| 1231 | 78 | 64 | Edward | Hughes | Madison | 6 | 12:35.99 | 7:25 | 8:27 |
| 1354 | 79 | | Andrew | Hershey | New Canaan Blazers | | 12:36.51 | 7:25 | 8:18 |
| 1953 | 80 | 65 | Matthew | Blair | St. Bridget | 5 | 12:37.36 | 7:26 | 8:21 |
| 536 | 81 | 66 | Tyler | Peterson | Francis Walsh Intermediate | 7 | 12:37.40 | 7:26 | 8:16 |
| 293 | 82 | 67 | Brendon | Hock | Dag Hammarskjold | 6 | 12:38.75 | 7:27 | 8:13 |
| 1582 | 83 | 68 | Henry | Marks | Rochambeau | 7 | 12:40.67 | 7:28 | 8:25 |
| 971 | 84 | 69 | Daniel | Antoniani | Joseph A. Depaolo | 8 | 12:42.86 | 7:29 | 8:14 |
| 982 | 85 | 70 | Jason | Matthews | Joseph A. Depaolo | 7 | 12:43.79 | 7:30 | 8:19 |
| 688 | 86 | 71 | Jovan | Mercedes | Hals Academy | 7 | 12:44.61 | 7:30 | 8:22 |
| 685 | 87 | 72 | Facundo | Gil | Hals Academy | 8 | 12:45.75 | 7:31 | 8:23 |
| 1484 | 88 | 73 | Eli | Simoes | Our Lady Of Mount Carmel | 7 | 12:45.85 | 7:31 | 8:24 |
| 1997 | 89 | | Brendan | Thomas | St. Mary Magdalen | 7 | 12:46.29 | 7:31 | 8:16 |
| 931 | 90 | 74 | Joseph | Dipace | John F. Kennedy (Plantsville) | 8 | 12:46.29 | 7:31 | 8:23 |
| 1445 | 91 | | James | Cohen | Norwalk Lightning | | 12:47.28 | 7:32 | 8:27 |
| 1419 | 92 | 75 | Victor | Cocchiaro | North Haven | 7 | 12:48.01 | 7:32 | 8:21 |
| 189 | 93 | 76 | Glenn | Fearn | Catherine Mcgee | 8 | 12:49.02 | 7:33 | 8:21 |
| 1433 | 94 | 77 | Nigel | Ragsdale | North Haven | 8 | 12:49.48 | 7:33 | 8:19 |
| 1418 | 95 | 78 | Danny | Boo | North Haven | 8 | 12:49.90 | 7:33 | 8:19 |
| 1242 | 96 | 79 | Jaspreet | Singh | Madison | 7 | 12:50.41 | 7:34 | 8:22 |
| 723 | 97 | 80 | William | Lennon | Hillcrest | 7 | 12:50.69 | 7:34 | 8:13 |
| 1029 | 98 | 81 | Jamir | Freeman | King Philip | 8 | 12:50.96 | 7:34 | 8:27 |
| 2264 | 99 | 82 | Dylan | Bruno | Westport United Track Club | | 12:51.41 | 7:34 | 8:20 |
| 192 | 100 | 83 | Michael | Fitzsimmons | Catherine Mcgee | 8 | 12:51.83 | 7:35 | 8:22 |
| 592 | 101 | | Otto | Gotberg | Granby Memorial | 7 | 12:52.27 | 7:35 | 8:21 |
| 1858 | 102 | 84 | Henry | Gsell | Shepaug Valley | 8 | 12:53.76 | 7:36 | 8:11 |
| 1300 | 103 | 85 | Matteo | Delbuono | Memorial | 8 | 12:53.89 | 7:36 | 8:27 |
| 264 | 104 | 86 | Walter | Lyons | City Hill | 8 | 12:54.30 | 7:36 | 8:20 |
| 1026 | 105 | 87 | Thigs | Doot | King Philip | 7 | 12:54.38 | 7:36 | 8:30 |
| 1630 | 106 | 88 | Calvin | O'Dell | Roger Ludlowe | 7 | 12:55.72 | 7:37 | 8:29 |
| 1578 | 107 | | Curran | Hegde | Rochambeau | 6 | 12:56.16 | 7:37 | 8:36 |
| 1587 | 108 | | William | Rodgers | Rochambeau | 6 | 12:57.01 | 7:38 | 8:36 |
| 206 | 109 | 89 | Chase | Jannetty | Catholic Academy Waterbury | 8 | 12:57.95 | 7:38 | 8:26 |
| 1995 | 110 | | Michael | Donnelly | St. Mary Magdalen | 7 | 12:58.05 | 7:38 | 8:25 |
| 1309 | 111 | 90 | Ryan | Saplio | Memorial | 6 | 12:59.71 | 7:39 | 8:33 |
| 111 | 112 | | Chris | Laplant | Canton | 8 | 12:59.87 | 7:39 | 8:28 |
| 1030 | 113 | 91 | Tyson | Fulmer | King Philip | 6 | 13:01.14 | 7:40 | 8:33 |
| 1310 | 114 | | Tyler | Saplio | Memorial | 7 | 13:01.60 | 7:40 | 8:27 |
| 1585 | 115 | | James | Roden | Rochambeau | 8 | 13:04.07 | 7:42 | 8:37 |
| 1233 | 116 | 92 | Michael | Kay | Madison | 7 | 13:04.28 | 7:42 | 8:43 |
| 1434 | 117 | 93 | Luke | Reilly | North Haven | 8 | 13:04.41 | 7:42 | 8:36 |
| 1311 | 118 | | Henry | Swan | Memorial | 6 | 13:05.26 | 7:42 | 8:34 |
| 432 | 119 | 94 | Adam | Bell | Eli Terry Jr. | 7 | 13:06.08 | 7:43 | 8:35 |
| 200 | 120 | | Jackson | Urrunaga | Catherine Mcgee | 7 | 13:06.46 | 7:43 | 8:26 |
| 1856 | 121 | 95 | Isaac | Fitch | Shepaug Valley | 6 | 13:06.84 | 7:43 | 8:39 |
| 943 | 122 | 96 | Jake | Rivera | John F. Kennedy (Plantsville) | 6 | 13:07.31 | 7:44 | 8:34 |
| 870 | 123 | 97 | Connor | Deme | James H. Moran | 6 | 13:07.87 | 7:44 | 8:39 |
| 763 | 124 | | Kyle | Zhang | Hopkins | 7 | 13:09.17 | 7:45 | 8:42 |
| 528 | 125 | 98 | John | Fichtenholtz | Francis Walsh Intermediate | 7 | 13:09.40 | 7:45 | 8:46 |
| 985 | 126 | | Rocco | Pizzitola | Joseph A. Depaolo | 7 | 13:10.06 | 7:45 | 8:33 |
| 875 | 127 | 99 | David | Hernandez | James H. Moran | 7 | 13:10.31 | 7:45 | 8:39 |
| 263 | 128 | 100 | Aaron | Lyons | City Hill | 8 | 13:10.76 | 7:46 | 8:25 |
| 983 | 129 | | Anthony | Pereira | Joseph A. Depaolo | 8 | 13:10.90 | 7:46 | 8:37 |
| 1622 | 130 | | Andrew | Grant | Roger Ludlowe | 8 | 13:11.19 | 7:46 | 8:45 |
| 1236 | 131 | 101 | Mark | Lumpinski | Madison | 7 | 13:11.33 | 7:46 | 8:29 |
| 991 | 132 | | Jackie | Wu | Joseph A. Depaolo | 8 | 13:11.45 | 7:46 | 8:34 |
| 209 | 133 | 102 | Christian | Tuttle | Catholic Academy Waterbury | 7 | 13:13.16 | 7:47 | 8:40 |
| 977 | 134 | | Nathan | Dong | Joseph A. Depaolo | 8 | 13:15.59 | 7:48 | 8:39 |
| 1417 | 135 | 103 | Quinn | Bergin | North Haven | 6 | 13:16.59 | 7:49 | 8:54 |
| 935 | 136 | 104 | Brian | Kalwat | John F. Kennedy (Plantsville) | 8 | 13:16.72 | 7:49 | 8:43 |
| 494 | 137 | 105 | Forrester | Larsen | Foote | 7 | 13:17.14 | 7:49 | 8:42 |
| 1855 | 138 | 106 | Liam | Denning | Shepaug Valley | 6 | 13:17.76 | 7:50 | 9:02 |
| 2270 | 139 | 107 | Zephyr | Yeager | Westport United Track Club | | 13:18.38 | 7:50 | 8:41 |
| 2256 | 140 | | Logan | Sommers | Washington | 7 | 13:18.72 | 7:50 | 8:50 |
| 1992 | 141 | | Owen | Cipriano | St. Mary Magdalen | 6 | 13:19.24 | 7:51 | 8:35 |
| 877 | 142 | 108 | Logan | Martin | James H. Moran | 6 | 13:20.15 | 7:51 | 8:46 |
| 1028 | 143 | 109 | Thomas | Finley | King Philip | 7 | 13:20.16 | 7:51 | 8:46 |
| 1229 | 144 | 110 | Cam | Grabiec | Madison | 6 | 13:20.96 | 7:52 | 8:54 |
| 2384 | 145 | 111 | James | Mahon | Woodbury | 8 | 13:21.04 | 7:52 | 8:43 |
| 1593 | 146 | | Samuel | Zackin | Rochambeau | 7 | 13:21.80 | 7:52 | 9:01 |
| 1957 | 147 | 112 | Walker | Massey | St. Bridget | 6 | 13:22.02 | 7:52 | 8:45 |
| 573 | 148 | 113 | Richard | Reeves | Gilbert | 7 | 13:22.26 | 7:52 | 8:45 |
| 1145 | 149 | 114 | Henry | Matthews | Litchfield | 7 | 13:23.34 | 7:53 | 8:51 |
| 308 | 150 | 115 | Martin | Sirois | Dag Hammarskjold | 6 | 13:24.26 | 7:54 | 8:49 |
| 1851 | 151 | 116 | Wylden | Abraham | Shepaug Valley | 6 | 13:24.78 | 7:54 | 9:00 |
| 567 | 152 | 117 | Zachary | Collins | Gilbert | 7 | 13:25.72 | 7:54 | 8:32 |
| 340 | 153 | | Christian | Castellini | Derby | 6 | 13:26.20 | 7:55 | 8:58 |
| 1150 | 154 | 118 | Duncan | Williams | Litchfield | 8 | 13:26.92 | 7:55 | 8:49 |
| 371 | 155 | 119 | Eli | Green-Perez | E. C. Adams | 8 | 13:26.98 | 7:55 | 8:41 |
| 1351 | 156 | | David | CuencaGoddard | New Canaan Blazers | | 13:27.30 | 7:55 | 8:50 |
| 717 | 157 | 120 | Owen | Dueck | Hillcrest | 7 | 13:27.30 | 7:55 | 8:55 |
| 1241 | 158 | 121 | Aryaman | Singh | Madison | 6 | 13:28.24 | 7:56 | 8:46 |
| 941 | 159 | 122 | Dylan | Pietrusewicz | John F. Kennedy (Plantsville) | 6 | 13:28.89 | 7:56 | 8:49 |
| 1037 | 160 | 123 | Owen | Murphy | King Philip | 8 | 13:30.09 | 7:57 | 8:59 |
| 2109 | 161 | 124 | Drew | Clements | Swift | 8 | 13:30.39 | 7:57 | 8:50 |
| 2122 | 162 | 125 | Ray | O'Connell | Swift | 6 | 13:30.59 | 7:57 | 8:50 |
| 1421 | 163 | 126 | Nicholas | Gaetano | North Haven | 6 | 13:30.75 | 7:57 | 8:48 |
| 930 | 164 | 127 | Ben | Cumberlidge | John F. Kennedy (Plantsville) | 6 | 13:31.24 | 7:58 | 8:40 |
| 881 | 165 | | Ian | Ochoa | James H. Moran | 6 | 13:31.48 | 7:58 | 8:51 |
| 1298 | 166 | | Tristan | Campbell | Memorial | 8 | 13:32.34 | 7:58 | 9:03 |
| 540 | 167 | | Jacob | Vandenpol | Francis Walsh Intermediate | 5 | 13:32.94 | 7:59 | 8:46 |
| 498 | 168 | 128 | Fionn | Naples | Foote | 6 | 13:35.42 | 8:00 | 9:03 |
| 1039 | 169 | 129 | Eli | Perry | King Philip | 6 | 13:35.45 | 8:00 | 9:04 |
| 718 | 170 | 130 | Anthony | Elliano | Hillcrest | 6 | 13:35.48 | 8:00 | 8:58 |
| 1031 | 171 | 131 | Britt | Housom | King Philip | 8 | 13:37.95 | 8:02 | 8:51 |
| 1301 | 172 | | Alexander | Erb | Memorial | 6 | 13:38.55 | 8:02 | 8:56 |
| 500 | 173 | 132 | Sam | Ridky | Foote | 6 | 13:39.18 | 8:02 | 9:03 |
| 990 | 174 | | Nathan | Owen | Joseph A. Depaolo | 6 | 13:39.62 | 8:03 | 9:04 |
| 267 | 175 | 133 | Nick | Oliveira | City Hill | 8 | 13:39.78 | 8:03 | 9:05 |
| 1572 | 176 | | Jack | Callahan | Rochambeau | 6 | 13:40.02 | 8:03 | 9:01 |
| 523 | 177 | | Zachery | Berner | Francis Walsh Intermediate | 7 | 13:40.10 | 8:03 | 9:06 |