| | Age | Grade | Athlete | Time | ST | Team | Date | Meet |
| 1. | 14 | 8 | Quentin Koch | 12:59.1PR | | Koch-Quentin-CT-Unattached | Dec 9
| USATF National Junior Olympic Championships |
| 2. | 17 | 11 | Ryan Boulanger | 14:07.2PR | CT | New Canaan | Sep 12
| Bridgeport, McMahon New Canaan at Danbury |
| 3. | 17 | 11 | Spencer Paine | 14:28.2PR | CT | New Canaan | Sep 12
| Bridgeport, McMahon New Canaan at Danbury |
| 4. | 14 | 8 | Luke Schupp | 14:30.7PR | CT | Litchfield Track | Nov 19
| USATF Region 1 Junior Olympic Championships |
| 5. | 16 | 11 | Lucas Califano | 14:35.9PR | CT | Danbury | Sep 27
| Darien, Stamford, Ludlowe at Danbury |
| 6. | 14 | 9 | Charles Cavanagh | 14:55.1PR | CT | New Canaan Blazers | Nov 12
| USATF Connecticut Association Junior Olympic ... |
| 7. | 13 | 8 | Logan Slosek | 14:57.8PR | CT | Quinebaug Valley Track Club | Nov 19
| USATF Region 1 Junior Olympic Championships |
| 8. | 13 | 8 | William Laurans | 15:06.8PR | CT | Litchfield Track | Nov 19
| USATF Region 1 Junior Olympic Championships |
| 9. | 13 | 8 | Connor Sanford | 15:24.4PR | CT | Danbury Flyers TF&XC Club | Nov 19
| USATF Region 1 Junior Olympic Championships |
| 10. | 16 | 10 | Ryan Jordan | 15:31.6PR | CT | New Canaan | Sep 12
| Bridgeport, McMahon New Canaan at Danbury |
| 11. | 17 | 12 | Andrew Reed | 15:34.2PR | CT | New Canaan | Sep 12
| Bridgeport, McMahon New Canaan at Danbury |
| 12. | 13 | 12 | Mateo Hershey | 15:34.5PR | CT | New Canaan Blazers | Nov 19
| USATF Region 1 Junior Olympic Championships |
| 13. | 16 | 11 | John Disturco | 15:34.6PR | CT | New Canaan | Sep 12
| Bridgeport, McMahon New Canaan at Danbury |
| 14. | 13 | 8 | Kaiden Lynch | 16:00.5PR | CT | Litchfield Track | Nov 19
| USATF Region 1 Junior Olympic Championships |
| 15. | 14 | 9 | Matthew Sisser | 16:06.0PR | CT | New Canaan Blazers | Nov 12
| USATF Connecticut Association Junior Olympic ... |
| 16. | 13 | - | Sean Ward | 16:10.6PR | CT | Danbury Hatters HCYS Track & XC Club | Nov 12
| USATF Connecticut Association Junior Olympic ... |
| 17. | 14 | 8 | Benjamin Brindley | 16:29.3PR | CT | New Canaan Blazers | Nov 19
| USATF Region 1 Junior Olympic Championships |
| 18. | 13 | 8 | Liam Morris | 16:30.2PR | | 05-Unattached | Nov 19
| USATF Region 1 Junior Olympic Championships |
| 19. | 13 | 8 | Drake Duhaime | 16:53.5PR | CT | Litchfield Track | Nov 19
| USATF Region 1 Junior Olympic Championships |
| 20. | 16 | 11 | Brock Newman | 17:00.2PR | CT | Norwalk | Sep 13
| Stamford, Warde, Norwalk at Westhill |
| 21. | 17 | 12 | Matthew Waldron | 17:34.7PR | CT | Danbury | Sep 27
| Darien, Stamford, Ludlowe at Danbury |
| 22. | 13 | 6 | Oscar Humphreys | 19:11.4PR | CT | New Canaan Blazers | Nov 12
| USATF Connecticut Association Junior Olympic ... |
| 23. | 13 | 8 | Adrian Adam | 20:36.1PR | CT | New Canaan Blazers | Nov 12
| USATF Connecticut Association Junior Olympic ... |
| 24. | 13 | 12 | Peter Tsapralis | 20:36.7PR | CT | New Canaan Blazers | Nov 12
| USATF Connecticut Association Junior Olympic ... |
| 25. | 14 | 8 | Joseph Vasaturo IV | 22:48.3PR | CT | Litchfield Track | Nov 12
| USATF Connecticut Association Junior Olympic ... |