| 1051 | 246 | 154 | Jordan | Delaney | King Philip | 7 | 15:46.88 | 9:17 | 9:47 |
| 2127 | 247 | | Joey | Cashman | St. Timothy | 8 | 15:47.60 | 9:18 | 10:01 |
| 1193 | 248 | | Kaidyn | Carlson | Litchfield | 8 | 15:47.83 | 9:18 | 10:03 |
| 2565 | 249 | | Julian | Mendez | Danbury Flyers Tf&xc Club 6 | | 15:50.96 | 9:20 | 10:15 |
| 1981 | 250 | 155 | Jack | Buchholz | Shepaug Valley | 8 | 15:52.33 | 9:21 | 9:52 |
| 477 | 251 | 156 | Adam | Speakman | Eli Terry Jr. | 7 | 15:52.54 | 9:21 | 10:21 |
| 1195 | 252 | | Ian | Fischtal | Litchfield | 7 | 15:54.56 | 9:22 | 10:14 |
| 987 | 253 | | Evan | Cartwright | Joseph A. Depaolo | 6 | 15:55.15 | 9:22 | 10:25 |
| 995 | 254 | | Joey | White | Joseph A. Depaolo | 6 | 15:55.58 | 9:23 | 10:26 |
| 2239 | 255 | | Ian | Metcalfe | Swift | 8 | 15:56.09 | 9:23 | 10:14 |
| 2219 | 256 | | Gavin | Bradshaw | Swift | 6 | 16:00.19 | 9:25 | 10:13 |
| 1926 | 257 | 157 | Malcolm | Gage | Sedgwick | 6 | 16:00.30 | 9:25 | 10:44 |
| 39 | 258 | 158 | Makeih | Gallimore-Mur | Assumption Catholic | 6 | 16:08.49 | 9:30 | 10:10 |
| 937 | 259 | | Shane | Barry | John F. Kennedy (plantsville) | 6 | 16:12.07 | 9:32 | 10:29 |
| 1929 | 260 | 159 | Nicholas | Gupta | Sedgwick | 7 | 16:15.31 | 9:34 | 10:44 |
| 911 | 261 | | Daniel | Phoenix | James H. Moran | 7 | 16:15.86 | 9:35 | 10:28 |
| 2468 | 262 | 160 | James | Lavario | Woodbury | 6 | 16:22.00 | 9:38 | 10:45 |
| 941 | 263 | | Johnathon | Pillsbury | John F. Kennedy (plantsville) | 7 | 16:23.10 | 9:39 | 10:29 |
| 766 | 264 | | Sean | Allen | Hillcrest | 7 | 16:23.36 | 9:39 | 10:41 |
| 629 | 265 | | Joshua | Lang | Granby Memorial | 8 | 16:24.37 | 9:40 | 10:30 |
| 2461 | 266 | 161 | Jonathan | Eschmann | Woodbury | 6 | 16:26.03 | 9:41 | 10:40 |
| 728 | 267 | 162 | Jeniye | Acevedo | Hals Academy | 6 | 16:26.84 | 9:41 | 11:19 |
| 276 | 268 | | Jeremy | Tarveros | City Hill | 7 | 16:28.09 | 9:42 | 11:05 |
| 2448 | 269 | 163 | Brayden | Alteri | Woodbury | 7 | 16:29.30 | 9:42 | 10:32 |
| 1582 | 270 | 164 | Seth | Glinsky | Our Lady Of Mount Carmel | 8 | 16:32.22 | 9:44 | 10:37 |
| 2096 | 271 | | Austin | Moozar | St. John Catholic | 7 | 16:33.19 | 9:45 | 10:43 |
| 41 | 272 | 165 | Jake | Guastelle | Assumption Catholic | 8 | 16:40.03 | 9:49 | 10:24 |
| 782 | 273 | | Jacob | Levin | Hillcrest | 6 | 16:41.33 | 9:50 | 10:42 |
| 1492 | 274 | | Matthew | Gifford | North Haven | 6 | 16:44.55 | 9:51 | 10:54 |
| 609 | 275 | 166 | Ezra | Smith | Gilbert | 7 | 16:45.71 | 9:52 | 10:56 |
| 2459 | 276 | 167 | Dylan | Duda | Woodbury | 7 | 16:47.17 | 9:53 | 11:00 |
| 961 | 277 | | Owen | Plourde | John F. Kennedy (plantsville) | 6 | 16:57.04 | 9:59 | 10:51 |
| 1588 | 278 | 168 | Tyler | Parks | Our Lady Of Mount Carmel | 8 | 16:59.79 | 10:00 | 10:37 |
| 606 | 279 | 169 | Nicholas | Pavlidis | Gilbert | 7 | 17:03.43 | 10:03 | 10:48 |
| 208 | 280 | 170 | Tyler | Mike | Catholic Academy Waterbury | 8 | 17:05.63 | 10:04 | 11:21 |
| 750 | 281 | | Jordan | Michaud | Har-Bur | 8 | 17:10.36 | 10:07 | 11:04 |
| 1088 | 282 | | Matt | Zeman | King Philip | 7 | 17:12.22 | 10:08 | 11:20 |
| 2065 | 283 | | Kyle | Meholik | St. Anthony | 6 | 17:24.96 | 10:15 | 11:31 |
| 2454 | 284 | 171 | Luke | Cenatiempo | Woodbury | 7 | 17:25.59 | 10:16 | 11:28 |
| 2557 | 285 | | Samuel | Fischer | Danbury Flyers Tf&xc Club 15 | | 17:29.52 | 10:18 | 11:24 |
| 2077 | 286 | 172 | Nicholas | Feola | St. Bridget | 5 | 17:34.59 | 10:21 | 11:28 |
| 2238 | 287 | | Ryan | Makowski | Swift | 6 | 17:36.40 | 10:22 | 11:14 |
| 2554 | 288 | | Johan | Coisman | Danbury Flyers Tf&xc Club 12 | | 17:39.56 | 10:24 | 11:35 |
| 2131 | 289 | | Trevor | Gedeon | St. Timothy | 6 | 17:53.72 | 10:32 | 11:18 |
| 1988 | 290 | 173 | Peyton | Thomas | Shepaug Valley | 6 | 18:01.02 | 10:36 | 12:00 |
| 1892 | 291 | | Jason | Morrow | Schaghticoke | 7 | 18:02.61 | 10:37 | 11:30 |
| 36 | 292 | 174 | Nathan | Christophe | Assumption Catholic | 8 | 18:03.57 | 10:38 | 11:06 |
| 1194 | 293 | | Aiden | Ericksen | Litchfield | 7 | 18:04.75 | 10:39 | 11:42 |
| 624 | 294 | | Elliot | Hosack | Granby Memorial | 8 | 18:19.85 | 10:47 | 10:49 |
| 604 | 295 | 175 | Kaiden | Munroe | Gilbert | 8 | 18:22.08 | 10:49 | 10:58 |
| 45 | 296 | 176 | Padraig | Monahan | Assumption Catholic | 5 | 18:26.18 | 10:51 | 12:02 |
| 593 | 297 | 177 | Adam | Biraga | Gilbert | 8 | 18:33.43 | 10:55 | 12:14 |
| 462 | 298 | 178 | Davion | Hernandez | Eli Terry Jr. | 8 | 18:36.70 | 10:57 | 12:08 |
| 594 | 299 | 179 | Alexander | Bunel | Gilbert | 7 | 18:47.94 | 11:04 | 12:13 |
| 595 | 300 | | Juan | Caraballo | Gilbert | 7 | 18:51.41 | 11:06 | 12:02 |
| 2089 | 301 | 180 | Spencer | Mongillo | St. Bridget | 8 | 19:06.87 | 11:15 | 12:27 |
| 2450 | 302 | | John | Thomas | Woodbury | 8 | 19:30.61 | 11:29 | 12:53 |
| 2084 | 303 | 181 | Saleem | Kahn | St. Bridget | 7 | 20:03.73 | 11:49 | 13:27 |
| 466 | 304 | 182 | Noah | Botto | Eli Terry Jr. | 7 | 20:15.30 | 11:55 | 13:19 |
| 605 | 305 | | Ewan | Oakes-Rogers | Gilbert | 8 | 20:21.43 | 11:59 | 13:19 |