| 1373 | 1873 | Bob | Hiruo | M | 714 | 70 | 7 | M7079 | Southbury | CT | TEAM HAWLEY | 53:12.0 | 50:41.1 | 16:19 |
| 1596 | 1874 | Magda | Kmiecik | F | 1155 | 15 | 87 | F1418 | Stratford | CT | | 51:16.1 | 50:42.0 | 16:20 |
| 3114 | 1875 | Grace | Tokarski | F | 1156 | 18 | 88 | F1418 | Stratford | CT | | 51:16.1 | 50:42.4 | 16:20 |
| 385 | 1876 | Amy | Buynovsky | F | 1157 | 51 | 151 | F5059 | Stratford | CT | STRATFORD ORTHODONTICS/CT BRACES | 53:24.4 | 50:43.5 | 16:20 |
| 3005 | 1877 | Sophia | Stewart | F | 1158 | 44 | 212 | F4049 | Stratford | CT | | 53:24.4 | 50:43.9 | 16:20 |
| 1654 | 1878 | Jay | Kuritzky | M | 715 | 63 | 46 | M6069 | South Salem | NY | TEAM HART | 56:23.7 | 50:45.6 | 16:21 |
| 1073 | 1879 | Debra | Frankel | F | 1159 | 57 | 152 | F5059 | Shelton | CT | | 56:43.7 | 50:45.8 | 16:21 |
| 3660 | 1880 | Melissa | Haas | F | 1160 | 49 | 213 | F4049 | Ansonia | CT | | 54:53.0 | 50:46.2 | 16:21 |
| 400 | 1881 | Michelle | Cain | F | 1161 | 57 | 153 | F5059 | South Salem | NY | TEACHERS WITH HART | 56:23.7 | 50:47.0 | 16:21 |
| 904 | 1882 | Jaime | Ekstrand | F | 1162 | 41 | 214 | F4049 | Ansonia | CT | ANSONIA PUBLIC SCHOOLS | 54:53.6 | 50:47.0 | 16:21 |
| 1154 | 1883 | Lainie | Gerardi | F | 1163 | 17 | 89 | F1418 | Stratford | CT | OUR LADY OF PEACE | 53:49.4 | 50:47.8 | 16:21 |
| 1155 | 1884 | Michael | Gerardi | M | 716 | 56 | 104 | M5059 | Stratford | CT | OUR LADY OF PEACE | 53:54.5 | 50:52.5 | 16:23 |
| 1574 | 1885 | Karissa | Kerkes | F | 1164 | 15 | 90 | F1418 | Stratford | CT | KERKES | 52:54.5 | 50:54.5 | 16:24 |
| 1137 | 1886 | Megan | Gaudio | F | 1165 | 29 | 253 | F1929 | Trumbull | CT | JOHNSON SCHOOL TIGERS! | 57:15.8 | 50:58.2 | 16:25 |
| 735 | 1887 | Sandra | Delvecchio | F | 1166 | 56 | 154 | F5059 | Stratford | CT | VICTORIA SOTO SCHOOL | 55:54.8 | 50:58.2 | 16:25 |
| 375 | 1888 | Kara | Burdick | F | 1167 | 44 | 215 | F4049 | Stratford | CT | NORTHWEST 7 | 56:06.8 | 50:59.3 | 16:25 |
| 1136 | 1889 | Dayle | Gaudio | F | 1168 | 36 | 267 | F3039 | Trumbull | CT | PERRY HILL SCHOOL | 57:17.3 | 50:59.8 | 16:25 |
| 675 | 1890 | Karri | Davis | F | 1169 | 32 | 268 | F3039 | Milford | CT | NORTHWEST 7 | 56:06.7 | 51:00.1 | 16:25 |
| 435 | 1891 | Anne | MarieCarlson | F | 1170 | 14 | 91 | F1418 | Sandy Hook | CT | | 52:51.8 | 51:00.6 | 16:26 |
| 1374 | 1892 | Jason | Hiruo | M | 717 | 44 | 135 | M4049 | Sandy Hook | CT | TEAM HAWLEY | 53:30.7 | 51:01.6 | 16:26 |
| 1372 | 1893 | Amy | Hiruo | F | 1171 | 38 | 269 | F3039 | Sandy Hook | CT | TEAM HAWLEY | 53:30.4 | 51:01.6 | 16:26 |
| 2365 | 1894 | Seri | Pasmeg | F | 1172 | 47 | 216 | F4049 | Fairfield | CT | ELI WHITNEY ELEMENTARY SCHOOL | 55:26.5 | 51:02.7 | 16:26 |
| 1017 | 1895 | Susan | Fink | F | 1173 | 50 | 155 | F5059 | Monroe | CT | TRUMBULL TEACHERS | 52:48.2 | 51:03.0 | 16:26 |
| 1169 | 1896 | Sangeeta | Gidwani | F | 1174 | 45 | 217 | F4049 | Shelton | CT | TRUMBULL TEACHERS | 52:48.2 | 51:03.7 | 16:27 |
| 1051 | 1897 | Gina | Forberg | F | 1175 | 54 | 156 | F5059 | Fairfield | CT | | 54:20.2 | 51:04.6 | 16:27 |
| 3408 | 1898 | Sophia | Zimmerman | F | 1176 | 16 | 92 | F1418 | Sandy Hook | CT | | 52:55.5 | 51:04.6 | 16:27 |
| 3098 | 1899 | Vicky | Thompson | F | 1177 | 41 | 218 | F4049 | Stratford | CT | | 57:06.8 | 51:04.8 | 16:27 |
| 1184 | 1900 | Caitlyn | Gius | F | 1178 | 12 | 112 | F1013 | Shelton | CT | | 51:43.3 | 51:06.0 | 16:27 |
| 401 | 1901 | Magaly | Cajigas | F | 1179 | 45 | 219 | F4049 | New Haven | CT | | 52:53.5 | 51:06.6 | 16:28 |
| 785 | 1902 | Anthony | Dimenna | M | 718 | 17 | 88 | M1418 | Huntington | CT | | 53:19.0 | 51:10.6 | 16:29 |
| 786 | 1903 | Suzanne | Dimenna | F | 1180 | 55 | 157 | F5059 | Huntington | CT | | 53:19.1 | 51:10.7 | 16:29 |
| 627 | 1904 | Marissa | Curcio | F | 1181 | 12 | 113 | F1013 | Stratford | CT | | 51:46.0 | 51:14.4 | 16:30 |
| 2272 | 1905 | Nina | Olivieri | F | 1182 | 11 | 114 | F1013 | Norwalk | CT | TRACEY CUBS | 57:13.7 | 51:16.3 | 16:31 |
| 823 | 1906 | Lisa | Donohue-Olivieri | F | 1183 | 41 | 220 | F4049 | Norwalk | CT | TRACEY CUBS | 57:13.9 | 51:18.2 | 16:31 |
| 1163 | 1907 | Dawn | Giannotta | F | 1184 | 53 | 158 | F5059 | Stratford | CT | STRATFORD ACADEMY | 51:55.1 | 51:18.7 | 16:31 |
| 3601 | 1908 | Lori | Smarz | F | 1185 | 53 | 159 | F5059 | Stratford | CT | | 51:55.4 | 51:20.5 | 16:32 |
| 162 | 1909 | Fabricia | Basilio | F | 1186 | 42 | 221 | F4049 | Waltham | MA | | 55:31.4 | 51:24.3 | 16:33 |
| 660 | 1910 | Joelma | Dasilva | F | 1187 | 41 | 222 | F4049 | Natick | MA | | 55:31.6 | 51:24.4 | 16:33 |
| 1971 | 1911 | Barbara | McCarthy | F | 1188 | 56 | 160 | F5059 | Fairfield | CT | TEAM WILCOXSON | 52:54.5 | 51:25.8 | 16:34 |
| 1354 | 1912 | Rebecca | Hernandez | F | 1189 | 24 | 254 | F1929 | Stratford | CT | TEAM ASHCROFT | 51:53.5 | 51:26.0 | 16:34 |
| 434 | 1913 | Shari | Carey | F | 1190 | 58 | 161 | F5059 | Stratford | CT | ELI WHITNEY ELEMENTARY SCHOOL | 56:22.4 | 51:27.2 | 16:34 |
| 3623 | 1914 | Jill | Curry | F | 1191 | 50 | 162 | F5059 | Stratford | CT | | 56:22.5 | 51:27.3 | 16:34 |
| 1846 | 1915 | Debbie | MacKay | F | 1192 | 58 | 163 | F5059 | Stratford | CT | THE EAST BROADWAY STARS | 56:49.7 | 51:27.3 | 16:34 |
| 1609 | 1916 | Taylor | Komisar | F | 1193 | 25 | 255 | F1929 | Shelton | CT | | 53:32.7 | 51:32.5 | 16:36 |
| 1764 | 1917 | Ashley | Liberi | F | 1194 | 29 | 256 | F1929 | Shelton | CT | | 53:33.1 | 51:33.5 | 16:36 |
| 2455 | 1918 | Sarah | Pignatello | F | 1195 | 30 | 270 | F3039 | Shelton | CT | | 53:33.1 | 51:33.8 | 16:36 |
| 364 | 1919 | Tara | Buckmir | F | 1196 | 49 | 223 | F4049 | Stratford | CT | | 54:37.7 | 51:37.5 | 16:37 |
| 1848 | 1920 | Lauren | MacKay | F | 1197 | 29 | 257 | F1929 | Stratford | CT | | 56:59.3 | 51:38.6 | 16:38 |
| 1621 | 1921 | Tom | Kosturko | M | 719 | 58 | 105 | M5059 | Shelton | CT | TEAM CENTRIX | 52:02.4 | 51:41.4 | 16:39 |
| 619 | 1922 | Kenny | Crowe | M | 720 | 12 | 70 | M1013 | Stratford | CT | FLOOD MIDDLE SCHOOL CROSS COUNTR | 54:51.2 | 51:42.3 | 16:39 |
| 3409 | 1923 | Rose | Zmarzlak | F | 1198 | 53 | 164 | F5059 | Stratford | CT | | 54:51.0 | 51:43.1 | 16:39 |
| 3665 | 1924 | Iwona | Mazanowicz | F | 1199 | 38 | 271 | F3039 | Shelton | CT | | 54:25.2 | 51:44.4 | 16:40 |
| 3370 | 1925 | Magda | Wysocki | F | 1200 | 34 | 272 | F3039 | Stratford | CT | | 54:25.1 | 51:44.6 | 16:40 |
| 1954 | 1926 | Erik | Maul | M | 721 | 29 | 113 | M1929 | Stratford | CT | | 57:07.2 | 51:45.9 | 16:40 |
| 2894 | 1927 | Audrey | Simon | F | 1201 | 49 | 224 | F4049 | Stratford | CT | | 54:37.4 | 51:46.8 | 16:40 |
| 394 | 1928 | Alex | Cadan | M | 722 | 46 | 136 | M4049 | Fairfield | CT | | 54:36.2 | 51:47.5 | 16:41 |
| 395 | 1929 | Rachel | Cadan | F | 1202 | 41 | 225 | F4049 | Fairfield | CT | | 54:36.1 | 51:47.8 | 16:41 |
| 1142 | 1930 | Audia | Gayle | F | 1203 | 36 | 273 | F3039 | Stratford | CT | APTAR | 52:33.2 | 51:53.2 | 16:43 |
| 1396 | 1931 | Beverly | Holt | F | 1204 | 62 | 57 | F6069 | Stratford | CT | APTAR | 52:33.5 | 51:53.8 | 16:43 |
| 1699 | 1932 | Madeline | Larson | F | 1205 | 15 | 93 | F1418 | Sandy Hook | CT | | 56:25.1 | 51:53.9 | 16:43 |
| 2579 | 1933 | Thomas | Reilly | M | 723 | 46 | 137 | M4049 | Milford | CT | TEAM REILLY! | 55:55.6 | 51:54.9 | 16:43 |
| 1873 | 1934 | Marina | Maina | F | 1206 | 49 | 226 | F4049 | Stratford | CT | HOUSATONIC HOODIES | 56:05.5 | 51:56.3 | 16:44 |
| 410 | 1935 | Kathy | Camara | F | 1207 | 44 | 227 | F4049 | Bridgeport | CT | | 54:29.2 | 51:57.0 | 16:44 |
| 2599 | 1936 | Marie | Riggs | F | 1208 | 56 | 165 | F5059 | Shelton | CT | | 54:29.1 | 51:57.1 | 16:44 |
| 54 | 1937 | Julianne | Amoroso | F | 1209 | 47 | 228 | F4049 | Stratford | CT | | 54:29.4 | 51:57.3 | 16:44 |
| 1360 | 1938 | Claire | Hewitt | F | 1210 | 11 | 115 | F1013 | Stratford | CT | | 56:12.7 | 52:00.4 | 16:45 |
| 2399 | 1939 | Nancy | Perez | F | 1211 | 49 | 229 | F4049 | Bridgeport | CT | STRATFORD ORTHODONTICS/ CT BRACE | 54:20.8 | 52:00.7 | 16:45 |
| 752 | 1940 | Kelly | Derosa | F | 1212 | 15 | 94 | F1418 | Stratford | CT | | 56:12.9 | 52:01.7 | 16:45 |
| 2017 | 1941 | Lisa | Mendes | F | 1213 | 41 | 230 | F4049 | Wallingford | CT | | 53:15.8 | 52:02.4 | 16:45 |
| 379 | 1942 | Stephen | Burrows | M | 724 | 49 | 138 | M4049 | Stratford | CT | | 56:50.8 | 52:02.6 | 16:46 |
| 1287 | 1943 | Meg | Haffner | F | 1214 | 52 | 166 | F5059 | Shelton | CT | | 53:18.0 | 52:04.7 | 16:46 |
| 1418 | 1944 | Jennifer | Hoynes | F | 1215 | 45 | 231 | F4049 | Stratford | CT | LORDSHIP SCHOOL | 53:54.7 | 52:06.3 | 16:47 |
| 3539 | 1945 | Christine | Wright | F | 1216 | 52 | 167 | F5059 | Stratford | CT | | 53:54.5 | 52:06.4 | 16:47 |
| 2921 | 1946 | Carmen | Smith | F | 1217 | 57 | 168 | F5059 | Stratford | CT | | 52:33.6 | 52:07.3 | 16:47 |
| 724 | 1947 | Jack | Dellapiano | M | 725 | 48 | 139 | M4049 | Monroe | CT | STRATFORD HIGH SCHOOL | 56:02.7 | 52:07.3 | 16:47 |
| 2871 | 1948 | Allison | Shortell | F | 1218 | 42 | 232 | F4049 | Shelton | CT | | 56:14.2 | 52:08.3 | 16:47 |
| 2647 | 1949 | Kara | Rodriguez | F | 1219 | 49 | 233 | F4049 | Shelton | CT | | 56:14.2 | 52:08.9 | 16:48 |
| 2111 | 1950 | Erin | Mullane | F | 1220 | 16 | 95 | F1418 | Stratford | CT | | 53:55.7 | 52:12.9 | 16:49 |
| 1413 | 1951 | Lisa | Horvath | F | 1221 | 54 | 169 | F5059 | Stratford | CT | TEAM LORDSHIP | 54:39.5 | 52:15.9 | 16:50 |
| 3593 | 1952 | Gayle | Ciccia | F | 1222 | 54 | 170 | F5059 | Stratford | CT | | 54:39.1 | 52:16.0 | 16:50 |
| 2897 | 1953 | Kayla | Simon | F | 1223 | 16 | 96 | F1418 | Stratford | CT | | 53:56.7 | 52:17.2 | 16:50 |
| 1194 | 1954 | Lynne | Goetz | F | 1224 | 51 | 171 | F5059 | Stratford | CT | HELEN KING REYNOLDS PRESCHOOL | 56:47.2 | 52:19.9 | 16:51 |
| 3679 | 1955 | R | Goetz | M | 726 | 51 | 106 | M5059 | Stratford | CT | | 56:47.5 | 52:19.9 | 16:51 |
| 2034 | 1956 | Holly | Mickelson | F | 1225 | 52 | 172 | F5059 | Stamford | CT | | 56:20.4 | 52:21.3 | 16:52 |
| 1390 | 1957 | Ellen | Hogan | F | 1226 | 55 | 173 | F5059 | Stratford | CT | | 56:20.9 | 52:23.5 | 16:52 |
| 2027 | 1958 | Darlene | Merritt | F | 1227 | 43 | 234 | F4049 | Stratford | CT | SECOND HILL LANE ELEMENTARY SCHO | 56:06.5 | 52:24.4 | 16:53 |
| 418 | 1959 | Casey | Cannone | F | 1228 | 12 | 116 | F1013 | Shelton | CT | | 53:05.1 | 52:24.7 | 16:53 |
| 417 | 1960 | Beth | Cannone | F | 1229 | 47 | 235 | F4049 | Shelton | CT | | 53:05.5 | 52:25.1 | 16:53 |
| 1572 | 1961 | Barbara | Kergan | F | 1230 | 48 | 236 | F4049 | Stratford | CT | HEART AND SOLE | 53:05.9 | 52:25.2 | 16:53 |
| 1682 | 1962 | Skip | Lance | M | 727 | 63 | 47 | M6069 | Stratford | CT | | 57:48.2 | 52:26.7 | 16:53 |
| 32 | 1963 | Carmen | Alicea | F | 1231 | 57 | 174 | F5059 | Stratford | CT | APTAR | 52:53.9 | 52:27.7 | 16:54 |
| 353 | 1964 | Brian | Brzuszko | M | 728 | 13 | 71 | M1013 | Stratford | CT | | 54:04.1 | 52:29.8 | 16:54 |
| 3412 | 1965 | Madison | Zurlo | F | 1232 | 14 | 97 | F1418 | Stratford | CT | | 54:04.2 | 52:29.9 | 16:54 |
| 1975 | 1966 | Liam | McCoart | M | 729 | 12 | 72 | M1013 | Stratford | CT | | 57:22.0 | 52:31.5 | 16:55 |
| 3160 | 1967 | Victoria | Tunney | F | 1233 | 14 | 98 | F1418 | Stratford | CT | SINGLE PERSON | 54:07.7 | 52:33.4 | 16:55 |
| 2864 | 1968 | Kyle | Shevlin | M | 730 | 28 | 114 | M1929 | Sandy Hook | CT | | 54:28.7 | 52:33.9 | 16:56 |
| 2462 | 1969 | Melissa | Pinto | F | 1234 | 49 | 237 | F4049 | Stratford | CT | WILCOXSON ELEMENTARY SCHOOL | 54:58.1 | 52:38.2 | 16:57 |
| 1617 | 1970 | Jeanne | Korman | F | 1235 | 54 | 175 | F5059 | Trumbull | CT | CHRISTIAN HERITAGE SCHOOL | 56:46.5 | 52:38.6 | 16:57 |
| 3137 | 1971 | Amy | Tran | F | 1236 | 27 | 258 | F1929 | Danbury | CT | | 54:29.0 | 52:38.9 | 16:57 |
| 2062 | 1972 | Lilian | Mogle | F | 1237 | 57 | 176 | F5059 | Trumbull | CT | CHRISTIAN HERITAGE SCHOOL | 56:46.9 | 52:39.0 | 16:57 |