| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | | 11 | Finn Walsh | 15:24.8PR | MD | Kent Island | Oct 31
| 2A East Regional Championships |
| 2. | 17 | 11 | Kevin Baranoski | 15:26.6 | MD | Harford Tech | Oct 31
| 2A East Regional Championships |
| 3. | 17 | 12 | Giles Daly | 15:31.9 | MD | Fallston | Oct 22
| UCBAC Championships |
| 4. | 18 | 12 | Daron Taylor | 15:37.0PR | MD | Harford Tech | Sep 17
| CM Wright HS, North East HS @ Harford Technic... |
| 5. | 18 | 12 | Zachary Taylor | 15:41.8 | MD | Harford Tech | Oct 22
| UCBAC Championships |
| 6. | 17 | 12 | William Tikiob | 15:44.5 | MD | North Harford | Oct 1
| Divisionals at Churchville Rec 3pm |
| 7. | 17 | 11 | Tyler Flatau | 16:10.2PR | MD | Fallston | Oct 22
| UCBAC Championships |
| 8. | 17 | 12 | William Christophel | 16:12.9PR | MD | North Caroline | Oct 23
| 2019 Bayside Conference Championships |
| 9. | | 11 | Isaiah Schulties | 16:24.0 | MD | Kent Island | Oct 31
| 2A East Regional Championships |
| 10. | 16 | 10 | Alex Xavier | 16:25.3 | MD | Fallston | Oct 22
| UCBAC Championships |
| 11. | 15 | 10 | Quinn Daly | 16:39.6 | MD | Fallston | Oct 22
| UCBAC Championships |
| 12. | 15 | 10 | Bryce Kahler | 16:40.7 | MD | Fallston | Oct 22
| UCBAC Championships |
| 13. | | 12 | Tyler Vega | 16:44.0PR | MD | Elkton | Oct 22
| UCBAC Championships |
| 14. | | 12 | Jason Ramsland | 16:45.1PR | MD | North Harford | Oct 22
| UCBAC Championships |
| 15. | | 12 | Owen Fabula | 17:11.2PR | MD | Fallston | Oct 22
| UCBAC Championships |
| 16. | 17 | 12 | Ethan Sweaney | 17:18.3PR | MD | North Harford | Oct 22
| UCBAC Championships |
| 17. | | 12 | Avery Hanesworth | 17:30.9PR | MD | Kent Island | Oct 31
| 2A East Regional Championships |
| 18. | 17 | 11 | Aaron Litvin | 17:31.0PR | MD | Harford Tech | Oct 8
| Edgewood, Aberdeen @ Harford Technical HS |
| 19. | | 12 | Jack Pearse | 17:35.6 | MD | Kent Island | Oct 31
| 2A East Regional Championships |
| 20. | 15 | 9 | John Saltysiak | 17:45.0 | MD | Harford Tech | Oct 8
| Edgewood, Aberdeen @ Harford Technical HS |
| 21. | | 10 | David Pugh | 17:45.7PR | MD | Elkton | Oct 22
| UCBAC Championships |
| 22. | | 11 | Andrew Connolly | 17:48.1PR | MD | Fallston | Oct 22
| UCBAC Championships |
| 23. | 15 | 10 | Tyler Marrow | 17:51.0 | MD | Harford Tech | Oct 22
| UCBAC Championships |
| 24. | 15 | 10 | Ashton Mazurek | 17:52.0PR | MD | Harford Tech | Oct 22
| UCBAC Championships |
| 25. | | 12 | Garrett Ulmer | 17:56.4 | MD | North Harford | Oct 31
| 2A East Regional Championships |
| 26. | 16 | 10 | Jacob LaRue | 18:04.3PR | MD | Harford Tech | Oct 22
| UCBAC Championships |
| 27. | | 11 | Paul Rayner | 18:07.0PR | MD | Kent Island | Oct 23
| 2019 Bayside Conference Championships |
| 28. | 18 | 12 | Dylan Kapustensky | 18:07.6 | MD | North Harford | Nov 9
| MPSSAA 2A State XC Championships |
| 29. | | 9 | Brady Medeiros | 18:13.9 | MD | Kent Island | Oct 23
| 2019 Bayside Conference Championships |
| 30. | | 12 | Alex Richards | 18:18.6PR | MD | Queen Annes County | Oct 23
| 2019 Bayside Conference Championships |
| 31. | | 10 | Michael Finley | 18:18.7PR | MD | North Harford | Oct 22
| UCBAC Championships |
| 32. | | 11 | Austin Cook | 18:19.2PR | MD | Queen Annes County | Oct 23
| 2019 Bayside Conference Championships |
| 33. | 16 | 10 | Quentin Santiago | 18:20.9 | MD | Harford Tech | Oct 8
| Edgewood, Aberdeen @ Harford Technical HS |
| 34. | | 10 | Greyson Carew | 18:22.0 | MD | North East | Oct 8
| Elkton, Fallston @ North East |
| 35. | | 12 | Tristin Charron | 18:23.8PR | MD | North Harford | Oct 22
| UCBAC Championships |
| 36. | 15 | 9 | Antonio Hernandez | 18:25.3 | MD | Fallston | Oct 12
| Frank Keyser Invitational |
| 37. | 18 | 12 | Cade Milburn | 18:25.8 | MD | Rising Sun | Oct 22
| UCBAC Championships |
| 38. | | 9 | Finn Kearney | 18:26.8PR | MD | Fallston | Oct 12
| Frank Keyser Invitational |
| 39. | | 10 | Colin Smith | 18:27.1PR | MD | North Harford | Oct 22
| UCBAC Championships |
| 40. | 15 | 9 | Nathan Deveno | 18:28.0 | MD | Harford Tech | Oct 8
| Edgewood, Aberdeen @ Harford Technical HS |
| 41. | | 11 | Trent Khanjar | 18:30.0PR | MD | North East | Oct 8
| Elkton, Fallston @ North East |
| 42. | 17 | 12 | Jakeem Brown | 18:32.7PR | MD | North Caroline | Oct 23
| 2019 Bayside Conference Championships |
| 43. | 18 | 12 | Brady Whalley | 18:36.7PR | MD | Queen Annes County | Oct 23
| 2019 Bayside Conference Championships |
| 44. | | 11 | Isiah Moore | 18:43.0PR | MD | North East | Oct 8
| Elkton, Fallston @ North East |
| 45. | | 12 | Zachary Jackson | 18:43.7 | MD | North Harford | Oct 22
| UCBAC Championships |
| 46. | 17 | 12 | Ryan Horvath | 18:44.0PR | MD | Fallston | Oct 8
| Elkton, Fallston @ North East |
| 47. | | 10 | Riley Toth | 18:49.4 | MD | Queen Annes County | Oct 23
| 2019 Bayside Conference Championships |
| 48. | | 12 | Garrett Cole | 18:50.0PR | MD | Queen Annes County | Oct 23
| 2019 Bayside Conference Championships |
| 49. | | 11 | Sean Browne | 18:51.9 | MD | Rising Sun | Oct 22
| UCBAC Championships |
| 50. | 16 | 10 | Michael Putkisto | 18:52.0PR | MD | Fallston | Oct 8
| Elkton, Fallston @ North East |
| 51. | 17 | 12 | Thomas Coudon | 18:52.5PR | MD | Fallston | Oct 12
| Frank Keyser Invitational |
| 52. | | 12 | Douglas Alvarez | 18:53.5PR | MD | Kent Island | Oct 23
| 2019 Bayside Conference Championships |
| 53. | | 12 | Brett Pfeiffer | 18:53.7PR | MD | Queen Annes County | Sep 18
| 4th Annual Rumble in the Jungle |
| 54. | | 9 | Thomas McFalls | 18:58.0PR | MD | Fallston | Oct 8
| Elkton, Fallston @ North East |
| 55. | | 11 | Aidan Fleischhacker | 19:00.0PR | MD | North East | Oct 8
| Elkton, Fallston @ North East |
| 56. | | 12 | Zach Singer | 19:01.4 | MD | Elkton | Oct 31
| 2A East Regional Championships |
| 57. | | 10 | Shane Caldwell | 19:04.6PR | MD | Kent Island | Sep 18
| 4th Annual Rumble in the Jungle |
| 58. | | 12 | Jeremiah Taylor | 19:10.0 | MD | Elkton | Oct 8
| Elkton, Fallston @ North East |
| 59. | | 12 | Dennis Killian | 19:10.3 | MD | Wicomico | Sep 18
| 4th Annual Rumble in the Jungle |
| 60. | | 11 | Erik Iwersen | 19:11.2 | MD | Rising Sun | Oct 22
| UCBAC Championships |
| 61. | | 12 | Dylan Hurlock | 19:14.9 | MD | Queen Annes County | Oct 31
| 2A East Regional Championships |
| 62. | 17 | 12 | Tyler Kash | 19:22.0PR | MD | Harford Tech | Oct 8
| Edgewood, Aberdeen @ Harford Technical HS |
| 63. | | 9 | Connor Kwiatkowski | 19:23.0PR | MD | North East | Oct 8
| Elkton, Fallston @ North East |
| 64. | 18 | 12 | Ethan Baublitz | 19:29.0PR | MD | Harford Tech | Oct 8
| Edgewood, Aberdeen @ Harford Technical HS |
| 65. | | 11 | Drew Krasman | 19:31.0PR | MD | North East | Oct 8
| Elkton, Fallston @ North East |
| 66. | 15 | 10 | Paul Jones | 19:34.0 | MD | Fallston | Oct 8
| Elkton, Fallston @ North East |
| 67. | 17 | 12 | Dylan Mohr | 19:35.3 | MD | Rising Sun | Oct 22
| UCBAC Championships |
| 68. | 17 | 12 | Mark Wright | 19:38.8PR | MD | Rising Sun | Oct 22
| UCBAC Championships |
| 69. | | 9 | Brendan Singer | 19:39.0PR | MD | Elkton | Oct 8
| Elkton, Fallston @ North East |
| 70. | | 12 | Logan Rogers | 19:42.5PR | MD | North East | Oct 22
| UCBAC Championships |
| 71. | 17 | 12 | Ryan Neil | 19:43.1PR | MD | Fallston | Oct 12
| Frank Keyser Invitational |
| 72. | | 9 | David Peoples | 19:44.0PR | MD | Harford Tech | Oct 8
| Edgewood, Aberdeen @ Harford Technical HS |
| 73. | | 12 | Quentin Caraballo | 19:45.0PR | MD | Elkton | Oct 22
| UCBAC Championships |
| 74. | 17 | 12 | Tyler Addis | 19:45.7 | MD | Queen Annes County | Sep 18
| 4th Annual Rumble in the Jungle |
| 75. | | 9 | Aidan Galloway | 19:46.0PR | MD | Fallston | Oct 8
| Elkton, Fallston @ North East |
| 76. | 14 | 9 | Eli Weston | 19:46.8 | MD | Rising Sun | Oct 31
| 2A East Regional Championships |
| 77. | 18 | 12 | Andrew Peck | 19:49.7 | MD | Queen Annes County | Oct 23
| 2019 Bayside Conference Championships |
| 78. | | 10 | Chris Killian | 19:53.0PR | MD | Wicomico | Sep 18
| 4th Annual Rumble in the Jungle |
| 79. | 15 | 10 | Evan Elliott | 19:54.0PR | MD | Fallston | Oct 8
| Elkton, Fallston @ North East |
| 80. | | 11 | Nigel Roark | 19:55.6PR | MD | Elkton | Oct 22
| UCBAC Championships |
| 81. | | 10 | Kern Metz | 19:57.9PR | MD | Kent Island | Oct 31
| 2A East Regional Championships |
| 82. | | 9 | Sam Mengel | 19:58.7 | MD | North Caroline | Oct 23
| 2019 Bayside Conference Championships |
| 83. | | 11 | Joshua Lord | 20:05.0PR | MD | Fallston | Oct 8
| Elkton, Fallston @ North East |
| | | 9 | Hunter Gilmore | 20:05.0PR | MD | Harford Tech | Oct 22
| UCBAC Championships |
| 85. | 14 | 9 | Dillon Corvino | 20:09.7PR | MD | Rising Sun | Oct 22
| UCBAC Championships |
| 86. | 17 | 11 | Julian Businsky | 20:24.2PR | MD | Fallston | Oct 12
| Frank Keyser Invitational |
| 87. | | 12 | Matthew Mariano | 20:28.3PR | MD | Queen Annes County | Sep 18
| 4th Annual Rumble in the Jungle |
| 88. | 16 | 10 | Aiden Koster | 20:33.0PR | MD | Fallston | Oct 8
| Elkton, Fallston @ North East |
| 89. | | 10 | Collin McConnell | 20:35.1 | MD | Kent Island | Nov 9
| MPSSAA 2A State XC Championships |
| 90. | 18 | 12 | Gabriel Stinchcomb | 20:36.8PR | MD | Kent Island | Nov 9
| MPSSAA 2A State XC Championships |
| 91. | | 9 | Andrew Richie | 20:43.8PR | MD | Fallston | Oct 12
| Frank Keyser Invitational |
| 92. | 15 | 10 | Kyle Hofmann | 20:46.9 | MD | North Caroline | Oct 23
| 2019 Bayside Conference Championships |
| 93. | | 11 | Lucas Davis | 20:52.0PR | MD | Harford Tech | Oct 22
| UCBAC Championships |
| 94. | | 9 | Ryan Payne | 20:52.6 | MD | Parkside | Oct 23
| 2019 Bayside Conference Championships |
| 95. | | 10 | Tyson Caprinolo | 20:57.0PR | MD | Elkton | Oct 22
| UCBAC Championships |
| 96. | | 12 | Colin Gray | 20:59.0 | MD | Queen Annes County | Sep 18
| 4th Annual Rumble in the Jungle |
| 97. | | 9 | Peyton Miller | 21:08.0PR | MD | North East | Oct 8
| Elkton, Fallston @ North East |
| 98. | | 9 | Luke Gerhard | 21:14.0 | MD | Elkton | Oct 22
| UCBAC Championships |
| 99. | 16 | 10 | Christopher Knoll | 21:14.7 | MD | Fallston | Oct 12
| Frank Keyser Invitational |
| 100. | | 11 | Mason Hall | 21:15.2PR | MD | Parkside | Oct 23
| 2019 Bayside Conference Championships |