| 2510 | 251 | Allyson | Power | F | 64 | 36 | 19 | F3039 | Fairfield | CT | DARIEN TEACHERS | 25:33.3 | 25:26.2 | 8:12 |
| 1375 | 252 | Alison | Hiten | F | 65 | 53 | 4 | F5059 | Cheshire | CT | FATTY ALLY CLUB | 25:34.4 | 25:26.8 | 8:12 |
| 458 | 253 | David | Carruthers | M | 188 | 49 | 25 | M4049 | Stratford | CT | | 25:45.7 | 25:27.0 | 8:12 |
| 2753 | 254 | Manuel | Santos | M | 189 | 59 | 16 | M5059 | Milford | CT | | 25:31.9 | 25:28.0 | 8:12 |
| 1338 | 255 | Jeffrey | Heintz | M | 190 | 26 | 43 | M1929 | Wallingford | CT | | 26:01.8 | 25:28.0 | 8:12 |
| 2424 | 256 | Eric | Peterson | M | 191 | 27 | 44 | M1929 | Stratford | CT | | 26:23.7 | 25:30.6 | 8:13 |
| 1528 | 257 | Sarah | Kane | F | 66 | 23 | 18 | F1929 | Plainville | CT | | 25:44.8 | 25:31.1 | 8:13 |
| 3348 | 258 | Paul | Wishneski | M | 192 | 46 | 26 | M4049 | Sandy Hook | CT | FLAMING FLAMINGOS | 25:44.8 | 25:31.1 | 8:13 |
| 1541 | 259 | Mark | Katz | M | 193 | 56 | 17 | M5059 | Naugatuck | CT | FLAMING FLAMINGOS | 25:44.7 | 25:31.4 | 8:13 |
| 80 | 260 | Matthew | Antrum | M | 194 | 15 | 51 | M1418 | Stratford | CT | | 25:57.2 | 25:32.7 | 8:14 |
| 1952 | 261 | Clayton | Matthews | M | 195 | 14 | 52 | M1418 | Stratford | CT | | 25:39.2 | 25:34.4 | 8:14 |
| 2014 | 262 | Kelley | Meier | F | 67 | 27 | 19 | F1929 | Norwalk | CT | | 25:54.9 | 25:36.2 | 8:15 |
| 323 | 263 | Daniel | Brennan | M | 196 | 11 | 12 | M1013 | Stratford | CT | | 25:45.9 | 25:41.0 | 8:16 |
| 508 | 264 | Cindy | Christo | F | 68 | 48 | 11 | F4049 | Monroe | CT | | 26:02.8 | 25:41.9 | 8:17 |
| 3550 | 265 | Marcus | Cavallo | M | 197 | 11 | 13 | M1013 | Stratford | CT | | 25:47.1 | 25:42.0 | 8:17 |
| 3148 | 266 | Michael | Trovarelli | M | 198 | 12 | 14 | M1013 | Stratford | CT | | 25:51.9 | 25:43.4 | 8:17 |
| 1886 | 267 | Christopher | Mancuso | M | 199 | 24 | 45 | M1929 | Bridgeport | CT | | 26:02.5 | 25:43.4 | 8:17 |
| 3629 | 268 | Christine | Needham | F | 69 | 31 | 20 | F3039 | Hamden | CT | | 25:55.0 | 25:45.1 | 8:18 |
| 2071 | 269 | Marissa | Mongillo | F | 70 | 24 | 20 | F1929 | Shelton | CT | | 26:18.1 | 25:45.3 | 8:18 |
| 3449 | 270 | Nadine | Phillips | F | 71 | 40 | 12 | F4049 | Cheshire | CT | | 26:39.7 | 25:46.4 | 8:18 |
| 1332 | 271 | Mason | Hearn | M | 200 | 14 | 53 | M1418 | Stratford | CT | | 26:06.0 | 25:46.8 | 8:18 |
| 3047 | 272 | Sarah | Sykes | F | 72 | 28 | 21 | F1929 | Bridgeport | CT | FEA FOR FLAMINGOS | 26:16.8 | 25:47.5 | 8:19 |
| 68 | 273 | Deborah | Angal | F | 73 | 42 | 13 | F4049 | Oxford | CT | | 25:58.3 | 25:48.3 | 8:19 |
| 30 | 274 | Paul | Alesevich | M | 201 | 14 | 54 | M1418 | Stratford | CT | | 25:53.7 | 25:48.5 | 8:19 |
| 853 | 275 | Brian | Duff | M | 202 | 50 | 18 | M5059 | Stratford | CT | IBEW LOCAL 488 | 26:03.6 | 25:48.9 | 8:19 |
| 1085 | 276 | Matt | Freitag | M | 203 | 33 | 38 | M3039 | Westport | CT | CRITICAL MIX | 28:37.2 | 25:49.4 | 8:19 |
| 1460 | 277 | Carey | Jaffee | M | 204 | 63 | 8 | M6069 | Ridgefield | CT | | 27:05.1 | 25:51.1 | 8:20 |
| 2498 | 278 | Kelsey | Ponce | F | 74 | 13 | 9 | F1013 | Stratford | CT | FLOOD MIDDLE SCHOOL CROSS COUNTR | 26:01.6 | 25:51.2 | 8:20 |
| 1978 | 279 | Malcolm | McCormick | M | 205 | 12 | 15 | M1013 | Wilton | CT | | 26:43.8 | 25:51.7 | 8:20 |
| 3035 | 280 | Patrick | Sullivan | M | 206 | 35 | 39 | M3039 | Stratford | CT | | 26:03.1 | 25:52.6 | 8:20 |
| 2271 | 281 | Mario | Oliva | M | 207 | 14 | 55 | M1418 | Stratford | CT | | 29:02.2 | 25:52.8 | 8:20 |
| 1080 | 282 | Samantha | Franzman | F | 75 | 16 | 7 | F1418 | Milford | CT | | 26:11.7 | 25:52.9 | 8:20 |
| 3998 | 283 | Mick | Buckmir | M | 208 | 52 | 19 | M5059 | Stratford | CT | | 26:10.2 | 25:53.0 | 8:20 |
| 3376 | 284 | Rosie | York | F | 76 | 48 | 14 | F4049 | North Haven | CT | | 26:15.0 | 25:54.1 | 8:21 |
| 2325 | 285 | Barry | Palmer | M | 209 | 30 | 40 | M3039 | New Milford | CT | BEERPIZZARUNNING | 27:34.8 | 25:56.2 | 8:21 |
| 2960 | 286 | Jonathan | Sousa | M | 210 | 31 | 41 | M3039 | Monroe | CT | | 28:32.1 | 25:56.8 | 8:22 |
| 1740 | 287 | Brooke | Leonard | F | 77 | 33 | 21 | F3039 | Oxford | CT | HEART AND SOLE | 26:15.4 | 25:57.8 | 8:22 |
| 1468 | 288 | Liz | Jansen | F | 78 | 51 | 5 | F5059 | Stratford | CT | | 26:38.5 | 25:58.9 | 8:22 |
| 846 | 289 | Nicholas | Dreyer | M | 211 | 14 | 56 | M1418 | Shelton | CT | DEANGELO FAMILY | 26:16.9 | 26:01.1 | 8:23 |
| 280 | 290 | Heather | Borges | F | 79 | 40 | 15 | F4049 | Wallingford | CT | STRATFORD HIGH SCHOOL | 28:16.8 | 26:01.3 | 8:23 |
| 2925 | 291 | Drew | Smith | M | 212 | 14 | 57 | M1418 | Bridgeport | CT | TEAM KOSKOFF | 26:05.5 | 26:01.7 | 8:23 |
| 1487 | 292 | Paige | Jockers | F | 80 | 12 | 10 | F1013 | Stratford | CT | FLOOD MIDDLE SCHOOL CROSS COUNTR | 26:13.5 | 26:01.9 | 8:23 |
| 3454 | 293 | Ryan | Mahoney | M | 213 | 13 | 16 | M1013 | Stratford | CT | | 26:23.2 | 26:04.7 | 8:24 |
| 557 | 294 | William | Collins | M | 214 | 26 | 46 | M1929 | Stratford | CT | | 26:31.3 | 26:09.6 | 8:26 |
| 1567 | 295 | Dan | Kensek | M | 215 | 41 | 27 | M4049 | Fairfield | CT | DARIEN TEACHERS | 27:21.3 | 26:10.2 | 8:26 |
| 1769 | 296 | Amanda | Linsley | F | 81 | 34 | 22 | F3039 | Naugatuck | CT | | 27:52.1 | 26:10.3 | 8:26 |
| 2022 | 297 | Melissa | Meraviglia | F | 82 | 23 | 22 | F1929 | Stratford | CT | | 26:31.7 | 26:10.4 | 8:26 |
| 1530 | 298 | Scott | Kangas | M | 216 | 40 | 28 | M4049 | Stratford | CT | | 27:39.9 | 26:10.7 | 8:26 |
| 1775 | 299 | Juliana | Litzie | F | 83 | 15 | 8 | F1418 | Stratford | CT | | 26:33.0 | 26:11.5 | 8:26 |
| 914 | 300 | Linda | Epstein | F | 84 | 57 | 6 | F5059 | Orange | CT | | 26:20.3 | 26:12.0 | 8:26 |
| 2845 | 301 | Kyle | Shannon | M | 217 | 15 | 58 | M1418 | Stratford | CT | | 26:21.3 | 26:12.4 | 8:27 |
| 3610 | 302 | Jade | Zapanta | F | 85 | 39 | 23 | F3039 | Bridgeport | CT | | 26:29.0 | 26:12.7 | 8:27 |
| 765 | 303 | Jonathan | DiIorio | M | 218 | 33 | 42 | M3039 | Stratford | CT | | 26:40.5 | 26:13.5 | 8:27 |
| 1150 | 304 | Steven | Geoghegan | M | 219 | 44 | 29 | M4049 | Bridgeport | CT | | 26:40.1 | 26:14.0 | 8:27 |
| 1953 | 305 | Parker | Matthews | M | 220 | 12 | 17 | M1013 | Stratford | CT | | 26:20.0 | 26:14.8 | 8:27 |
| 3417 | 306 | Oscar | Enriquez | M | 221 | 34 | 43 | M3039 | Walgreens | | | 26:35.8 | 26:16.4 | 8:28 |
| 634 | 307 | Anthony | DAddio | M | 222 | 26 | 47 | M1929 | West Haven | CT | B FIT CT | 28:10.4 | 26:17.3 | 8:28 |
| 2287 | 308 | Aidan | Ormsbee | M | 223 | 13 | 18 | M1013 | Stratford | CT | | 26:30.4 | 26:21.0 | 8:29 |
| 1659 | 309 | Joshua | Kydes | M | 224 | 13 | 19 | M1013 | Stratford | CT | WOOSTER MIDDLE SCHOOL | 26:43.0 | 26:23.3 | 8:30 |
| 1658 | 310 | Brianna | Kydes | F | 86 | 18 | 9 | F1418 | Stratford | CT | TEAM WILCOXSON | 26:43.5 | 26:23.7 | 8:30 |
| 296 | 311 | Cameron | Bowcock | M | 225 | 32 | 44 | M3039 | Trumbull | CT | FLOOD MIDDLE SCHOOL CROSS COUNTR | 26:31.0 | 26:24.5 | 8:30 |
| 1671 | 312 | Paul | Lagerfeldt | M | 226 | 15 | 59 | M1418 | Stratford | CT | STRATFORD HIGH SCHOOL | 26:33.2 | 26:24.7 | 8:31 |
| 1844 | 313 | David | MacIonus | M | 227 | 31 | 45 | M3039 | Milford | CT | TEAM HEATHER | 27:20.3 | 26:24.7 | 8:31 |
| 428 | 314 | Drew | Cardarelli | M | 228 | 13 | 20 | M1013 | Stratford | CT | | 26:36.6 | 26:27.9 | 8:32 |
| 1314 | 315 | Nicole | Harmon | F | 87 | 41 | 16 | F4049 | Stratford | CT | ST MARK SCHOOL | 26:43.0 | 26:30.8 | 8:33 |
| 2215 | 316 | Eric | Noll | M | 229 | 34 | 46 | M3039 | Milford | CT | | 27:29.4 | 26:30.9 | 8:33 |
| 762 | 317 | Melissa | Devito | F | 88 | 26 | 23 | F1929 | Stratford | CT | | 26:53.9 | 26:31.2 | 8:33 |
| 187 | 318 | Rexhep | Begolli | M | 230 | 13 | 21 | M1013 | Stratford | CT | FLOOD MIDDLE SCHOOL CROSS COUNTR | 26:40.5 | 26:31.8 | 8:33 |
| 1624 | 319 | Jennifer | Kowalczuk | F | 89 | 33 | 24 | F3039 | Milford | CT | | 26:43.8 | 26:34.8 | 8:34 |
| 1248 | 320 | Daniel | Greene | M | 231 | 39 | 47 | M3039 | Milford | CT | MCMAHON FACULTY | 27:21.4 | 26:35.0 | 8:34 |
| 3103 | 321 | Bob | Tibor | M | 232 | 43 | 30 | M4049 | Trumbull | CT | TEAM WILCOXSON | 27:15.1 | 26:35.9 | 8:34 |
| 1641 | 322 | Matthew | Krekoska | M | 233 | 11 | 22 | M1013 | Stratford | CT | ST MARK SCHOOL | 26:45.8 | 26:36.0 | 8:34 |
| 336 | 323 | Tina | Broccolo | F | 90 | 36 | 25 | F3039 | Bethel | CT | NEWTOWN PUBLIC SCHOOLS STAFF | 28:11.6 | 26:37.3 | 8:35 |
| 3073 | 324 | Justin | Tayman | M | 234 | 11 | 23 | M1013 | Stratford | CT | ST MARK SCHOOL | 26:47.3 | 26:37.7 | 8:35 |
| 580 | 325 | John | Coppola | M | 235 | 36 | 48 | M3039 | Orange | CT | ANSONIA PUBLIC SCHOOLS | 27:43.4 | 26:38.6 | 8:35 |
| 464 | 326 | Cyndi | Casinelli | F | 91 | 48 | 17 | F4049 | Stratford | CT | TEAM LORDSHIP | 27:17.8 | 26:40.8 | 8:36 |
| 2985 | 327 | Dung | Stafford | F | 92 | 47 | 18 | F4049 | Stratford | CT | TEAM LORDSHIP | 27:17.9 | 26:41.3 | 8:36 |
| 2699 | 328 | Jeremiah | Rozarie | M | 236 | 32 | 49 | M3039 | Stratford | CT | | 28:04.9 | 26:41.3 | 8:36 |
| 2970 | 329 | Anne | Spoerndle | O | 1 | 41 | 0 | | Orange | CT | | 27:07.1 | 26:41.4 | 8:36 |
| 3523 | 330 | Laura | Massey | F | 93 | 39 | 26 | F3039 | Stratford | CT | | 27:07.3 | 26:41.6 | 8:36 |
| 3051 | 331 | Richard | Taikowski | M | 237 | 57 | 20 | M5059 | Fairfield | CT | | 27:36.0 | 26:41.7 | 8:36 |
| 168 | 332 | Colin | Bauer | M | 238 | 12 | 24 | M1013 | Stratford | CT | FLOOD MIDDLE SCHOOL CROSS COUNTR | 26:50.9 | 26:41.8 | 8:36 |
| 3308 | 333 | Brooke | Wheeler | F | 94 | 25 | 24 | F1929 | Bridgeport | CT | MICHELES LEGACY | 26:58.8 | 26:42.9 | 8:36 |
| 5 | 334 | Katherine | Adams | F | 95 | 20 | 25 | F1929 | Stratford | CT | | 27:06.4 | 26:43.8 | 8:37 |
| 3119 | 335 | Benjamin | Tomascak | M | 239 | 21 | 48 | M1929 | Berlin | CT | | 27:06.2 | 26:44.0 | 8:37 |
| 2918 | 336 | Annemarie | Sliby | F | 96 | 54 | 7 | F5059 | Orange | CT | | 27:05.9 | 26:45.7 | 8:37 |
| 2769 | 337 | Tim | Savisky | M | 240 | 55 | 21 | M5059 | Milford | CT | | 27:59.4 | 26:45.8 | 8:37 |
| 1433 | 338 | Daniel | Hurd | M | 241 | 55 | 22 | M5059 | Bridgeport | CT | | 27:41.0 | 26:46.2 | 8:37 |
| 3638 | 339 | Rob | Orciuch | M | 242 | 63 | 9 | M6069 | New Haven | CT | | 27:29.7 | 26:46.9 | 8:38 |
| 2237 | 340 | Aaron | OLeary | M | 243 | 43 | 31 | M4049 | Stratford | CT | THE A TEAM | 27:00.1 | 26:47.1 | 8:38 |
| 2592 | 341 | Todd | Richard | M | 244 | 39 | 50 | M3039 | Orange | CT | TASHUA TIGERS | 27:05.8 | 26:47.2 | 8:38 |
| 49 | 342 | Alejandro | Amoedo | M | 245 | 52 | 23 | M5059 | Shelton | CT | | 27:18.3 | 26:48.3 | 8:38 |
| 208 | 343 | Derek | Bereski | M | 246 | 35 | 51 | M3039 | Hamden | CT | @BEERPIZZARUNNING | 27:39.2 | 26:49.0 | 8:38 |
| 2826 | 344 | Cole | Seperack | M | 247 | 11 | 25 | M1013 | Stratford | CT | TEAM SEPERACK | 26:59.0 | 26:49.8 | 8:39 |
| 2627 | 345 | Earl | Robinson | M | 248 | 39 | 52 | M3039 | Shelton | CT | | 28:21.6 | 26:52.1 | 8:39 |
| 3318 | 346 | Emily | Wieczorek | F | 97 | 23 | 26 | F1929 | Westport | CT | CRITICAL MIX | 28:17.9 | 26:53.8 | 8:40 |
| 1897 | 347 | Myles | Maria | M | 249 | 11 | 26 | M1013 | Stratford | CT | | 27:03.2 | 26:54.0 | 8:40 |
| 2341 | 348 | Emma | Pannaman | F | 98 | 10 | 11 | F1013 | Stratford | CT | | 27:51.9 | 26:55.9 | 8:41 |
| 3156 | 349 | Margaret | Tucker | F | 99 | 25 | 27 | F1929 | Seymour | CT | PERRY HILL SCHOOL SHELTON | 27:46.7 | 26:56.1 | 8:41 |
| 1869 | 350 | James | Mahoney | M | 250 | 32 | 53 | M3039 | Stratford | CT | | 27:42.9 | 26:56.8 | 8:41 |