| 01 | Gabriel (gabby) GuerreroClass 2024 | 2024 | 17:20.00 | 17:33.24 | BH, Milton, Latin at Groton · Oct 23, 2021 |
| 02 | Samuel DunnClass 2022 | 2022 | 17:17.60 | 17:44.95 | ISLs · Nov 5, 2021 |
| 03 | Teddy EllisClass 2022 | 2022 | 17:19.60 | 17:47.01 | ISLs · Nov 5, 2021 |
| 04 | Ryan WeiClass 2022 | 2022 | 17:51.00 | 18:10.11 | NEPSTAs · Nov 13, 2021 |
| 05 | Aston Ki ChanClass 2022 | 2022 | 18:07.00 | 18:20.83 | BH, Milton, Latin at Groton · Oct 23, 2021 |
| 06 | Connor SteeleClass 2024 | 2024 | 18:01.50 | 18:30.01 | ISLs · Nov 5, 2021 |
| 07 | Yaman HabipClass 2023 | 2023 | 18:41.30 | 19:10.86 | ISLs · Nov 5, 2021 |
| 08 | Alexander StrangClass 2022 | 2022 | 19:14.00 | 19:22.84 | Sebs at Milton · Sep 18, 2021 |
| 09 | Peter LeitzesClass 2024 | 2024 | 19:25.00 | 19:33.93 | Sebs at Milton · Sep 18, 2021 |
| 10 | James BurtonClass 2022 | 2022 | 19:35.00 | 19:44.01 | Govs, St. George's, Thayer at Milton · Oct 2, 2021 |
| 11 | Evan ZhangClass 2023 | 2023 | 20:51.00 | 19:58.66 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 12 | Thomas StrongClass 2023 | 2023 | 21:01.00 | 20:08.24 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 13 | Jacob (coby) MullikenClass 2023 | 2023 | 21:03.00 | 20:10.15 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 14 | Kai On (jason) YuClass 2025 | 2025 | 21:09.00 | 20:15.90 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 15 | Brian XiClass 2025 | 2025 | 21:12.00 | 20:18.78 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 16 | Alexander CesarettiClass 2024 | 2024 | 20:09.00 | 20:25.50 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 17 | Louis ChiassonClass 2023 | 2023 | 20:17.00 | 20:26.33 | Govs, St. George's, Thayer at Milton · Oct 2, 2021 |
| 18 | James GoodClass 2022 | 2022 | 20:22.00 | 20:31.37 | Brooks, WA at Milton · Oct 16, 2021 |
| 19 | Matthew AbatiClass 2024 | 2024 | 21:30.00 | 20:36.02 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 20 | Elliot SmithClass 2022 | 2022 | 20:37.00 | 20:46.48 | Brooks, WA at Milton · Oct 16, 2021 |
| 21 | Ryan ShueClass 2023 | 2023 | 20:54.00 | 21:11.12 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 22 | Kevin FarmerClass 2025 | 2025 | 22:14.00 | 21:18.18 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 23 | Omar HamodaClass 2024 | 2024 | 21:28.00 | 21:44.39 | BH, Milton, Latin at Groton · Oct 23, 2021 |
| 24 | James BradnerClass 2025 | 2025 | 22:45.00 | 21:47.89 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 25 | Andrew RodriguezClass 2023 | 2023 | 21:42.00 | 21:59.77 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 26 | Myles NdirituClass 2022 | 2022 | 23:13.00 | 22:14.71 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 27 | Imran SerifovicClass 2024 | 2024 | 21:37.00 | 22:42.23 | Milton at BB&N · Sep 25, 2021 |
| 28 | Brady PayneClass 2025 | 2025 | 22:35.00 | 22:53.50 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 29 | Robinson NoblesClass 2025 | 2025 | 23:59.00 | 22:58.79 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 30 | Victor XuClass 2023 | 2023 | 22:46.00 | 23:04.65 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 31 | Evan NingClass 2024 | 2024 | 22:47.00 | 23:05.66 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 32 | Jooahn HwangClass 2022 | 2022 | 22:58.00 | 23:08.56 | Brooks, WA at Milton · Oct 16, 2021 |
| 33 | Gratian TingClass 2025 | 2025 | 23:44.00 | 24:03.44 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 34 | Oliver SinClass 2025 | 2025 | 26:55.00 | 25:47.42 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 35 | Zidan GrahamClass 2025 | 2025 | 30:13.00 | 28:57.14 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 36 | John FuClass 2023 | 2023 | 31:26.00 | 30:07.09 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 37 | Ching Hei (andre) LeungClass 2025 | 2025 | 31:29.00 | 30:09.96 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
