
| 83. | 18 | 12 | Jacob Tremblay | 16:00.9PR | VT | Bellows Free Academy - St. Albans | Sep 18
| Burlington Cross-Country Run Invitational |
| 84. | | 12 | Oliver Hansen | 16:01.5PR | VT | UThirtyTwo | Nov 6
| Vermont Cross-Country Run Meet of Champions |
| 85. | | 11 | Luke Miklus | 16:01.8 | VT | Essex | Nov 6
| Vermont Cross-Country Run Meet of Champions |
| 86. | 18 | 12 | Jack Martin | 16:02.0 | CT | Avon | Nov 5
| CIAC State Open Championships |
| 87. | 16 | 10 | Timothy Rank | 16:02.1 | MA | Littleton | Nov 20
| MIAA State Championships |
| 88. | 18 | 12 | Jackson Coelho | 16:02.2PR | MA | Belmont | Nov 13
| MIAA Division 1A, 1B, & 1C Championships |
| | | 12 | Mekonnen Eon | 16:02.2PR | MA | Danvers | Nov 20
| MIAA State Championships |
| 90. | 17 | 12 | Kaden Kluth | 16:02.4PR | RI | Portsmouth | Nov 6
| RIIL State Cross Country Championships |
| 91. | | 11 | Eric Sekyaya | 16:02.7 | MA | Burlington | Nov 20
| MIAA State Championships |
| 92. | | 12 | Zachary Hooper | 16:03.0PR | NH | Concord | Sep 18
| Nashua North Invitational |
| 93. | | 12 | Robert Cannon | 16:03.3PR | MA | North Quincy | Nov 20
| MIAA State Championships |
| 94. | | 11 | Jack Lionette | 16:03.9PR | MA | Groton | Nov 5
| ISL XC Championship |
| | 17 | 11 | Cormac Leahy | 16:03.9PR | VT | Craftsbury | Nov 6
| Vermont Cross-Country Run Meet of Champions |
| 96. | | 12 | Wilson Jablonski | 16:04.0PR | RI | Bishop Hendricken | Nov 6
| RIIL State Cross Country Championships |
| 97. | | 11 | Nathan Evans | 16:04.1 | RI | Lincoln Senior | Nov 6
| RIIL State Cross Country Championships |
| 98. | | 12 | Lucas Pombo | 16:04.3PR | CT | Brunswick | Nov 1
| Fairchester Athletic Association Championship... |
| 99. | | 12 | Torin Kindopp | 16:04.4 | NH | Keene | Oct 30
| NHIAA Championships |
| 100. | | 12 | Ross Tejeda | 16:04.7PR | MA | Thayer Academy | Nov 5
| ISL XC Championship |