| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | | 9 | Jason Herbert | 17:04.0PR | MD | Cambridge South Dorchester | Nov 3
| MPSSAA 1A East Region Championships |
| 2. | | 12 | Collins Shockley | 17:13.0PR | MD | Snow Hill | Nov 3
| MPSSAA 1A East Region Championships |
| 3. | | 10 | Justin Hand | 17:16.0 | MD | Cambridge South Dorchester | Oct 27
| Bayside Championships |
| 4. | | 11 | Jeffrey Condon | 17:25.0 | MD | Cambridge South Dorchester | Oct 5
| Cambridge/SD, Kent Island, Decatur, N. Caroli... |
| 5. | | 12 | Tyler Saia | 17:40.0PR | MD | Cambridge South Dorchester | Oct 27
| Bayside Championships |
| 6. | | 10 | Jeffrey Koletsky | 17:58.0 | MD | Cambridge South Dorchester | Oct 5
| Cambridge/SD, Kent Island, Decatur, N. Caroli... |
| 7. | | 11 | Torres Savage | 18:22.0PR | MD | Snow Hill | Nov 3
| MPSSAA 1A East Region Championships |
| 8. | | 11 | Thomas Balcerak | 18:29.0 | MD | Mardela | Nov 3
| MPSSAA 1A East Region Championships |
| 9. | | 12 | Henry Pechin | 18:36.0PR | MD | Kent County | Nov 3
| MPSSAA 1A East Region Championships |
| 10. | | 12 | Wyatt Norfolk | 18:53.0PR | MD | North Dorchester | Nov 3
| MPSSAA 1A East Region Championships |
| 11. | | 10 | Gabe Carey | 18:56.0PR | MD | Mardela | Nov 3
| MPSSAA 1A East Region Championships |
| 12. | | 9 | Connor McMichen | 18:59.0 | MD | Snow Hill | Nov 3
| MPSSAA 1A East Region Championships |
| 13. | | 10 | Paul Baysinger | 19:01.0PR | MD | Pocomoke | Nov 3
| MPSSAA 1A East Region Championships |
| 14. | | 12 | Curtis Shockley | 19:05.0PR | MD | Snow Hill | Oct 27
| Bayside Championships |
| 15. | | 10 | Corey Beckett | 19:17.0 | MD | Pocomoke | Nov 3
| MPSSAA 1A East Region Championships |
| 16. | | 9 | Andrew Boltz | 19:21.0 | MD | Mardela | Nov 3
| MPSSAA 1A East Region Championships |
| 17. | | 11 | Grant McMichen | 19:27.0PR | MD | Snow Hill | Nov 3
| MPSSAA 1A East Region Championships |
| 18. | | 9 | Sawyer Cornelius | 19:33.0 | MD | Kent County | Nov 3
| MPSSAA 1A East Region Championships |
| 19. | | 11 | Brandon Bond | 19:46.0PR | MD | Mardela | Nov 3
| MPSSAA 1A East Region Championships |
| 20. | | 12 | Kyle Cropper | 19:51.0PR | MD | Snow Hill | Oct 27
| Bayside Championships |
| | | 10 | Vincent Kenney | 19:51.0 | MD | Crisfield | Nov 3
| MPSSAA 1A East Region Championships |
| 22. | | 10 | Phillip Perry | 19:54.0PR | MD | Cambridge South Dorchester | Nov 3
| MPSSAA 1A East Region Championships |
| 23. | | 12 | Max Steele | 20:01.0PR | MD | Kent County | Nov 3
| MPSSAA 1A East Region Championships |
| 24. | | 11 | Cory Kinhard | 20:02.0PR | MD | Snow Hill | Nov 3
| MPSSAA 1A East Region Championships |
| 25. | | 11 | Alec Hudson | 20:09.0PR | MD | Mardela | Nov 3
| MPSSAA 1A East Region Championships |
| 26. | | 12 | William Jones | 20:22.0PR | MD | Cambridge South Dorchester | Nov 3
| MPSSAA 1A East Region Championships |
| 27. | | - | Tyler McMichen | 20:30.0PR | MD | Snow Hill | Oct 27
| Bayside Championships |
| 28. | | 10 | Jesse Bartrum | 20:37.0 | MD | Cambridge South Dorchester | Oct 27
| Bayside Championships |
| 29. | | - | Daniel Gordy | 20:42.0PR | MD | Snow Hill | Oct 27
| Bayside Championships |
| 30. | | 10 | Luke Ashley | 20:49.0 | MD | Mardela | Nov 3
| MPSSAA 1A East Region Championships |
| 31. | | 11 | Brendan Hawley | 20:51.0 | MD | Mardela | Oct 12
| Bayside League Meet # 6 |
| 32. | | 12 | Kevran Conquest | 21:43.0PR | MD | Pocomoke | Oct 27
| Bayside Championships |
| 33. | | 12 | Shyheim Coussar | 21:54.0PR | MD | Pocomoke | Nov 3
| MPSSAA 1A East Region Championships |
| 34. | | - | Stanfeld Ochieng | 22:16.0PR | MD | Washington | Oct 27
| Bayside Championships |
| 35. | | 12 | Dominick Corbin | 22:59.0PR | MD | Washington | Sep 14
| Cambridge S Dorchester Home Meet |
| 36. | | - | Dustin Millinger | 23:08.0PR | MD | Crisfield | Sep 14
| Cambridge S Dorchester Home Meet |
| 37. | | 10 | Ryan McMillan | 23:21.0 | MD | Snow Hill | Sep 14
| Cambridge S Dorchester Home Meet |
| 38. | | - | Brandon Santiago | 23:29.0PR | MD | North Dorchester | Nov 3
| MPSSAA 1A East Region Championships |
| 39. | | 10 | Cejay Medico | 23:38.0PR | MD | Snow Hill | Oct 12
| Bayside League Meet # 6 |
| 40. | | 11 | John Medico | 23:47.0 | MD | Snow Hill | Sep 14
| Cambridge S Dorchester Home Meet |
| 41. | | - | Matt Watson | 23:48.0 | MD | Pocomoke | Oct 27
| Bayside Championships |
| 42. | | 11 | Zach Shenal | 24:04.4 | MD | Snow Hill | Nov 12
| Maryland State Championships |
| 43. | | - | Damien Abbott | 24:20.0PR | MD | North Dorchester | Oct 27
| Bayside Championships |
| 44. | | - | Trey Johnson | 24:31.0PR | MD | Cambridge South Dorchester | Oct 19
| Decatur, Queen Anne's, Arcadia, Mardela @ Cam... |
| 45. | | - | Shyheen Brain | 24:37.0PR | MD | Pocomoke | Oct 12
| Bayside League Meet # 6 |
| 46. | | 10 | Jacob Collison | 24:48.0 | MD | Cambridge South Dorchester | Oct 19
| Decatur, Queen Anne's, Arcadia, Mardela @ Cam... |
| 47. | | 9 | Trevon Cooper | 25:23.0 | MD | Snow Hill | Sep 14
| Cambridge S Dorchester Home Meet |
| 48. | | - | Michael Cucina | 25:44.0 | MD | Snow Hill | Sep 14
| Cambridge S Dorchester Home Meet |
| 49. | | 10 | Dylan Elliot | 26:08.0PR | MD | Snow Hill | Sep 14
| Cambridge S Dorchester Home Meet |
| 50. | | - | Shannon Walker | 26:26.0PR | MD | Pocomoke | Sep 14
| Cambridge S Dorchester Home Meet |
| 51. | | - | Q. Forchion | 26:29.0PR | MD | Crisfield | Sep 14
| Cambridge S Dorchester Home Meet |
| 52. | | - | Jacon Mast | 27:59.0PR | MD | Snow Hill | Sep 14
| Cambridge S Dorchester Home Meet |
| 53. | | - | Erik Voss | 28:10.0PR | MD | Pocomoke | Sep 14
| Cambridge S Dorchester Home Meet |
| 54. | | - | Adam Dickerson | 28:14.0PR | MD | Snow Hill | Sep 14
| Cambridge S Dorchester Home Meet |
| 55. | | - | Jordan Forsht | 28:36.0PR | MD | North Dorchester | Oct 5
| Cambridge/SD, Kent Island, Decatur, N. Caroli... |
| 56. | | - | Parker Durham | 35:01.0 | MD | North Dorchester | Oct 5
| Cambridge/SD, Kent Island, Decatur, N. Caroli... |
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