| 2349 | 314 | 272 | Anderw | Ouillette | Plainfield Central | 5 | L | 17:29.07 | 7:37 | 8:35 |
| 522 | 315 | 273 | Julian | Peccia | Foote | 8 | S | 17:30.24 | 7:37 | 8:58 |
| 738 | 316 | 274 | Braydon | Hutwagner | Long River | 7 | S | 17:30.67 | 7:37 | 8:38 |
| 331 | 317 | 275 | Lochlan | Curran | Brooklyn | 6 | S | 17:30.83 | 7:37 | 8:47 |
| 2178 | 318 | 276 | Logan | Vile | John F. Kennedy (Plantsville) | 6 | L | 17:36.42 | 7:40 | 8:37 |
| 1790 | 319 | 277 | Jackson | Demers | City Hill | 7 | L | 17:37.73 | 7:40 | 8:40 |
| 499 | 320 | | Logan | Vaughn | Eli Terry Jr. | 8 | S | 17:38.02 | 7:40 | 8:49 |
| 1303 | 321 | 278 | Jacob | Saad | Thompson | 6 | S | 17:39.58 | 7:41 | 8:56 |
| 1324 | 322 | 279 | Joseph | Lynch | Woodbury | 8 | S | 17:41.16 | 7:42 | 8:53 |
| 2640 | 323 | 280 | Jacob | Brown | Vernon Center | 7 | L | 17:42.02 | 7:42 | 8:57 |
| 777 | 324 | 281 | Hal | Riddle | Mabelle B. Avery | 8 | S | 17:42.78 | 7:43 | 8:57 |
| 337 | 325 | 282 | Griffin | Tisler | Brooklyn | 7 | S | 17:44.97 | 7:44 | 8:56 |
| 2711 | 326 | 283 | Ryan | Brown | New Fairfield | 7 | S | 17:45.90 | 7:44 | 9:10 |
| 1291 | 327 | 284 | Matthew | Johnson | Thomaston | 8 | S | 17:47.40 | 7:45 | 8:31 |
| 1705 | 328 | 285 | Devin | Cavanaugh | Aces At Chase | 8 | L | 17:47.87 | 7:45 | 8:25 |
| 2647 | 329 | 286 | Lucas | Hurzog | Vernon Center | 6 | L | 17:48.49 | 7:45 | 9:00 |
| 2144 | 330 | 287 | Tyler | Rubin | James H. Moran | 7 | L | 17:49.02 | 7:45 | 8:40 |
| 2236 | 331 | 288 | Noah | Putnam | King Philip | 8 | L | 17:49.20 | 7:45 | 8:58 |
| 325 | 332 | 289 | Gavin | Gorneau | Bolton Center | 7 | S | 17:49.62 | 7:46 | 9:00 |
| 1938 | 333 | 290 | Logan | Heath | Francis Walsh Intermediate | 5 | L | 17:50.28 | 7:46 | 9:05 |
| 1965 | 334 | 291 | Thomas | Sturges | Francis Walsh Intermediate | 7 | L | 17:51.57 | 7:46 | 9:05 |
| 1262 | 335 | 292 | Kieran | Freeman | The Country | 6 | S | 17:52.01 | 7:47 | 8:43 |
| 2367 | 336 | 293 | Ryan | Chen | Roger Ludlowe | 8 | L | 17:54.83 | 7:48 | 8:48 |
| 1738 | 337 | 294 | Christian | Dubois | Bethel | 8 | L | 17:55.16 | 7:48 | 8:53 |
| 1707 | 338 | 295 | Owen | Hughson | Aces At Chase | 7 | L | 17:55.21 | 7:48 | 8:53 |
| 2667 | 339 | | Ethan | Pillai | Washington | 8 | L | 17:56.66 | 7:49 | 8:30 |
| 1947 | 340 | 296 | Mason | Lougal | Francis Walsh Intermediate | 5 | L | 17:58.61 | 7:49 | 9:04 |
| 1781 | 341 | 297 | Gabe | Bello | City Hill | 8 | L | 18:00.01 | 7:50 | 8:53 |
| 2645 | 342 | 298 | Judge | Gray | Vernon Center | 8 | L | 18:00.06 | 7:50 | 9:02 |
| 1 | 343 | | Max | Flegel | Danbury Flyers Tf&xc Club | | C | 18:02.34 | 7:51 | 8:49 |
| 1268 | 344 | 299 | David | Jones | The Country | 6 | S | 18:02.47 | 7:51 | 8:58 |
| 4 | 345 | | Seth | Kodagoda | Danbury Flyers Tf&xc Club | | C | 18:02.51 | 7:51 | 9:11 |
| 1787 | 346 | 300 | Christian | Criscolo | City Hill | 8 | L | 18:02.70 | 7:51 | 8:48 |
| 2373 | 347 | 301 | Daniel | Flynn | Roger Ludlowe | 8 | L | 18:04.45 | 7:52 | 8:49 |
| 2264 | 348 | 302 | Mason | Murren | Madison | 7 | L | 18:05.11 | 7:52 | 8:55 |
| 1715 | 349 | 303 | Tyler | Touponse | Aces At Chase | 7 | L | 18:05.41 | 7:52 | 8:30 |
| 439 | 350 | 304 | Devin | Billings | Cromwell | 8 | S | 18:06.59 | 7:53 | 8:49 |
| 1304 | 351 | 305 | Tristchion | Speight | Thompson | 8 | S | 18:06.96 | 7:53 | 8:51 |
| 2357 | 352 | 306 | Tyler | Spinney | Plainfield Central | 8 | L | 18:07.28 | 7:53 | 8:52 |
| 52 | 353 | 307 | Oscar | Humphreys | New Canaan Blazers | | C | 18:08.24 | 7:54 | 9:11 |
| 2172 | 354 | 308 | Caden | Rossigna | John F. Kennedy (Plantsville) | 7 | L | 18:08.64 | 7:54 | 8:46 |
| 442 | 355 | 309 | Joey | Dabrowski | Cromwell | 6 | S | 18:09.69 | 7:54 | 9:00 |
| 28 | 356 | 310 | Dolan | Krasnitski | East Hampton Track Club | | C | 18:11.20 | 7:55 | 9:09 |
| 1290 | 357 | 311 | Jack | Holway | Thomaston | 7 | S | 18:11.39 | 7:55 | 8:56 |
| 2107 | 358 | 312 | Evan | Guerrera | Irving A. Robbins | 8 | L | 18:12.07 | 7:55 | 8:39 |
| 455 | 359 | 313 | Ajahni | Dalhouse | Derby | 7 | S | 18:13.53 | 7:56 | 8:58 |
| 328 | 360 | 314 | Quinn | Perkins | Bolton Center | 6 | S | 18:13.97 | 7:56 | 9:09 |
| 1135 | 361 | 315 | Matias | Vazquez | St. John Paul II | 8 | S | 18:17.38 | 7:58 | 9:07 |
| 2389 | 362 | 316 | Graham | Rogers | Roger Ludlowe | 6 | L | 18:18.65 | 7:58 | 8:52 |
| 2675 | 363 | 317 | Meetansh | Dhote | Whisconier | 8 | L | 18:20.70 | 7:59 | 8:28 |
| 338 | 364 | 318 | Nolan | Wakely | Brooklyn | 6 | S | 18:21.79 | 8:00 | 9:10 |
| 2314 | 365 | 319 | Marquis | McGraw | North Haven | 7 | L | 18:25.93 | 8:01 | 9:04 |
| 2377 | 366 | 320 | Christian | Johnston | Roger Ludlowe | 7 | L | 18:26.94 | 8:02 | 9:01 |
| 785 | 367 | 321 | Marshall | Thomas | Mabelle B. Avery | 7 | S | 18:30.12 | 8:03 | 9:14 |
| 518 | 368 | 322 | Elias | Joseph | Foote | 7 | S | 18:30.20 | 8:03 | 9:28 |
| 1359 | 369 | 323 | Callum | Lusignan | Woodstock | 8 | S | 18:30.76 | 8:03 | 8:47 |
| 2112 | 370 | 324 | Luke | McCormick | Irving A. Robbins | 8 | L | 18:33.48 | 8:05 | 9:24 |
| 438 | 371 | 325 | Rudra | Bhatt | Cromwell | 8 | S | 18:33.92 | 8:05 | 9:14 |
| 1776 | 372 | 326 | Wyatt | Nadeau | Catherine Mcgee | 8 | L | 18:34.40 | 8:05 | 9:08 |
| 457 | 373 | 327 | Mac | Gray | Derby | 8 | S | 18:37.28 | 8:06 | 9:27 |
| 322 | 374 | 328 | Alex | Fofana | Bolton Center | 6 | S | 18:39.73 | 8:07 | 9:24 |
| 1745 | 375 | 329 | Benjamin | Nichols | Bethel | 8 | L | 18:40.68 | 8:08 | 9:25 |
| 592 | 376 | 330 | Ryder | Desso | Horace W. Porter | 8 | S | 18:42.38 | 8:08 | 9:12 |
| 2718 | 377 | 331 | Jack | Katkocin | New Fairfield | 7 | S | 18:48.09 | 8:11 | 9:25 |
| 588 | 378 | 332 | Jack | Barton | Horace W. Porter | 8 | S | 18:48.99 | 8:11 | 9:12 |
| 1141 | 379 | 333 | Hunter | Dudzikowski | St. Joseph (Bristol) | 7 | S | 18:57.27 | 8:15 | 8:51 |
| 2136 | 380 | 334 | Liam | Marciano | James H. Moran | 7 | L | 18:59.47 | 8:16 | 9:26 |
| 525 | 381 | 335 | Teddy | Shin | Foote | 6 | S | 19:04.47 | 8:18 | 9:32 |
| 2139 | 382 | 336 | Jack | Piepenbring | James H. Moran | 6 | L | 19:06.05 | 8:19 | 9:27 |
| 332 | 383 | 337 | Ronan | Curran | Brooklyn | 8 | S | 19:09.31 | 8:20 | 9:15 |
| 443 | 384 | 338 | Colin | Earley | Cromwell | 8 | S | 19:09.68 | 8:20 | 9:21 |
| 1867 | 385 | 339 | Russell | Morgan | East Ridge | 7 | L | 19:13.84 | 8:22 | 9:27 |
| 1821 | 386 | 340 | Benjamin | Kroeber | Dag Hammarskjold | 6 | L | 19:14.80 | 8:23 | 9:33 |
| 1870 | 387 | 341 | Thomas | Rice | East Ridge | 6 | L | 19:15.02 | 8:23 | 9:42 |
| 2451 | 388 | 342 | Mason | Fawcett | Shelton | 7 | L | 19:15.65 | 8:23 | 9:21 |
| 741 | 389 | 343 | Drew | McDonald | Long River | 7 | S | 19:20.22 | 8:25 | 9:20 |
| 1302 | 390 | 344 | Andrew | Dicicco | Thompson | 8 | S | 19:22.62 | 8:26 | 9:47 |
| 2167 | 391 | 345 | James | Poisson | John F. Kennedy (Plantsville) | 6 | L | 19:25.90 | 8:27 | 9:03 |
| 29 | 392 | 346 | Logan | Matte | East Hampton Track Club | | C | 19:30.00 | 8:29 | 9:10 |
| 1814 | 393 | 347 | Dylan | Browell | Dag Hammarskjold | 7 | L | 19:34.52 | 8:31 | 9:42 |
| 2707 | 394 | 348 | Thomas | Morse | Dodd | 7 | L | 19:51.74 | 8:39 | 9:11 |
| 492 | 395 | | Lucas | Rogers | Eli Terry Jr. | 8 | S | 19:54.46 | 8:40 | 9:58 |
| 329 | 396 | 349 | Gavin | Tiu | Bolton Center | 8 | S | 19:56.69 | 8:41 | 9:56 |
| 1305 | 397 | 350 | Ryan | Szarkowicz | Thompson | 7 | S | 19:57.77 | 8:41 | 9:43 |
| 2450 | 398 | 351 | Sam | Demartino | Shelton | 8 | L | 19:58.99 | 8:42 | 9:49 |
| 1147 | 399 | 352 | Isaac | Morehouse | St. Joseph (Bristol) | 6 | S | 20:05.05 | 8:44 | 9:53 |
| 2462 | 400 | 353 | Ethan | Mai | Shelton | 7 | L | 20:06.41 | 8:45 | 9:16 |
| 1884 | 401 | 354 | Cole | Jewett | Ellington | 7 | L | 20:06.63 | 8:45 | 8:20 |
| 1702 | 402 | 355 | Christian | Ambrosini | Aces At Chase | 8 | L | 20:07.12 | 8:45 | 9:37 |
| 2335 | 403 | 356 | Vincenzo | Basilone | Plainfield Central | 6 | L | 20:20.34 | 8:51 | 9:55 |
| 2355 | 404 | 357 | Easton | Sanders | Plainfield Central | 6 | L | 20:22.59 | 8:52 | 9:56 |
| 2662 | 405 | | Anthony | Kahrimanis | Washington | 7 | L | 20:23.69 | 8:53 | 9:30 |
| 1813 | 406 | 358 | Max | Britton | Dag Hammarskjold | 6 | L | 20:24.70 | 8:53 | 9:26 |
| 2007 | 407 | 359 | Sean | Link | Haddam-Killingworth | 8 | L | 20:26.37 | 8:54 | 9:25 |
| 462 | 408 | 360 | Rhasiem | McNeil | Derby | 8 | S | 20:43.00 | 9:01 | 10:41 |
| 2468 | 409 | 361 | Dylan | O'Grady | Shelton | 8 | L | 20:43.42 | 9:01 | 9:54 |
| 1863 | 410 | 362 | Bode | Gundersen | East Ridge | 7 | L | 20:48.14 | 9:03 | 9:59 |
| 33 | 411 | | Ethan | Broomfield | Go Far Xc Memorial | 6 | C | 21:01.38 | 9:09 | 10:01 |
| 456 | 412 | 363 | Keegan | Goodwin | Derby | 8 | S | 21:20.77 | 9:17 | 10:36 |
| 444 | 413 | 364 | Justin | Hall | Cromwell | 7 | S | 22:58.85 | 10:00 | 10:54 |