| 3487 | 2810 | Christine | Howard | 1938 | F | 58 | 404 | F50-59 | Monroe | CT | | 1:10:18 | 1:06:22 | 21:22 |
| 111 | 2811 | Kara | Baekey | 1939 | F | 47 | 370 | F40-49 | Norwalk | CT | Moms Demand Action- CT | 1:11:32 | 1:06:22 | 21:22 |
| 2751 | 2812 | Andrea | Serino | 1940 | F | 62 | 165 | F60-69 | Shelton | CT | | 1:09:03 | 1:06:23 | 21:22 |
| 133 | 2813 | Nicholas | Bargo | 866 | M | 17 | 87 | M14-18 | Shelton | CT | | 1:09:07 | 1:06:23 | 21:22 |
| 1928 | 2814 | Brian | Matthews | 867 | M | 34 | 156 | M30-39 | Stratford | CT | Pink Feather | 1:13:55 | 1:06:23 | 21:22 |
| 515 | 2815 | Abbey | Clements | 1941 | F | 51 | 405 | F50-59 | Danbury | CT | Moms Demand Action- CT | 1:11:32 | 1:06:24 | 21:23 |
| 1266 | 2816 | Andrea | Hagani | 1942 | F | 55 | 406 | F50-59 | Woodbridge | CT | PHA | 1:09:09 | 1:06:26 | 21:23 |
| 881 | 2817 | Amy | Elmen | 1943 | F | 28 | 357 | F19-29 | Danbury | CT | IPPI Learning Academy | 1:10:41 | 1:06:26 | 21:23 |
| 413 | 2818 | Nicole | Carey | 1944 | F | 41 | 371 | F40-49 | Shelton | CT | | 1:09:08 | 1:06:26 | 21:23 |
| 3346 | 2819 | Samantha | Zullo | 1945 | F | 26 | 358 | F19-29 | Norwalk | CT | IPPI Learning Academy | 1:10:41 | 1:06:26 | 21:23 |
| 1407 | 2820 | James | Idiart | 868 | M | 41 | 157 | M40-49 | Fairfield | CT | Great Beginnings Montessori School | 1:10:12 | 1:06:26 | 21:23 |
| 2225 | 2821 | Jaime | Ortiz | 1946 | F | 43 | 372 | F40-49 | Stratford | CT | PHA | 1:09:08 | 1:06:26 | 21:23 |
| 1406 | 2822 | Brooke | Idiart | 1947 | F | 41 | 373 | F40-49 | Fairfield | CT | Great Beginnings Montessori School | 1:10:09 | 1:06:26 | 21:23 |
| 401 | 2823 | Cindi | Caputo | 1948 | F | 50 | 407 | F50-59 | Stratford | CT | | 1:09:08 | 1:06:27 | 21:24 |
| 1416 | 2824 | Phoebe | Isler | 1949 | F | 23 | 359 | F19-29 | Stratford | CT | Great Beginnings Montessori School | 1:10:09 | 1:06:27 | 21:24 |
| 2412 | 2825 | Wayni | Polanco | 1950 | F | 43 | 374 | F40-49 | Bridgeport | CT | Great Beginnings Montessori School | 1:10:10 | 1:06:28 | 21:24 |
| 1953 | 2826 | Kenneth | McClean | 869 | M | 73 | 11 | M70-79 | Stratford | CT | Team Imagine | 1:07:57 | 1:06:28 | 21:24 |
| 1902 | 2827 | Gail | M.Marton | 1951 | F | 71 | 23 | F70-79 | Stratford | CT | | 1:08:08 | 1:06:28 | 21:24 |
| 2452 | 2828 | Lori | Quell | 1952 | F | 52 | 408 | F50-59 | Stratford | CT | Great Beginnings Montessori School | 1:10:08 | 1:06:28 | 21:24 |
| 2157 | 2829 | Linda | Newton | 1953 | F | 68 | 166 | F60-69 | Milford | CT | Fairfield Education Association | 1:08:09 | 1:06:28 | 21:24 |
| 1415 | 2830 | Annemarie | Isler | 1954 | F | 54 | 409 | F50-59 | Stratford | CT | Great Beginnings Montessori School | 1:10:10 | 1:06:29 | 21:24 |
| 1377 | 2831 | Sarah | Howard | 1955 | F | 32 | 394 | F30-39 | Stratford | CT | IPPI Learning Academy | 1:10:26 | 1:06:30 | 21:25 |
| 4113 | 2832 | Sophia | Rodriguez | 1956 | F | 12 | 91 | F10-13 | Ansonia | CT | | 1:14:03 | 1:06:32 | 21:25 |
| 423 | 2833 | Billie | Carney | 1957 | F | 72 | 24 | F70-79 | Trumbull | CT | | 1:10:39 | 1:06:33 | 21:25 |
| 41 | 2834 | Heather | Alvarado | 1958 | F | 46 | 375 | F40-49 | Trumbull | CT | | 1:10:38 | 1:06:33 | 21:26 |
| 803 | 2835 | Donna | Doherty | 1959 | F | 65 | 167 | F60-69 | Shelton | CT | | 1:10:39 | 1:06:34 | 21:26 |
| 312 | 2836 | Cate | Brown | 1960 | F | 35 | 395 | F30-39 | Trumbull | CT | TMS Thunderbirds | 1:14:04 | 1:06:35 | 21:26 |
| 469 | 2837 | Mark | Cesaroni | 870 | M | 36 | 157 | M30-39 | New Haven | CT | TMS Thunderbirds | 1:14:04 | 1:06:35 | 21:26 |
| 1048 | 2838 | Jared | Gabriele | 871 | M | 17 | 88 | M14-18 | Shelton | CT | Team Centrix | 1:07:19 | 1:06:35 | 21:26 |
| 2082 | 2839 | Kelly | Moran | 1961 | F | 50 | 410 | F50-59 | Trumbull | CT | | 1:10:40 | 1:06:35 | 21:26 |
| 4153 | 2840 | Sheila | Flanagan | 1962 | F | 64 | 168 | F60-69 | Stratford | CT | | 1:10:33 | 1:06:35 | 21:26 |
| 764 | 2841 | Christina | Diaz | 1963 | F | 32 | 396 | F30-39 | Bridgeport | CT | | 1:08:10 | 1:06:37 | 21:27 |
| 1373 | 2842 | Christopher | Howard | 872 | M | 32 | 158 | M30-39 | Stratford | CT | IPPI Learning Academy | 1:10:36 | 1:06:37 | 21:27 |
| 1900 | 2843 | Marissa | Martinez | 1964 | F | 26 | 360 | F19-29 | Stratford | CT | | 1:08:10 | 1:06:38 | 21:27 |
| 1899 | 2844 | Lizzette | Martinez | 1965 | F | 27 | 361 | F19-29 | Stratford | CT | | 1:08:11 | 1:06:39 | 21:28 |
| 2479 | 2845 | Donna | Rees | 1966 | F | 62 | 169 | F60-69 | Shelton | CT | Team Centrix | 1:07:19 | 1:06:39 | 21:28 |
| 1763 | 2846 | Stephanie | Littrell | 1967 | F | 36 | 397 | F30-39 | Shelton | CT | Fairfield Education Association | 1:12:19 | 1:06:40 | 21:28 |
| 2055 | 2847 | Charmaine | Mitchell-Robinson | 1968 | F | 27 | 362 | F19-29 | Seymour | CT | Perry Hill Panthers | 1:08:17 | 1:06:40 | 21:28 |
| 4154 | 2848 | Chris | Flanagan | 873 | M | 69 | 82 | M60-69 | Stratford | CT | | 1:10:39 | 1:06:40 | 21:28 |
| 1516 | 2849 | Danielle | Katz | 1969 | F | 32 | 398 | F30-39 | Bridgeport | CT | Fairfield Education Association | 1:12:19 | 1:06:40 | 21:28 |
| 3488 | 2850 | Peter | Howard | 874 | M | 60 | 83 | M60-69 | Monroe | CT | | 1:10:37 | 1:06:40 | 21:28 |
| 794 | 2851 | Courtney | Dishian | 1970 | F | 36 | 399 | F30-39 | Shelton | CT | Perry Hill Panthers | 1:08:18 | 1:06:41 | 21:28 |
| 424 | 2852 | James | Carney | 875 | M | 72 | 12 | M70-79 | Trumbull | CT | | 1:10:40 | 1:06:41 | 21:28 |
| 2822 | 2853 | Pamela | Skudlarek | 1971 | F | 66 | 170 | F60-69 | Milford | CT | scrambled legs | 1:08:46 | 1:06:45 | 21:29 |
| 2472 | 2854 | Janet | Raynor | 1972 | F | 67 | 171 | F60-69 | Milford | CT | scrambled legs | 1:08:46 | 1:06:46 | 21:30 |
| 330 | 2855 | Sandra | Bruno | 1973 | F | 72 | 25 | F70-79 | Stratford | CT | scrambled legs | 1:08:46 | 1:06:46 | 21:30 |
| 2864 | 2856 | John | Soto | 876 | M | 34 | 159 | M30-39 | Shelton | CT | | 1:14:35 | 1:06:47 | 21:30 |
| 2319 | 2857 | Lauren | Pepe | 1974 | F | 34 | 400 | F30-39 | Southbury | CT | Veracious Brewery | 1:11:34 | 1:06:47 | 21:30 |
| 1202 | 2858 | Katherine | Grassia | 1975 | F | 73 | 26 | F70-79 | Stratford | CT | St. Mark School | 1:10:02 | 1:06:48 | 21:30 |
| 1201 | 2859 | Alan | Grassia | 877 | M | 72 | 13 | M70-79 | Stratford | CT | St. Mark School | 1:10:04 | 1:06:48 | 21:30 |
| 770 | 2860 | Aimee | Dill | 1976 | F | 37 | 401 | F30-39 | Guilford | CT | Educators Honoring Vicki | 1:13:05 | 1:06:50 | 21:31 |
| 2445 | 2861 | Cheryl | Prunzion | 1977 | F | 31 | 402 | F30-39 | Middletown | CT | Educators Honoring Vicki | 1:13:05 | 1:06:50 | 21:31 |
| 2236 | 2862 | Lindsay | Ostrofsky | 1978 | F | 30 | 403 | F30-39 | Huntington | CT | Veracious Brewery | 1:11:34 | 1:06:50 | 21:31 |
| 1366 | 2863 | Karrie | Hopkins | 1979 | F | 37 | 404 | F30-39 | Meriden | CT | Educators Honoring Vicki | 1:13:07 | 1:06:52 | 21:32 |
| 1072 | 2864 | Laurie | Gallup | 1980 | F | 57 | 411 | F50-59 | Milford | CT | | 1:10:58 | 1:06:54 | 21:32 |
| 2149 | 2865 | Doreen | Neeley | 1981 | F | 61 | 172 | F60-69 | Milford | CT | | 1:10:56 | 1:06:54 | 21:32 |
| 542 | 2866 | Juan | Colon | 878 | M | 38 | 160 | M30-39 | Stratford | CT | Elizabeth Shelton | 1:11:44 | 1:06:56 | 21:33 |
| 1483 | 2867 | Doug | Juliano | 879 | M | 53 | 167 | M50-59 | Shelton | CT | Team Centrix | 1:10:15 | 1:06:56 | 21:33 |
| 217 | 2868 | Amanda | Bielen | 1982 | F | 32 | 405 | F30-39 | Stratford | CT | TEAM LORDSHIP SCHOOL | 1:10:43 | 1:06:57 | 21:33 |
| 4139 | 2869 | Amy | Barden | 1983 | F | 33 | 406 | F30-39 | Watertown | MA | | 1:09:37 | 1:06:57 | 21:33 |
| 499 | 2870 | Charlene | Ciccaglione | 1984 | F | 59 | 412 | F50-59 | Trumbull | CT | | 1:09:39 | 1:06:57 | 21:33 |
| 1296 | 2871 | Thomas | Harper | 880 | M | 35 | 161 | M30-39 | Trumbull | CT | PHA | 1:11:19 | 1:06:58 | 21:34 |
| 1295 | 2872 | Dominique | Harper | 1985 | F | 35 | 407 | F30-39 | Trumbull | CT | PHA | 1:11:18 | 1:06:58 | 21:34 |
| 1279 | 2873 | Desmond | Hamilton | 881 | M | 47 | 158 | M40-49 | Shelton | CT | Team Centrix | 1:10:15 | 1:07:00 | 21:34 |
| 3339 | 2874 | Rachel | Zink | 1986 | F | 46 | 376 | F40-49 | Stratford | CT | | 1:08:55 | 1:07:03 | 21:35 |
| 2890 | 2875 | Sue | Stafford | 1987 | F | 59 | 413 | F50-59 | Stratford | CT | Stratford Animal Rescue Society | 1:11:32 | 1:07:03 | 21:35 |
| 2340 | 2876 | Heather | Persichilli | 1988 | F | 46 | 377 | F40-49 | Milford | CT | Stratford Animal Rescue Society | 1:11:29 | 1:07:03 | 21:35 |
| 1370 | 2877 | Debbie | Horne | 1989 | F | 51 | 414 | F50-59 | Milford | CT | | 1:11:29 | 1:07:04 | 21:35 |
| 456 | 2878 | Lauren | Cavalli | 1990 | F | 41 | 378 | F40-49 | Fairfield | CT | TEAM LORDSHIP SCHOOL | 1:10:43 | 1:07:04 | 21:36 |
| 2664 | 2879 | Katie | Santoro | 1991 | F | 33 | 408 | F30-39 | Shelton | CT | TEAM LORDSHIP SCHOOL | 1:10:43 | 1:07:04 | 21:36 |
| 2963 | 2880 | Jennifer | Sutton | 1992 | F | 50 | 415 | F50-59 | Milford | CT | Stratford Animal Rescue Society | 1:11:30 | 1:07:05 | 21:36 |
| 3233 | 2881 | Jillian | Whalen | 1993 | F | 32 | 409 | F30-39 | Milford | CT | | 1:07:05 | 1:07:05 | 21:36 |
| 1500 | 2882 | Caren | Kangas | 1994 | F | 39 | 410 | F30-39 | Stratford | CT | | 1:09:28 | 1:07:06 | 21:36 |
| 277 | 2883 | Janice | Bowers | 1995 | F | 66 | 173 | F60-69 | Ansonia | CT | | 1:09:29 | 1:07:07 | 21:37 |
| 2697 | 2884 | Robin | Schilb | 1996 | F | 34 | 411 | F30-39 | Stratford | CT | | 1:09:44 | 1:07:12 | 21:38 |
| 2464 | 2885 | Krystal | Ramalho | 1997 | F | 23 | 363 | F19-29 | Monroe | CT | IPPI Learning Academy | 1:11:36 | 1:07:13 | 21:38 |
| 1446 | 2886 | Kerby | Jean-Charles | 882 | M | 41 | 159 | M40-49 | Stratford | CT | | 1:09:45 | 1:07:13 | 21:38 |
| 4170 | 2887 | Claudia | DeCarvalho | 1998 | F | 53 | 416 | F50-59 | Bridigport | CT | | 1:11:24 | 1:07:15 | 21:39 |
| 2444 | 2888 | Jennifer | Prunier | 1999 | F | 41 | 379 | F40-49 | | | | 1:08:28 | 1:07:26 | 21:43 |
| 16 | 2889 | Alix | Agathos | 2000 | F | 16 | 116 | F14-18 | Stratford | CT | | 1:07:30 | 1:07:30 | 21:44 |
| 1608 | 2890 | Julie | Kowaleski | 2001 | F | 55 | 417 | F50-59 | Cheshire | CT | Wilcoxson Wildcats | 1:10:02 | 1:07:30 | 21:44 |
| 480 | 2891 | Ivette | Chaparro | 2002 | F | 41 | 380 | F40-49 | | | | 1:08:36 | 1:07:31 | 21:44 |
| 2351 | 2892 | Caroline | Peterson | 2003 | F | 18 | 117 | F14-18 | Westchester | PA | | 1:11:41 | 1:07:31 | 21:44 |
| 1521 | 2893 | Abby | Katzen | 2004 | F | 60 | 174 | F60-69 | Shelton | CT | Wilcoxson Wildcats | 1:10:01 | 1:07:31 | 21:44 |
| 1235 | 2894 | Emma | Grindell | 2005 | F | 13 | 92 | F10-13 | | | | 1:08:34 | 1:07:32 | 21:45 |
| 2353 | 2895 | Jessie | Peterson | 2006 | F | 14 | 118 | F14-18 | West Chester | PA | | 1:11:42 | 1:07:32 | 21:45 |
| 1063 | 2896 | Stacey | Galbicsek | 2007 | F | 39 | 412 | F30-39 | | | | 1:08:35 | 1:07:33 | 21:45 |
| 2356 | 2897 | Lynnsie | Peterson | 2008 | F | 53 | 418 | F50-59 | West Chester | PA | | 1:11:42 | 1:07:33 | 21:45 |
| 2095 | 2898 | Colleen | Morrissey-Colon | 2009 | F | 35 | 413 | F30-39 | Stratford | CT | Elizabeth Shelton | 1:12:23 | 1:07:35 | 21:46 |
| 2278 | 2899 | Margo | Paquette | 2010 | F | 58 | 419 | F50-59 | Stratford | CT | Team Stratford Republicans | 1:07:36 | 1:07:36 | 21:46 |
| 1833 | 2900 | Tammy | Magnano | 2011 | F | 52 | 420 | F50-59 | Southbury | CT | IPPI Learning Academy | 1:12:02 | 1:07:38 | 21:46 |
| 2034 | 2901 | Jane | Minahan | 2012 | F | 71 | 27 | F70-79 | Stratford | CT | | 1:11:12 | 1:07:41 | 21:48 |
| 825 | 2902 | Patty | Dowler | 2013 | F | 61 | 175 | F60-69 | Stratford | CT | | 1:11:13 | 1:07:42 | 21:48 |
| 2108 | 2903 | Paula | Mudre | 2014 | F | 62 | 176 | F60-69 | Stratford | CT | | 1:09:32 | 1:07:47 | 21:49 |
| 2258 | 2904 | Ann | Palm | 2015 | F | 69 | 177 | F60-69 | Shelton | CT | | 1:09:35 | 1:07:49 | 21:50 |
| 1857 | 2905 | Juli | Marcks | 2016 | F | 34 | 414 | F30-39 | Shelton | CT | | 1:13:44 | 1:07:52 | 21:51 |
| 2908 | 2906 | Craig | Stegner | 883 | M | 37 | 162 | M30-39 | Stratford | CT | CES Cares | 1:13:46 | 1:07:55 | 21:52 |
| 1952 | 2907 | Joseph | McClean | 884 | M | 21 | 122 | M19-29 | Stratford | CT | Team Imagine | 1:07:57 | 1:07:57 | 21:53 |
| 2280 | 2908 | Christine | Paradis | 2017 | F | 36 | 415 | F30-39 | Monroe | CT | Fairfield Education Association | 1:13:39 | 1:08:00 | 21:53 |
| 175 | 2909 | Beverly | Belden | 2018 | F | 64 | 178 | F60-69 | Shelton | CT | Elizabeth Shelton | 1:12:38 | 1:08:02 | 21:54 |