| 01 | Gabriel (gabby) GuerreroClass 2024 | 2024 | 17:20.00 | 17:31.90 | BH, Milton, Latin at Groton · Oct 23, 2021 |
| 02 | Samuel DunnClass 2022 | 2022 | 17:17.60 | 17:43.61 | ISLs · Nov 5, 2021 |
| 03 | Teddy EllisClass 2022 | 2022 | 17:19.60 | 17:45.66 | ISLs · Nov 5, 2021 |
| 04 | Ryan WeiClass 2022 | 2022 | 17:51.00 | 18:08.73 | NEPSTAs · Nov 13, 2021 |
| 05 | Aston Ki ChanClass 2022 | 2022 | 18:07.00 | 18:19.44 | BH, Milton, Latin at Groton · Oct 23, 2021 |
| 06 | Connor SteeleClass 2024 | 2024 | 18:01.50 | 18:28.61 | ISLs · Nov 5, 2021 |
| 07 | Yaman HabipClass 2023 | 2023 | 18:41.30 | 19:09.41 | ISLs · Nov 5, 2021 |
| 08 | Alexander StrangClass 2022 | 2022 | 19:14.00 | 19:21.37 | Sebs at Milton · Sep 18, 2021 |
| 09 | Peter LeitzesClass 2024 | 2024 | 19:25.00 | 19:32.44 | Sebs at Milton · Sep 18, 2021 |
| 10 | James BurtonClass 2022 | 2022 | 19:35.00 | 19:42.51 | Govs, St. George's, Thayer at Milton · Oct 2, 2021 |
| 11 | Evan ZhangClass 2023 | 2023 | 20:51.00 | 19:57.14 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 12 | Thomas StrongClass 2023 | 2023 | 21:01.00 | 20:06.71 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 13 | Jacob (coby) MullikenClass 2023 | 2023 | 21:03.00 | 20:08.62 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 14 | Kai On (jason) YuClass 2025 | 2025 | 21:09.00 | 20:14.36 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 15 | Brian XiClass 2025 | 2025 | 21:12.00 | 20:17.24 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 16 | Alexander CesarettiClass 2024 | 2024 | 20:09.00 | 20:23.95 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 17 | Louis ChiassonClass 2023 | 2023 | 20:17.00 | 20:24.78 | Govs, St. George's, Thayer at Milton · Oct 2, 2021 |
| 18 | James GoodClass 2022 | 2022 | 20:22.00 | 20:29.81 | Brooks, WA at Milton · Oct 16, 2021 |
| 19 | Matthew AbatiClass 2024 | 2024 | 21:30.00 | 20:34.46 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 20 | Elliot SmithClass 2022 | 2022 | 20:37.00 | 20:44.90 | Brooks, WA at Milton · Oct 16, 2021 |
| 21 | Ryan ShueClass 2023 | 2023 | 20:54.00 | 21:09.51 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 22 | Kevin FarmerClass 2025 | 2025 | 22:14.00 | 21:16.57 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 23 | Omar HamodaClass 2024 | 2024 | 21:28.00 | 21:42.74 | BH, Milton, Latin at Groton · Oct 23, 2021 |
| 24 | James BradnerClass 2025 | 2025 | 22:45.00 | 21:46.23 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 25 | Andrew RodriguezClass 2023 | 2023 | 21:42.00 | 21:58.10 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 26 | Myles NdirituClass 2022 | 2022 | 23:13.00 | 22:13.03 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 27 | Imran SerifovicClass 2024 | 2024 | 21:37.00 | 22:40.50 | Milton at BB&N · Sep 25, 2021 |
| 28 | Brady PayneClass 2025 | 2025 | 22:35.00 | 22:51.76 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 29 | Robinson NoblesClass 2025 | 2025 | 23:59.00 | 22:57.05 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 30 | Victor XuClass 2023 | 2023 | 22:46.00 | 23:02.90 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 31 | Evan NingClass 2024 | 2024 | 22:47.00 | 23:03.91 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 32 | Jooahn HwangClass 2022 | 2022 | 22:58.00 | 23:06.81 | Brooks, WA at Milton · Oct 16, 2021 |
| 33 | Gratian TingClass 2025 | 2025 | 23:44.00 | 24:01.61 | Middlesex, Milton, St. Mark's at Tabor · Oct 9, 2021 |
| 34 | Oliver SinClass 2025 | 2025 | 26:55.00 | 25:45.47 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 35 | Zidan GrahamClass 2025 | 2025 | 30:13.00 | 28:54.94 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 36 | John FuClass 2023 | 2023 | 31:26.00 | 30:04.80 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
| 37 | Ching Hei (andre) LeungClass 2025 | 2025 | 31:29.00 | 30:07.67 | Lawrence, Milton, Rivers at Nobles · Oct 30, 2021 |
