| 2204 | 369 | Amanda | Ogrodowicz | 137 | F | 15 | 10 | F14-18 | | | | 28:51 | 27:32 | 8:52 |
| 1207 | 370 | Lauren | Gray | 138 | F | 27 | 41 | F19-29 | Orange | CT | | 28:25 | 27:33 | 8:52 |
| 660 | 371 | Taichanel | Davis | 139 | F | 27 | 42 | F19-29 | East Haven | CT | | 28:33 | 27:33 | 8:52 |
| 157 | 372 | Johnattan | Beamonte | 233 | M | 31 | 51 | M30-39 | Stratford | CT | | 27:42 | 27:34 | 8:53 |
| 860 | 373 | Jessica | Easter | 140 | F | 36 | 36 | F30-39 | Norwalk | CT | Darien Teachers | 29:09 | 27:36 | 8:53 |
| 438 | 374 | Cody | Carruthers | 234 | M | 15 | 47 | M14-18 | Stratford | CT | | 28:13 | 27:37 | 8:54 |
| 2053 | 375 | Sean | Mitchell | 235 | M | 33 | 52 | M30-39 | New Fairfield | CT | Bethel Middle School | 30:00 | 27:38 | 8:54 |
| 1327 | 376 | Michael | Henning | 236 | M | 27 | 41 | M19-29 | Stratford | CT | Team Imagine | 28:46 | 27:39 | 8:54 |
| 1661 | 377 | Mallory | LangonConsonery | 141 | F | 32 | 37 | F30-39 | Norwalk | CT | Darien Teachers | 28:46 | 27:43 | 8:55 |
| 1205 | 378 | Casey | Gray | 142 | F | 56 | 17 | F50-59 | Orange | CT | Bunnell HS Staff | 28:36 | 27:43 | 8:56 |
| 2292 | 379 | Kimberly | Parkman | 143 | F | 46 | 24 | F40-49 | Oxford | CT | | 27:55 | 27:43 | 8:56 |
| 47 | 380 | Kimberly | Ambrosio | 144 | F | 42 | 25 | F40-49 | Trumbull | CT | Long Lots Teachers | 28:41 | 27:44 | 8:56 |
| 2557 | 381 | John | Rodia | 237 | M | 21 | 42 | M19-29 | Trumbull | CT | | 27:58 | 27:47 | 8:57 |
| 4138 | 382 | Dan | Westphal | 238 | M | 54 | 29 | M50-59 | Milford | CT | | 29:07 | 27:48 | 8:57 |
| 4182 | 383 | Didier | Jean-Marie | 239 | M | 25 | 43 | M19-29 | Stratford | CT | | 30:48 | 27:48 | 8:57 |
| 2046 | 384 | Regina | Misercola | 145 | F | 18 | 11 | F14-18 | Trumbull | CT | | 29:43 | 27:48 | 8:57 |
| 1434 | 385 | Andrew | James | 240 | M | 63 | 11 | M60-69 | Stamford | CT | | 27:52 | 27:49 | 8:58 |
| 3143 | 386 | Meg | Verret | 146 | F | 39 | 38 | F30-39 | Bridgeport | CT | Great Beginnings Montessori School | 28:03 | 27:50 | 8:58 |
| 3234 | 387 | Patrick | Whalen | 241 | M | 43 | 37 | M40-49 | Fairfield | CT | Wilcoxson Wildcats | 28:33 | 27:50 | 8:58 |
| 1842 | 388 | Julia | Maksymiw | 147 | F | 13 | 12 | F10-13 | Plainville | CT | | 28:26 | 27:51 | 8:58 |
| 3184 | 389 | Paul | Wade | 242 | M | 55 | 30 | M50-59 | | | | 28:25 | 27:51 | 8:58 |
| 2078 | 390 | Todd | Moore | 243 | M | 48 | 38 | M40-49 | Stratford | CT | | 29:55 | 27:51 | 8:58 |
| 802 | 391 | Julie | Docarmo | 148 | F | 25 | 43 | F19-29 | Stratford | CT | | 28:49 | 27:52 | 8:58 |
| 878 | 392 | Benjamin | Ekstrand | 244 | M | 11 | 20 | M10-13 | Ansonia | CT | Ansonia Chargers | 28:23 | 27:52 | 8:59 |
| 889 | 393 | Tara | Eschert | 149 | F | 38 | 39 | F30-39 | Shelton | CT | Classical Studies Magnet Academy | 28:43 | 27:53 | 8:59 |
| 2459 | 394 | Michael | Raffalo | 245 | M | 49 | 39 | M40-49 | Stratford | CT | | 28:55 | 27:53 | 8:59 |
| 777 | 395 | Jackie | Dimeglio | 150 | F | 35 | 40 | F30-39 | Monroe | CT | | 28:26 | 27:54 | 8:59 |
| 2107 | 396 | Lily | Mudre | 151 | F | 23 | 44 | F19-29 | Stratford | CT | | 29:39 | 27:54 | 8:59 |
| 1058 | 397 | Brittany | Gagner | 152 | F | 28 | 45 | F19-29 | | | | 28:14 | 27:54 | 8:59 |
| 2687 | 398 | Timothy | Scalzo | 246 | M | 14 | 48 | M14-18 | Stratford | CT | | 30:10 | 27:54 | 8:59 |
| 2678 | 399 | Lauren | Sasso | 153 | F | 30 | 41 | F30-39 | West Haven | CT | | 32:27 | 27:55 | 8:59 |
| 2109 | 400 | Rachel | Mudre | 154 | F | 23 | 46 | F19-29 | Stratford | CT | | 29:39 | 27:55 | 8:59 |
| 1059 | 401 | Chad | Gagner | 247 | M | 33 | 53 | M30-39 | | | | 28:14 | 27:55 | 9:00 |
| 643 | 402 | Stephen | Daniel | 248 | M | 51 | 31 | M50-59 | Stratford | CT | | 28:11 | 27:56 | 9:00 |
| 2471 | 403 | Patrick | Raymond | 249 | M | 34 | 54 | M30-39 | Seymour | CT | | 28:05 | 27:58 | 9:00 |
| 2201 | 404 | Mary | EllenOconnor | 155 | F | 47 | 26 | F40-49 | Fairfield | CT | | 28:34 | 27:58 | 9:00 |
| 787 | 405 | Vin | Dipalma | 250 | M | 60 | 12 | M60-69 | Bridgeport | CT | | 28:31 | 27:59 | 9:01 |
| 3486 | 406 | Ryan | Kelly | 251 | M | 10 | 21 | M10-13 | Easton | CT | | 28:23 | 27:59 | 9:01 |
| 4014 | 407 | Caroline | Butler | 156 | F | 47 | 27 | F40-49 | Milford | CT | | 29:19 | 27:59 | 9:01 |
| 2698 | 408 | Steven | Schiraldi | 252 | M | 53 | 32 | M50-59 | Trumbulltrumbull | CT | People's United Bank | 28:19 | 28:00 | 9:01 |
| 3306 | 409 | Peiyu | You | 157 | F | 46 | 28 | F40-49 | Stratford | CT | | 29:36 | 28:01 | 9:01 |
| 2851 | 410 | Reni | Soares | 158 | F | 27 | 47 | F19-29 | Shelton | CT | | 28:15 | 28:02 | 9:02 |
| 3485 | 411 | Bob | Kelly | 253 | M | 47 | 40 | M40-49 | Easton | CT | | 28:27 | 28:02 | 9:02 |
| 852 | 412 | Tori | Dwyer | 159 | F | 26 | 48 | F19-29 | Monroe | CT | | 28:05 | 28:03 | 9:02 |
| 3026 | 413 | Brandon | Thomas | 254 | M | 23 | 44 | M19-29 | Stratford | CT | | 29:20 | 28:03 | 9:02 |
| 1499 | 414 | Fran | Kane | 255 | M | 47 | 41 | M40-49 | Fairfield | CT | Great Beginnings Montessori School | 29:19 | 28:03 | 9:02 |
| 2843 | 415 | Nina | Smith | 160 | F | 50 | 18 | F50-59 | Stratford | CT | | 28:17 | 28:04 | 9:02 |
| 1098 | 416 | Jessica | Garthwait | 161 | F | 35 | 42 | F30-39 | Middlebury | CT | | 28:54 | 28:05 | 9:03 |
| 251 | 417 | Dana | Boggiano | 162 | F | 27 | 49 | F19-29 | Dobbs Ferry | NY | Fairfield Education Association | 30:39 | 28:06 | 9:03 |
| 546 | 418 | Jillian | Combis | 163 | F | 39 | 43 | F30-39 | Norwalk | CT | Fairfield Education Association | 30:40 | 28:06 | 9:03 |
| 2544 | 419 | Earl | Robinson | 256 | M | 41 | 42 | M40-49 | Shelton | CT | | 29:25 | 28:11 | 9:05 |
| 669 | 420 | Vance | Dean | 257 | M | 62 | 13 | M60-69 | Southington | CT | | 28:36 | 28:11 | 9:05 |
| 1305 | 421 | Laura | Hatstat | 164 | F | 34 | 44 | F30-39 | Woodbury | CT | Middlebrook Mountain Lions | 30:01 | 28:13 | 9:05 |
| 1925 | 422 | Santiago | Mateo | 258 | M | 25 | 45 | M19-29 | Stratford | CT | | 31:12 | 28:13 | 9:05 |
| 2719 | 423 | Ashley | Schwartz | 165 | F | 30 | 45 | F30-39 | Fairfield | CT | | 29:21 | 28:16 | 9:06 |
| 2141 | 424 | Robbie | Napolitano | 259 | M | 30 | 55 | M30-39 | Fairfield | CT | Team R&R Edge | 28:44 | 28:16 | 9:06 |
| 3268 | 425 | Jack | Wiltsie | 260 | M | 10 | 22 | M10-13 | Stratford | CT | | 28:19 | 28:16 | 9:06 |
| 2929 | 426 | Kristin | Stoller | 166 | F | 27 | 50 | F19-29 | New York | NY | Team Triumph | 29:57 | 28:18 | 9:07 |
| 3278 | 427 | Konrad | Wisniewski | 261 | M | 28 | 46 | M19-29 | Manchester | CT | | 29:47 | 28:20 | 9:07 |
| 119 | 428 | Stephanie | Bakonyi | 167 | F | 29 | 51 | F19-29 | Monroe | CT | Orange Teachers | 33:14 | 28:20 | 9:07 |
| 1946 | 429 | Molly | McCann | 168 | F | 45 | 29 | F40-49 | Milford | CT | | 28:25 | 28:20 | 9:08 |
| 3345 | 430 | Rebecca | Zukowski | 169 | F | 45 | 30 | F40-49 | Stratford | CT | | 29:30 | 28:23 | 9:08 |
| 506 | 431 | Robert | Ciotti | 262 | M | 51 | 33 | M50-59 | Stratford | CT | | 29:30 | 28:23 | 9:08 |
| 989 | 432 | Paul | Floridia | 263 | M | 53 | 34 | M50-59 | Fairfield | CT | Fit Chicks | 29:29 | 28:23 | 9:09 |
| 1455 | 433 | Paige | Jockers | 170 | F | 14 | 12 | F14-18 | Stratford | CT | Stratford High Boys Soccer | 29:07 | 28:25 | 9:09 |
| 295 | 434 | Michaela | Breakell | 171 | F | 43 | 31 | F40-49 | Goshen | CT | Hillcrest Hawks | 29:04 | 28:27 | 9:10 |
| 3178 | 435 | Molly | Voytek-Barrette | 172 | F | 28 | 52 | F19-29 | Bethel | CT | | 28:50 | 28:28 | 9:10 |
| 1417 | 436 | Joe | Isola | 264 | M | 61 | 14 | M60-69 | Newtown | CT | | 30:06 | 28:28 | 9:10 |
| 1385 | 437 | Mark | Hrozenchik | 265 | M | 57 | 35 | M50-59 | Norwalk | CT | | 31:33 | 28:28 | 9:10 |
| 1591 | 438 | Virginia | Knott | 173 | F | 28 | 53 | F19-29 | North Haven | CT | | 28:35 | 28:28 | 9:10 |
| 3217 | 439 | Ryan | Weiss | 266 | M | 29 | 47 | M19-29 | Fairfield | CT | Team R&R Edge | 29:00 | 28:29 | 9:10 |
| 558 | 440 | Nick | Consonery | 267 | M | 36 | 56 | M30-39 | Norwalk | CT | Darien Teachers | 29:34 | 28:29 | 9:10 |
| 211 | 441 | Adriana | Betancourt | 174 | F | 30 | 46 | F30-39 | West Haven | CT | | 28:35 | 28:29 | 9:10 |
| 869 | 442 | Maggie | Egan | 175 | F | 13 | 13 | F10-13 | Trumbull | CT | | 28:34 | 28:29 | 9:10 |
| 2056 | 443 | Kelly | Miyaki | 176 | F | 57 | 19 | F50-59 | Trumbull | CT | | 28:43 | 28:30 | 9:11 |
| 1572 | 444 | Lamorris | Kinlaw | 268 | M | 33 | 57 | M30-39 | Stratford | CT | | 29:08 | 28:33 | 9:12 |
| 864 | 445 | Barbara | Edwards | 177 | F | 30 | 47 | F30-39 | Norwalk | CT | | 30:38 | 28:33 | 9:12 |
| 1815 | 446 | Tim | Lynch | 269 | M | 43 | 43 | M40-49 | Seymour | CT | Ansonia Chargers | 29:01 | 28:34 | 9:12 |
| 3135 | 447 | Lee | Velez | 270 | M | 40 | 44 | M40-49 | Norwalknorwalk | CT | | 29:13 | 28:36 | 9:13 |
| 1978 | 448 | Lucas | McMahon | 271 | M | 14 | 49 | M14-18 | Ansonia | CT | Ansonia Chargers | 30:09 | 28:36 | 9:13 |
| 1078 | 449 | Jonathan | Gamble | 272 | M | 55 | 36 | M50-59 | Newtown | CT | | 29:26 | 28:38 | 9:13 |
| 4126 | 450 | Tim | Haire | 273 | M | 63 | 15 | M60-69 | Waterford | CT | | 28:58 | 28:38 | 9:13 |
| 1077 | 451 | Joanna | Gamble | 178 | F | 50 | 20 | F50-59 | Newtown | CT | | 29:26 | 28:38 | 9:13 |
| 228 | 452 | Joseph | Blaine | 274 | M | 37 | 58 | M30-39 | Stratford | CT | | 28:42 | 28:39 | 9:14 |
| 3015 | 453 | Nicole | Terribile | 179 | F | 29 | 54 | F19-29 | Milford | CT | | 33:08 | 28:40 | 9:14 |
| 1457 | 454 | Jamie | John | 180 | F | 32 | 48 | F30-39 | Shelton | CT | | 28:53 | 28:40 | 9:14 |
| 3083 | 455 | Margaret | Tucker | 181 | F | 26 | 55 | F19-29 | Seymour | CT | Perry Hill Panthers | 30:35 | 28:40 | 9:14 |
| 3305 | 456 | Rosie | York | 182 | F | 50 | 21 | F50-59 | North Haven | CT | | 29:22 | 28:41 | 9:14 |
| 329 | 457 | Jill | Bruno | 183 | F | 42 | 32 | F40-49 | Shelton | CT | scrambled legs | 28:45 | 28:41 | 9:14 |
| 3307 | 458 | Hailey | Young | 184 | F | 23 | 56 | F19-29 | Stratford | CT | | 28:58 | 28:42 | 9:14 |
| 694 | 459 | Lindsay | Defrancisco | 185 | F | 31 | 49 | F30-39 | Milford | CT | Boys & Girls Village | 31:11 | 28:42 | 9:15 |
| 608 | 460 | Amanda | Cummings | 186 | F | 28 | 57 | F19-29 | Norwalk | CT | | 29:14 | 28:43 | 9:15 |
| 1612 | 461 | Jason | Kramer | 275 | M | 25 | 48 | M19-29 | Stratford | CT | | 28:57 | 28:43 | 9:15 |
| 2529 | 462 | Rebecca | Rivera | 187 | F | 24 | 58 | F19-29 | Bridgeport | CT | Koskoff | 28:50 | 28:43 | 9:15 |
| 2821 | 463 | Candice | Sisbarro | 188 | F | 37 | 50 | F30-39 | Stratford | CT | | 28:55 | 28:44 | 9:15 |
| 4082 | 464 | Mary | Magrath | 189 | F | 30 | 51 | F30-39 | Bridgeport | CT | | 28:52 | 28:45 | 9:15 |
| 315 | 465 | Desmond | Brown | 276 | M | 16 | 50 | M14-18 | Bridgeport | CT | | 29:42 | 28:46 | 9:16 |
| 4056 | 466 | Beth | Bunko | 190 | F | 59 | 22 | F50-59 | Southington | CT | | 28:58 | 28:47 | 9:16 |
| 1394 | 467 | Addison | Hunting | 191 | F | 12 | 14 | F10-13 | Stratford | CT | Flood Middle School | 30:12 | 28:48 | 9:16 |
| 798 | 468 | Angelo | Divincenzo | 277 | M | 46 | 45 | M40-49 | Milford | CT | Team Rain | 30:05 | 28:49 | 9:17 |